Category: 188637-63-0

Reference of 188637-63-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

[0667] 6-(Bromopyridin-2-yl)methylamine (4.0 g, 21.4 mmol) was added dropwise to acetic anhydride (10 ml) at 0 C. The reaction was warmed to room temperature and to the reaction was added p-toluenesulfonic acid (4.07 g, 20.4 mmol). The reaction was heated in a microwave reactor at 140C for 25 minutes. The reaction was concentrated in vacuo, the crude product was taken up in water, pH adjusted to -9 with iN aqueous NaOH, and extracted with twice with ethyl acetate. The organic layers were dried with Na2SO4, filtered, concentrated in vacuo, and purified by silica gel chromatography to give the title compound. MS (m/z) 213.06 [M+H].

Statistics shows that 188637-63-0 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-2-yl)methanamine.

Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; CHOU, Chien-hung; GRAUPE, Michael; HU, Yunfeng, Eric; LINK, John, O.; LIU, Qi; LU, Yafan; SAITO, Roland, D.; SCHROEDER, Scott, D.; SOMOZA, John, R.; TSE, Winston, C.; ZHANG, Jennifer, R.; WO2014/134566; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 188637-63-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.

[0667] 6-(Bromopyridin-2-yl)methylamine (4.0 g, 21.4 mmol) was added dropwise to acetic anhydride (10 ml) at 0 C. The reaction was warmed to room temperature and to the reaction was added p-toluenesulfonic acid (4.07 g, 20.4 mmol). The reaction was heated in a microwave reactor at 140C for 25 minutes. The reaction was concentrated in vacuo, the crude product was taken up in water, pH adjusted to -9 with iN aqueous NaOH, and extracted with twice with ethyl acetate. The organic layers were dried with Na2SO4, filtered, concentrated in vacuo, and purified by silica gel chromatography to give the title compound. MS (m/z) 213.06 [M+H].

Statistics shows that 188637-63-0 is playing an increasingly important role. we look forward to future research findings about (6-Bromopyridin-2-yl)methanamine.

Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; CHOU, Chien-hung; GRAUPE, Michael; HU, Yunfeng, Eric; LINK, John, O.; LIU, Qi; LU, Yafan; SAITO, Roland, D.; SCHROEDER, Scott, D.; SOMOZA, John, R.; TSE, Winston, C.; ZHANG, Jennifer, R.; WO2014/134566; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, The 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. Formula: C6H7BrN2

General procedure: Additional amide analogs were prepared by adding 1.5 equivalents of an amine which will provide the desired substituents into a 1 dram vial (1.5 eq.) along with lithium 5-amino-7- methoxyimidazo[1,2-c]quinazoline-2-carboxylate (30 mg, 0.114 mmol) and a DMF solution (1.0 ml) solution of DIPEA (0.079 ml, 0.454 mmol), shaking the vial for 5 minutes in a Bohdan Miniblock Shaker and then adding 1-propanephosphonic acid cyclic anhydride (50% w/w in EtOAc, 64.7 mul, 0.109 mmol), and continuing to shake the vial at RT overnight. The completed reaction was quenched with 1.0 ml water and the organic layer separated by filtering through a Varian 2 ml Reservior Frit and a Whatman 0.45mum syringe filter to remove emulsion, followed by solvent removal using a Genevac. The crude residue was dissolved in 1.0 ml DMSO and purified by LC/MS.

With the rapid development of chemical substances, we look forward to future research findings about 188637-63-0.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LIM, Yeon-Hee; GALLO-ETIENNE, Gioconda, V.; KELLY, Joseph, Michael; BERLIN, Michael; TING, Pauline; TAGAT, Jayaram, R.; XIAO, Dong; KUANG, Rongze; WU, Heping; WANG, Hongwu; (157 pag.)WO2019/118313; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 188637-63-0, Adding some certain compound to certain chemical reactions, such as: 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine,molecular formula is C6H7BrN2, 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 188637-63-0.

To an ice-cold solution of (R)-1-(tert-butoxycarbonyl)piperidine-3- carboxylic acid (1.09g, 4.75mmol) in 50 mL of CH2Cl2, 1-chloro-N,N,2-trimethyl-1- propenylamine (0.69mL, 5.3mmol) was added dropwise with stirring. The stirring was continued for 2 h at this temperature, then (6-bromopyridin-2-yl)methanamine (750 mg, 4.0mmol) was added, followed by 1.6 mL of iPr2NEt. The cooling bath was removed and the reaction mixture was stirred overnight at rt. After completion of the reaction monitored by HPLC, the reaction mixture was added to water (120 mL) and extracted with DCM (2 120 mL). The organic layer was washed successively with an aqueous solution of NaHCO3 (20 mL), water (20 mL), and brine (20 mL), then dried over Na2SO4 and concentrated under reduced pressure. The remaining residue was purified by flash column chromatography (ISCO eluted with Hexanes/EtOAC) to give 1.10g of desire title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 188637-63-0, Adding some certain compound to certain chemical reactions, such as: 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine,molecular formula is C6H7BrN2, 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 188637-63-0.

