Category: 1223434-15-8

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. 1223434-15-8, name is Methyl 4-bromo-2-cyanobenzoate, A new synthetic method of this compound is introduced below., Formula: C9H6BrNO2

To a 50 mL round-bottorn flask was added (1 S,4S,5R)-5-[[3-(2,6-dichlorophenyl)-5-( 1-Huorocyclopropyl)-1 ,2-oxazol-4-yl]methoxy ]-2-azabicyclo[2.2.1 ]heptane 24d (120 mg,0.30 mmol, 1.0 equiv.), methyl4-bromo-2-cyanobenzoate (55 mg, 0.23 mmol, 1.0 equiv.),pota;;;sium carbonate (83 mg, 0.60 mmol, 2.0 equiv.), and DMSO (1 mL). The resultingrnix ture was stirred at ll 0C overnight After cooling to room temperature, the mixture Vas30 diluted ‘.vith of ethyl acetate and added with H20. The pH value of the solution ‘.Vas adjusted to 6 using a lM hydrogen chloride aqueous solution. The aqueous mixture was extracted withethyl acetate (1 00 mL x 2). l11e combined organic extracts were ·washed with brine (50 mL x4), dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue waspurified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 :3)5 to give methyl 2-cyano-4-[( l S,4S,5R)-5-UJ-(2,6-dichloropheny l)-5-(J -iluorocyclopropy l)L2-oxazol-4-yl]methoxy ]-2-azabicyclo[2.2.1]heptan-2-yl]benzoate 123a (90 mg, 54~~) as anoff-white solid.

The synthetic route of 1223434-15-8 has been constantly updated, and we look forward to future research findings.

1223434-15-8, name is Methyl 4-bromo-2-cyanobenzoate, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C9H6BrNO2

Methyl 4-bromo-2-cyanobenzoate (800.0 mg; 3.33 mmol; 1.00 eq.) was combined with titanium(IV) isopropoxide (1.10 mL; 3.67 mmol; 1.10 eq.) in dry diethyl ether (16 mL) under argon atmosphere and ethylmagnesium bromide (2.22 mL; 3 M solution in diethyl ether; 6.67 mmol; 2.00 eq.) was added at rt. After 2h stirring, the reaction was quenched with 1N HCI (2 mL) and extracted with DCM. The organic extract was washed with brine, dried over MgSO4 and concentrated under reduced pressure. The residue was recrystallized from a mixture of diethyl ether and n-heptane giving 5′-bromospiro[cyclopropane-1,3′-isoindoline]-1′-one (385.0 mg; 49 %).

The synthetic route of 1223434-15-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eng Bang Tiba; Ba Seu-ma-tin; Kon Tal-sil-bi-e; Ju Ni-en-jang—ru-i-seu; Ma Sa-reu-di-e-reu-keu-ri-seu-tin; Mon Tal-be-ti-keu-ri-seu-chan; Su Deu-an-ne; (111 pag.)KR2019/137803; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1223434-15-8, name is Methyl 4-bromo-2-cyanobenzoate, A new synthetic method of this compound is introduced below., name: Methyl 4-bromo-2-cyanobenzoate

Into a 100-mE 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed methyl 4-bromo-2-cyanobenzoate (2.0 g, 8.33 mmol, 1.00 equiv), ether (40 mE), 2-(propan-2-yloxy)propane propan-2-ol propan-2-yltitanium dihydrate (2.75 mE, 1.10 equiv). This was followed by the addition of EtMgl3r (3M) (5.5 mE, 2.00 equiv) dropwise with stirring at 0 C. The resulting solution was stirred for 3 hour at room temperature. The reaction was then quenched by the addition of 20 mE of hydrogen chloride (1M). The resulting solution was extracted with ethyl acetate (50 mEx2) and the organic layers combined and dried over anhydrous sodium sulfate. The residue was applied onto a silica gel colunm with ethyl acetate/petroleum ether (7/3). This resulted in 409mg (2 1%) of 6?-bromospiro[cyclopropane- 1,1 ?-isoindolin] -3-one as a yellow solid. EC-MS (ESj: mlz 238.00, 240.00 [MH], tR=0.79 mm, (1.90 minute run).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Berlin, Michael; Dong, Hanqing; Homberger, Keith R.; Qian, Yimin; Snyder, Lawrence B.; Wang, Jing; Zimmermann, Kurt; (504 pag.)US2018/215731; (2018); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1223434-15-8, name is Methyl 4-bromo-2-cyanobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-bromo-2-cyanobenzoate

A mixture of Compound II (980 mg), 2N aqueous lithium hydroxide solution (6.1 mL) and methanol (18 mL) was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure, and to the residue was added 1N aqueous sodium hydroxide solution, and the mixture was extracted with ethyl acetate. The aqueous layer was acidified with 4N hydrochloric acid, and then extracted with chloroform. The chloroform layer was dried over sodium sulfate, and then concentrated under reduced pressure to give Compound III (808 mg).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; HORIUCHI, Yoshihiro; FUJIWARA, Hiroaki; SUDA, Hitoshi; SASAKI, Izumi; IWATA, Mitsutaka; SAWAMURA, Kiyoto; EP2612848; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts