Category: 1142197-14-5

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.1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine, molecular formula is C8H8BrN, molecular weight is 198.06, as common compound, the synthetic route is as follows.category: pyridine-derivatives

n-Butyllithium solution (1.6 M in hexane, 0.61 mL, 0.98 mmol) was added to a flask with diethyl ether (2.2 mL) at -78 C, followed by the dropwise addition of 2-bromo-5-cyclopropylpyridine (213 mg, 1.07 mmol), and the resulting mixture was stirred at -78C for 45 min. To the prepared aryllithium solution was added a solution of (7h) (100 mg, 0.244 mmol) in THF (1.1 mL) dropwise and the mixture was stirred at -78 C for 10 min. The reaction was quenched by the addition of water. The dry ice bath was removed and then saturated aq. NLLCl solution was added. The resulting mixture was warmed to rt and the solution was extracted (EtOAc). The combined organic layer was washed (brine), dried (Na2SC>4), and concentrated under reduced pressure. Purification of the residue by column chromatography (30% to 60% (0610) acetone/hexanes, a gradient elution) provided the title compound (7i) (99 mg, 77%) as a yellow solid m/z (ESI, +ve ion) 529.2 = [M+H]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1142197-14-5, 2-Bromo-5-cyclopropylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; REW, Yosup; SUN, Daqing; YE, Qiuping; ZHOU, Haiying; KAWAI, Hiroyuki; MOORE, Jared; PHAM, Johnny; WU, Kejia; ZHU, Liusheng; (116 pag.)WO2020/76999; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1142197-14-5 ,Some common heterocyclic compound, 1142197-14-5, molecular formula is C8H8BrN, 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.

A mixture of tert-butyl 4-(5-amino-lH-pyrazol-3-yl)piperidine-l-carboxylate (300 mg, 1.126 ramol), 2-bromo-5-cyclopropylpyridine (234mg, 1.183mmol), copper(I) iodide (21.45mg, 0.1 13mmol), (lS,2S)-NN2-dime ylcyclohexane-l,2-diamine (16.02 mg, 0.113 mmol), and cesium carbonate (734mg, 2.253 mmol), DMSO (3 rnL), was purged with N2 for 30 min. The mixture was heated to 130 C in a sealed tube for 15 h. The mixture was cooled to rt. and water (30 mL) was added. The mixture was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel chromatography, eiuting with a solvent gradient of 0 to 40 % EtOAc in hexanes to give the product as a white solid. 1H NMR (400 MHz, CDC13) delta 8.03 (m, 1H), 7.74 (m, 1H), 7.32 (m, 1H), 5.88 (bs, 2H), 5.26 (s, 1H), 4.10 (m, 2H), 2.79 (m, 2H), 2.67 (m, 1H), 1.88-1.79 (ra, 3H), 1.61-1.54 (m, 2H), 1.42 (s, 9H), 1.20(t, J- 7.2 Hz, 1H), 0.94 (m, 2H), 0.63 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1142197-14-5, 2-Bromo-5-cyclopropylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCELROY, William, T.; LI, Guoqing; HO, Ginny Dai; TAN, Zheng; PALIWAL, Sunil; SEGANISH, William Michael; TULSHIAN, Deen; LAMPE, John; METHOT, Joey, L.; ZHOU, Hua; ALTMAN, Michael, D.; ZHU, Liang; WO2012/129258; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1142197-14-5, 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. 1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine. A new synthetic method of this compound is introduced below.

Step 1 : 2-bromo-5-cyclopropylpyridine -oxide (245) [0747] To a solution of 2-bromo-5-cyclopropylpyridine (2.0 g, 10.1 mmol) in CHCI3 (10 mL) was added m-CPBA (2.62 g, 15.2 mmol). The reaction was stirred at room, temperature overnight. The mixture was diluted DCM and washed with 5% aq. NaHCC solution and brine. The organic layer was dried over anhydrous NaiSCH, filtered and concentrated. The residue was purified by column chromatography on silica gel eiuted with PE/EtOAc (30: 1 to 1 : 1) to give compound 245 (2.12 g, 98.6 % yield) as a white solid. LC/MS (ESI) m/z: 214 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1142197-14-5, 2-Bromo-5-cyclopropylpyridine, and friends who are interested can also refer to it.

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; (386 pag.)WO2017/35355; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1142197-14-5 ,Some common heterocyclic compound, 1142197-14-5, molecular formula is C8H8BrN, 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.