To an ice-cold solution of (R)-1-(tert-butoxycarbonyl)piperidine-3- carboxylic acid (1.09g, 4.75mmol) in 50 mL of CH2Cl2, 1-chloro-N,N,2-trimethyl-1- propenylamine (0.69mL, 5.3mmol) was added dropwise with stirring. The stirring was continued for 2 h at this temperature, then (6-bromopyridin-2-yl)methanamine (750 mg, 4.0mmol) was added, followed by 1.6 mL of iPr2NEt. The cooling bath was removed and the reaction mixture was stirred overnight at rt. After completion of the reaction monitored by HPLC, the reaction mixture was added to water (120 mL) and extracted with DCM (2 120 mL). The organic layer was washed successively with an aqueous solution of NaHCO3 (20 mL), water (20 mL), and brine (20 mL), then dried over Na2SO4 and concentrated under reduced pressure. The remaining residue was purified by flash column chromatography (ISCO eluted with Hexanes/EtOAC) to give 1.10g of desire title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; GREENLEE, William; (508 pag.)WO2017/35409; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 188637-63-0, (6-Bromopyridin-2-yl)methanamine, 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, HPLC of Formula: C6H7BrN2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H7BrN2

General procedure: The reaction substrate (0.3 mmol) was added to the reaction vessel.Benzyl alcohol (2mL) and tert-butyl nitrite (1.5equiv),Pumping the reaction vessel – nitrogen-filled operation for 3 consecutive times, reacting at room temperature, after the reaction is over,Diluted with ethyl acetate, concentrated under reduced pressure, and the concentrate was separated by column chromatography(wherein silica gel is 300-400 mesh silica gel), the ratio of petroleum ether to ethyl acetate isThe 4:1 mixture was used as an eluent, and the eluate was collected, and the solution was spun off to obtain a product.

The synthetic route of 188637-63-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wenzhou University; Liu Miaochang; Zhang Xue; An Cui; Cai Yueming; Yang Yefei; Zhou Yunbing; Wu Huayue; (18 pag.)CN109503575; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, the common compound, a new synthetic route is introduced below. Formula: C6H7BrN2

To a solution of C-(6-Bromo-pyridin-2-yl)-methylamine (5440 mg, 29.08 MMOL) in dichloromethane (100 mL) at room temperature was added triethylamine (5886 mg, 58.17 MMOL) and acetyl chloride (2511 mg, 31.99 MMOL). The reaction mixture was heated at 40C for 3h and cooled down to room temperature. A solution of sodium hydroxide (1 N) was added and the reaction was stirred for 1 h at room temperature. The layers were separated and the organic phase was concentrated under reduced pressure. The crude mixture was dissolved in EtOH (50 mL) and concentrated hydrochloric acid (10 mL) was added. The mixture was stirred for 30 min and benzene was added followed by sodium hydroxide pellets until pH 10 was reached. The phases were separated and the organic layer was washed with an aqueous solution of ammonium chloride and the volatiles were removed in vacuo. The crude material was purified by column chromatography with a gradient of 0 to 5% METHANOL/DICHLOROMETHANE to give N- (6-Bromo-pyridin-2-ylmethyl)- acetamide as viscous orange oil. MS ES (MH+ 229.1/231. 0).

The synthetic route of 188637-63-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/14566; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 188637-63-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 188637-63-0 as follows.

To a mixture of A214.2 (14.3 g, 76.5 mmol) and pyridine (14.3 mL) in anhydrous tetrahydrofuran (250 mL) was added acetic anhydride (14.3 mL), and the reaction mixture was stirred for 3 hr at room temperature. The solvent was removed under reduced pressure, and the oily residue was diluted with dichloromethane, washed with water, washed with a saturated aqueous solution of sodium bicarbonate, and dried over anhydrous sodium sulfate. Concentration followed by drying under reduced pressure afforded 16.3 g (93%) of A214.3 as an off-white solid. The compound had an HPLC retention time = 0.987 min. (Column: Chromolith SpeedROD 4.6 x 50 mm – 4 min.; Solvent A = 10% MeOH, 90% H2O, and 0.1% TFA; Solvent B = 90% MeOH, 10% H2O, and 0.1% TFA) and a LC/MS M+1 = 229.10 and 231.10.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,188637-63-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 188637-63-0, 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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, The 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.

To the mixture of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (233 mg, 1.0 mmol), (6-bromopyridin-2-yl)methanamine (205 mg, 1.1 mmol) in CH3CN (10.0 mL), EDCI (1.3 eq) was added, followed by dropwise addition of DIEA (4.0 eq) at room temperature. The mixture was stirred for 3 h at room temperature and the volatiles are evaporated. The residue was diluted with 50 mL of 10% sodium carbonate and extracted with ethyl acetate. The combined organic solution was successively washed with water, brine and dried over MgSO4. The solution was filtered and the solvent was removed. The residue was purified to afford 101 mg of the title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 188637-63-0, 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. 188637-63-0, name is (6-Bromopyridin-2-yl)methanamine, molecular formula is C6H7BrN2, The 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.

To the mixture of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (233 mg, 1.0 mmol), (6-bromopyridin-2-yl)methanamine (205 mg, 1.1 mmol) in CH3CN (10.0 mL), EDCI (1.3 eq) was added, followed by dropwise addition of DIEA (4.0 eq) at room temperature. The mixture was stirred for 3 h at room temperature and the volatiles are evaporated. The residue was diluted with 50 mL of 10% sodium carbonate and extracted with ethyl acetate. The combined organic solution was successively washed with water, brine and dried over MgSO4. The solution was filtered and the solvent was removed. The residue was purified to afford 101 mg of the title compound.

According to the analysis of related databases, 188637-63-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem