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ChemicalBook CAS DataBase List 4-Bromo-2-fluoro-N-methylbenzamide

4-Bromo-2-fluoro-N-methylbenzamide synthesis

5synthesis methods
-

Yield:749927-69-3 100%

Reaction Conditions:

with (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate;N-ethyl-N,N-diisopropylamine in dichloromethane at 20; for 2 h;

Steps:

Compound 49: (4-Bromo-2-fluoro-benzyl)-methyl-amine.
Compound 49: (4-Bromo-2-fluoro-benzyl)-methyl-amine. (1029) A mixture of 4-bromo-2-fluorobenzoic acid (1.0 equiv.), methylamine hydrochloride (1.1 equiv.), benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (1.1 equiv.) and diisopropylethylamine (3.3 equiv.) in dichloromethane (0.20 mol.L-1) was stirred for 2 hours at room temperature. The reaction mixture was hydrolyzed and extracted twice with dichloromethane. The organic layers were combined, washed with brine, dried over MgSO4, concentrated, and purified by flash column chromatography on silica gel (10% to 50% EtOAc in cyclohexane) to afford the intermediate methylamide as a white solid in quantitative yield.

References:

MAVALON THERAPEUTICS LIMITED;SCHANN, Stephan;MAYER, Stanislas;MANTEAU, Baptiste WO2017/81483, 2017, A1 Location in patent:Page/Page column 228-229

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