Continuously updated synthesis method about C8H6BrNO

The synthetic route of 144649-99-0 has been constantly updated, and we look forward to future research findings.

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. 144649-99-0, name is 5-Bromo-2-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-2-methoxybenzonitrile

Compound 64 (E)-Methyl 3-(3-(N-((3′-cyano-4′-methoxy-[l,l’-biphenyl]-4- yl)methyl)cyclohexanecarboxamido)phenyl)acrylate [00430] A mixture of Intermediate 16 (500 mg, 0.99 mmol), 5-bromo-2-methoxy-benzonitrile (316 mg, 1.49 mmol), Cs2C03 (647 mg, 1.99 mmol), Pd(PPh3)4 (230 mg, 199 mmol) in DMF (6 mL) was degassed with vacuum/nitrogen cycles (3 chi), stirred at 90 C for 12 h, and then filtered. Saturated EDTA-2Na (20 mL) was added, and the reaction mixture was stirred for 1 h and then extracted with ethyl acetate (3 x20 mL). The combined organic layers were washed with water (3 x 15 mL) and brine (2×20 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by reverse-phase HPLC to give (E)-m ethyl 3-(3-(N-((3′-cyano-4′-methoxy- [l, l’-biphenyl]-4-yl)methyl)cyclohexanecarboxamido)phenyl)acrylate (110 mg, 22%) as a white solid. 1H MR (DMSO-i): delta 8.01 (d, IH), 7.96 (dd, IH), 7.58-7.70 (m, 5H), 7.42 (t, IH), 7.31 (d, IH), 7.24 (d, 2H), 7.17 (d, IH), 6.64 (d, IH), 4.89 (s., 2H), 3.95 (s, 3H), 3.71 (s, 3H), 2.19 (m, IH), 1.58-1.72 (m, 4H), 1.36-1.54 (m, 3H), 1.05-1.18 (m, IH), 0.89 (d, 2H); MS: 509.3 [M+H]+.

The synthetic route of 144649-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; NAGASAWA, Johnny Y.; (228 pag.)WO2017/49172; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts