74586-53-1, name is 3-Bromo-5-methylaniline, belongs to bromides-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. Application In Synthesis of 3-Bromo-5-methylaniline
Intermediate 5 N-(3-Bromophenyl)cyclohexanecarboxamide [00398] Cyclohexanecarbonyl chloride (61.4 g, 419 mmol) was added to a solution of 3- bromoaniline (60 g, 349 mmol), DMAP (4.26 g, 34.9 mmol), TEA (70.6 g, 698 mmol) in DCM (400 mL) at 0 C. The mixture was slowly warmed to 15 C and stirred for 14 h. Water (200 mL) was added, and the mixture was extracted with DCM (3 x300 mL). The combined organic phases were washed with brine (2×300 mL), dried over anhydrous Na2S04, filtered and concentrated. The residue was purified by recrystallization from MTBE (200 mL) to give N-(3- bromophenyl)cyclohexanecarboxamide (90 g, 85%) as a red brown solid. MS: 282.1 [M+H]+. The Intermediates below were synthesized from the appropriate amines following the procedure described for Intermediate 5. Note: DMAP was not used for the above Intermediates; reaction time: 2-16 h. *Acetonitrile was used as a solvent instead of DCM.
The synthetic route of 74586-53-1 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;,
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