Research on new synthetic routes about 3-(Bromomethyl)benzo[d]isoxazole

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a downstream synthesis route of the compound 37924-85-9,37924-85-9

Step 1 : A mixture of tert-butyl methyl((25′)-l-oxo-l-(4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)propan-2-yl)carbamate (156 mg, 360 muetaiotaomicron), 3-(bromomethyl)benzo[d]isoxazole (83.9 mg, 396 muetaiotaomicron), Cs2C03 (141 mg, 432 muetaiotaomicron) and Nal (64.7 mg, 432 muiotaetaomicron) in DMF (900 mu) was stirred at RT for 18 h, diluted with EtOAc, washed with H20, brine, dried over Na2S04, filtered, and the filtrate concentrated to give a residue that was purified by silica gel chromatography. The resulting material was purified by supercritical fluid chromatography (SFC) to provide tert-butyl (5)-l-((5)-5-(benzo[ ]isoxazol-3-ylmethyl)-4- oxo-2′,3^4,5,5^6′-hexahydro-3H-spiro|enzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)-l- oxopropan-2-yl(methyl)carbamate (54.5 mg, 27 %) as a white foam., 37924-85-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Sources of common compounds: 37924-85-9

According to the analysis of related databases, 37924-85-9, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 37924-85-9,37924-85-9

(b) A solution containing 1-dimethylcarbamoyl-4-(3-trimethylsilyloxypropyl)-imidazole (6.7 g, 0.025 mole), and 3-bromomethyl-1,2-benzisoxazole (5.3 g, 0.025 mole) in anhydrous acetonitrile (30 mL) is stirred at reflux for 72 hours. The reaction mixture is cooled and mixed with a solution of sodium methoxide (3 g, 0.055 mole) in methanol (30 mL). The resulting solution is stirred at reflux for 26 hours. The solvents are evaporated and the residue is taken up in 1N hydrochloric acid (30 mL). This solution is allowed to stand at ambient temperature for 3 hours and is then made basic (pH 9) by addition of 50% aqueous sodium hydroxide solution. The mixture is extracted with methylene chloride (2*25 mL) and the combined extracts are washed with water (2*20 mL), dried over anhydrous sodium sulfate, filtered, and the solvent is evaporated to give crude 3-[(5-(3-hydroxypropyl)-1H-imidazol-1-yl)methyl]-1,2-benzisoxazole which is purified by trituration with acetone (15 mL), m.p. 129-131 C.

According to the analysis of related databases, 37924-85-9, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Ciba-Geigy Corporation; US4859691; (1989); A;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Discovery of 3-(Bromomethyl)benzo[d]isoxazole

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3-(Bromomethyl)benzo[d]isoxazole,37924-85-9, This compound has unique chemical properties. The synthetic route is as follows.,37924-85-9

EXAMPLE 18A mixture of 18a (20 mg, 0.060 mmol), 18b (12.7 mg, 0.060 mmol), and potassium carbonate (24.8 mg, 0.18 mmol) in DMF (1 ml) was heated at 50 C for 2h. The reaction solution was purified on RP-HPLC using 10-100% acetonitrile (0.05%TFA) to give 18 as the TFA salt.’HNMR (acetonitrile-d3, 500 MHz) delta = 8.047-8.031 (dd, J = 8.1Hz, IH), 7.738-7.723 (m, 2H), 7.503-7.452 (m, IH), 7.448 (s, IH), 7.399-7.321 (m, 5H), 7.067-7.052 (dd, J – 7.5Hz, IH), 6.173 (s, IH), 4.755 (s, 2H), 3.736-3.701(m, 2H), 3.550-3.450 (m, 2H), 2.800-2.745 (m5 IH), 2.4Gamma3- 2.404 (m, IH), 2.141-2.1 10 (m, IH), 2.036-2.001 (m IH); m z: calcd. for C26H22Cl2N202:465.37; found [M+H+]: 465.00; 466.94.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; DING, FA-Xiang; JIANG, Jinlong; SHEN, Dong-Ming; SHEN, Hong; SHI, Zhi-Cai; WO2011/137024; (2011); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Discovery of 3-(Bromomethyl)benzo[d]isoxazole

According to the analysis of related databases, 37924-85-9, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 37924-85-9,37924-85-9

BIOS-Na (Compound III) was prepared in accordance with the method described in Example 1 of U.S. Pat. No. 4,172,896. A solution of sodium sulfite (24.3 grams) in water (390 ml) was added to a solution of 3-bromomethyl-1,2-benzisoxazole (24 grams, Compound II) in methanol (390 ml), stirred with heating to 50 C. for 4 hours. After completion of the reaction, the solution was concentrated under reduced pressure. The resulting crystalline residue was heated to about 50-60 C. in methanol (750 ml) and the solution filtered. The clear filtrate was concentrated under reduced pressure and the resulting crystalline residue was washed with diethyl ether to give crystalline sodium 1,2-benzisoxazole-3-methanesulfonate (18 grams, BIOS-Na, Compound III). Thc thus-produced BIOS-Na was analyzed using X-Ray powder diffraction (results depicted in FIG. 1), differential scanning calorimetry (results depicted in FIG. 2) and thermal gravimetry (results depicted in FIG. 3). The water content of the thus-produced BIOS-Na was 7% as measured by Karl-Fischer titration, indicating that the crystals were of BIOS-Na monohydrate., 37924-85-9

According to the analysis of related databases, 37924-85-9, the application of this compound in the production field has become more and more popular.

Reference£º
Patent; Naddaka, Vladimir; Adin, Itai; Klopfer, Eyal; Arad, Oded; Kaspi, Joseph; US2006/9644; (2006); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of 3-(Bromomethyl)benzo[d]isoxazole

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 37924-85-9.

37924-85-9,Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3-(Bromomethyl)benzo[d]isoxazole,37924-85-9, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of the above crude 3-(bromomethyl)benzo[d]isoxazole (15.3 g) in CH3CN (100 mL) was added a solution of KCN (4 g, 61 mmol) in water (19 mL). The resulting solution was stirred overnight at 40C, and then quenched with water (200 mL) and extracted with ethyl acetate (4 x 200 mL). The combined organic layers were washed with brine (2 x 100 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to afford a residue, which was purified by a silica gelcolumn chromatography eluting with 1 % – 2% ethyl acetate in petroleum ether to afford 2-(benzo[d]isoxazol-3-yl)acetonitrile as a yellow solid (1.15 g, 15 ). LC/MS (ES, m/z): [M+H]+ 159.0 *H NMR (300 MHz, DMSO) delta 7.87 – 7.84 (d, / = 8.10 Hz, 1H), 7.66 – 7.61 (m, 2H), 7.47 – 7.40 (m, 1H), 4.13 (s, 2H)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 37924-85-9.

Reference£º
Patent; BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L.; WO2014/66795; (2014); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Extended knowledge of 3-(Bromomethyl)benzo[d]isoxazole

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-(Bromomethyl)benzo[d]isoxazole.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials.37924-85-9,A new synthetic method of this compound is introduced below.37924-85-9

Step 1: To a -78 C solution of ((S)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[bl[1,4ldiazepin- 3-yl)-carbamic acid tert-butyl ester (807 mg, 2.91 mmol) in THF (19.4 mL) was added lithium bis(trimethylsilyl)amide (3.2 mL, 1.0 M solution in THF, 3.2 mmol), dropwise. The mixture was stirred at -78 C for 15 mm, then a mixture of Nal (523 mg, 3.49 mmol) and 3- (bromomethyl)benzo[dlisoxazole (740 mg, 3.49 mmol) in THF (9.7 mL) was added dropwise over 10 mm. The mixture was stirred at -78 C for 50 mm., warmed to RT and stirred for 4.5 h. The mixture was diluted with 1 N citric acid and extracted with EtOAc. The combined extractswere washed with sat. aq. NaHCO3, brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography. The resulting material was repurified by flash chromatography to provide a -4:1 mixture of (S)-tert-butyl 1-(benzo[dlisoxazol-3-ylmethyl)-2- oxo-2,3 ,4,5-tetrahydro- 1 H-benzo [bI [1 ,4jdiazepin-3-ylcarbamate and (S)-tert-butyl 1- (benzo [djisoxazol-3 -ylmethyl)-4-oxo-2,3 ,4,5 -tetrahydro- 1 H-benzo [bI [1,41 diazepin-3-ylcarbamate (742 mg, 63 %) as a yellow foam. LC-MS mlz 431 [M+Naj.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-(Bromomethyl)benzo[d]isoxazole.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Shaoqing; DONNELL, Andrew F.; KESTER, Robert Francis; LE, Kang; LOU, Yan; MICHOUD, Christophe; REMISZEWSKI, Stacy; RUPERT, Kenneth C.; WEISEL, Martin; WO2015/71393; (2015); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Research on new synthetic routes about 37924-85-9

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3-(Bromomethyl)benzo[d]isoxazole,37924-85-9, This compound has unique chemical properties. The synthetic route is as follows.,37924-85-9

Step 1: To a -78 C solution of ((S)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[bl[1,4ldiazepin- 3-yl)-carbamic acid tert-butyl ester (807 mg, 2.91 mmol) in THF (19.4 mL) was added lithium bis(trimethylsilyl)amide (3.2 mL, 1.0 M solution in THF, 3.2 mmol), dropwise. The mixture was stirred at -78 C for 15 mm, then a mixture of Nal (523 mg, 3.49 mmol) and 3- (bromomethyl)benzo[dlisoxazole (740 mg, 3.49 mmol) in THF (9.7 mL) was added dropwise over 10 mm. The mixture was stirred at -78 C for 50 mm., warmed to RT and stirred for 4.5 h. The mixture was diluted with 1 N citric acid and extracted with EtOAc. The combined extractswere washed with sat. aq. NaHCO3, brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography. The resulting material was repurified by flash chromatography to provide a -4:1 mixture of (S)-tert-butyl 1-(benzo[dlisoxazol-3-ylmethyl)-2- oxo-2,3 ,4,5-tetrahydro- 1 H-benzo [bI [1 ,4jdiazepin-3-ylcarbamate and (S)-tert-butyl 1- (benzo [djisoxazol-3 -ylmethyl)-4-oxo-2,3 ,4,5 -tetrahydro- 1 H-benzo [bI [1,41 diazepin-3-ylcarbamate (742 mg, 63 %) as a yellow foam. LC-MS mlz 431 [M+Naj.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 37924-85-9.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Shaoqing; DONNELL, Andrew F.; KESTER, Robert Francis; LE, Kang; LOU, Yan; MICHOUD, Christophe; REMISZEWSKI, Stacy; RUPERT, Kenneth C.; WEISEL, Martin; WO2015/71393; (2015); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The origin of a common compound about 3-(Bromomethyl)benzo[d]isoxazole

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37924-85-9,3-(Bromomethyl)benzo[d]isoxazole,its application will become more common.

A common heterocyclic compound, 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 37924-85-9

3-Bromomethyl-benzo[d]isoxazole-5-sulfonyl chloride Chlorosulfonic acid (1.5 ml, 22 mmol) was slowly added to 3-Bromomethyl-benzo[d]isoxazole (1.0 g, 4.7 mmol) at RT under argon. The reaction was heated at 90 C. for 12 h and then left at RT for 6 h. The resulting viscous oil was quenched over ice, extracted with EtOAc, dried over MgSO4 and concentrated in vacuo to a brown oil (1.17 g, 80% yield).; 3-Bromomethyl-benzo[d]isoxazole-5-sulfonyl chloride Chlorosulfonic acid (1.5 ml, 22 mmol) was slowly added to 3-Bromomethyl-benzo[d]isoxazole (1.0 g, 4.7 mmol) at RT under argon. The reaction was heated at 90 C. for 12 h and then left at RT for 6 h. The resulting viscous oil was quenched over ice, extracted with EtOAc, dried over MgSO4 and concentrated in vacuo to a brown oil (1.17 g, 80% yield). After reaction of this material with the core the aliphatic bromine may be displaced by an appropriate nucleophile., 37924-85-9

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37924-85-9,3-(Bromomethyl)benzo[d]isoxazole,its application will become more common.

Reference£º
Patent; Sequoia Pharmaceuticals; US2005/267074; (2005); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

Discovery of 3-(Bromomethyl)benzo[d]isoxazole

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-(Bromomethyl)benzo[d]isoxazole.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 37924-85-9,3-(Bromomethyl)benzo[d]isoxazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.37924-85-9

Step 1 : A mixture of tert-butyl methyl((25′)-l-oxo-l-(4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H- spiro[benzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)propan-2-yl)carbamate (156 mg, 360 muetaiotaomicron), 3-(bromomethyl)benzo[d]isoxazole (83.9 mg, 396 muetaiotaomicron), Cs2C03 (141 mg, 432 muetaiotaomicron) and Nal (64.7 mg, 432 muiotaetaomicron) in DMF (900 mu) was stirred at RT for 18 h, diluted with EtOAc, washed with H20, brine, dried over Na2S04, filtered, and the filtrate concentrated to give a residue that was purified by silica gel chromatography. The resulting material was purified by supercritical fluid chromatography (SFC) to provide tert-butyl (5)-l-((5)-5-(benzo[ ]isoxazol-3-ylmethyl)-4- oxo-2′,3^4,5,5^6′-hexahydro-3H-spiro|enzo[][l,4]oxazepine-2,4′-pyran]-3-ylamino)-l- oxopropan-2-yl(methyl)carbamate (54.5 mg, 27 %) as a white foam.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3-(Bromomethyl)benzo[d]isoxazole.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DONNELL, Andrew F.; HAN, Xiaochun; KESTER, Robert Francis; KONG, Norman; LE, Kang; LOU, Yan; MICHOUD, Christophe; MOLITERNI, John Anthony; REMISZEWSKI, Stacy; RUPERT, Kenneth Carey; YUN, Weiya; WO2014/23708; (2014); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics

The important role of 37924-85-9

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-(Bromomethyl)benzo[d]isoxazole, 37924-85-9

37924-85-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-(Bromomethyl)benzo[d]isoxazole, cas is 37924-85-9,the Benzisoxazole compound, it is a common compound, a new synthetic route is introduced below.

Step 1: To a -78 C solution of ((S)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[bl[1,4ldiazepin- 3-yl)-carbamic acid tert-butyl ester (807 mg, 2.91 mmol) in THF (19.4 mL) was added lithium bis(trimethylsilyl)amide (3.2 mL, 1.0 M solution in THF, 3.2 mmol), dropwise. The mixture was stirred at -78 C for 15 mm, then a mixture of Nal (523 mg, 3.49 mmol) and 3- (bromomethyl)benzo[dlisoxazole (740 mg, 3.49 mmol) in THF (9.7 mL) was added dropwise over 10 mm. The mixture was stirred at -78 C for 50 mm., warmed to RT and stirred for 4.5 h. The mixture was diluted with 1 N citric acid and extracted with EtOAc. The combined extractswere washed with sat. aq. NaHCO3, brine, dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography. The resulting material was repurified by flash chromatography to provide a -4:1 mixture of (S)-tert-butyl 1-(benzo[dlisoxazol-3-ylmethyl)-2- oxo-2,3 ,4,5-tetrahydro- 1 H-benzo [bI [1 ,4jdiazepin-3-ylcarbamate and (S)-tert-butyl 1- (benzo [djisoxazol-3 -ylmethyl)-4-oxo-2,3 ,4,5 -tetrahydro- 1 H-benzo [bI [1,41 diazepin-3-ylcarbamate (742 mg, 63 %) as a yellow foam. LC-MS mlz 431 [M+Naj.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-(Bromomethyl)benzo[d]isoxazole, 37924-85-9

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Shaoqing; DONNELL, Andrew F.; KESTER, Robert Francis; LE, Kang; LOU, Yan; MICHOUD, Christophe; REMISZEWSKI, Stacy; RUPERT, Kenneth C.; WEISEL, Martin; WO2015/71393; (2015); A1;,
Benzisoxazole – Wikipedia
Benzisoxazole – an overview | ScienceDirect Topics