A mixture of tert-butyl 4-(5-amino-lH-pyrazol-3-yl)piperidine-l-carboxylate (300 mg, 1.126 ramol), 2-bromo-5-cyclopropylpyridine (234mg, 1.183mmol), copper(I) iodide (21.45mg, 0.1 13mmol), (lS,2S)-NN2-dime ylcyclohexane-l,2-diamine (16.02 mg, 0.113 mmol), and cesium carbonate (734mg, 2.253 mmol), DMSO (3 rnL), was purged with N2 for 30 min. The mixture was heated to 130 C in a sealed tube for 15 h. The mixture was cooled to rt. and water (30 mL) was added. The mixture was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried (MgS04) and concentrated in vacuo. The residue was purified by silica gel chromatography, eiuting with a solvent gradient of 0 to 40 % EtOAc in hexanes to give the product as a white solid. 1H NMR (400 MHz, CDC13) delta 8.03 (m, 1H), 7.74 (m, 1H), 7.32 (m, 1H), 5.88 (bs, 2H), 5.26 (s, 1H), 4.10 (m, 2H), 2.79 (m, 2H), 2.67 (m, 1H), 1.88-1.79 (ra, 3H), 1.61-1.54 (m, 2H), 1.42 (s, 9H), 1.20(t, J- 7.2 Hz, 1H), 0.94 (m, 2H), 0.63 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1142197-14-5, 2-Bromo-5-cyclopropylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MCELROY, William, T.; LI, Guoqing; HO, Ginny Dai; TAN, Zheng; PALIWAL, Sunil; SEGANISH, William Michael; TULSHIAN, Deen; LAMPE, John; METHOT, Joey, L.; ZHOU, Hua; ALTMAN, Michael, D.; ZHU, Liang; WO2012/129258; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1142197-14-5, 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. 1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine. A new synthetic method of this compound is introduced below.

Step 1 : 2-bromo-5-cyclopropylpyridine -oxide (245) [0747] To a solution of 2-bromo-5-cyclopropylpyridine (2.0 g, 10.1 mmol) in CHCI3 (10 mL) was added m-CPBA (2.62 g, 15.2 mmol). The reaction was stirred at room, temperature overnight. The mixture was diluted DCM and washed with 5% aq. NaHCC solution and brine. The organic layer was dried over anhydrous NaiSCH, filtered and concentrated. The residue was purified by column chromatography on silica gel eiuted with PE/EtOAc (30: 1 to 1 : 1) to give compound 245 (2.12 g, 98.6 % yield) as a white solid. LC/MS (ESI) m/z: 214 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1142197-14-5, 2-Bromo-5-cyclopropylpyridine, and friends who are interested can also refer to it.

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; (386 pag.)WO2017/35355; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Bromo-5-cyclopropylpyridine

39.1 5-cyclopropyl-2-iodopyridine 2-bromo-5-cyclopropylpyridine (purchased from Combi-Phos) (500 mg, 2.52 mmol) is dissolved in 5 mL of dioxane. Copper (I) iodide (96.2 mg, 0.50 mmol), sodium iodide (946 mg, 6.31 mmol) and N,N’-dimethylethylenediamine (105 mg, 1.01 mmol) are added and the mixture is stirred at 130 C. for 2 hours. Ethyl acetate is added and the mixture is washed with half concentrated aqueous sodium bicarbonate solution. The organic phase is dried and concentrated under reduced pressure. Yield: 541 mg (87% of theory) Mass spectrometry (ESI+): m/z=245 [M+H]+

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, 1142197-14-5, 2-Bromo-5-cyclopropylpyridine.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Bromo-5-cyclopropylpyridine

39.1 5-cyclopropyl-2-iodopyridine 2-bromo-5-cyclopropylpyridine (purchased from Combi-Phos) (500 mg, 2.52 mmol) is dissolved in 5 mL of dioxane. Copper (I) iodide (96.2 mg, 0.50 mmol), sodium iodide (946 mg, 6.31 mmol) and N,N’-dimethylethylenediamine (105 mg, 1.01 mmol) are added and the mixture is stirred at 130 C. for 2 hours. Ethyl acetate is added and the mixture is washed with half concentrated aqueous sodium bicarbonate solution. The organic phase is dried and concentrated under reduced pressure. Yield: 541 mg (87% of theory) Mass spectrometry (ESI+): m/z=245 [M+H]+

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, 1142197-14-5, 2-Bromo-5-cyclopropylpyridine.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1142197-14-5, 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.1142197-14-5, name is 2-Bromo-5-cyclopropylpyridine, molecular formula is C8H8BrN, molecular weight is 198.06, as common compound, the synthetic route is as follows.

To a stirred solution of (2S,4R)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (125 mg, 0.54 mmole) in 8 mL of CH2Cl2, was added 1-methyl imidazole (0.11 mL, 2.5 equiv.) at 0-5 C. under nitrogen atmosphere. The reaction mixture was stirred for 10 min at 0-5 C. and then added methane sulfonyl chloride (0.05 mL, 1.2 equiv) at the same temperature. It was stirred for 1 h at 0-50 C. Then 6-methylpyridin-2-amine (58 mg, 1 equiv) was added, and stirred for 18h at room temperature. Water (15 mL) was added to the reaction mixture, layers were separated and aqueous layer was extracted with DCM (3×15 mL). The combined organic layer was washed with 1N HCl (15 mL), followed by Sat NaHCO3 (15 mL) and then with brine (10 mL). Combined organic layer was dried over Na2SO4, concentrated and purified by ISCO (silica gel, eluted by 5% MeOH in DCM gradient) to obtained 171 mg (99%) of titled compound as a clear oil.

Statistics shows that 1142197-14-5 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-5-cyclopropylpyridine.

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