Dichloromethane → N-((3-tert-butyl-1-(3-chlorophenyl)-1H-pyrazol-5-yl)methyl)-2-(3-fluoro-4-((2-methoxyethoxy)methyl)phenyl)propanamide

Participants

Reaction Steps

To a stirred DCM (5.0 mL) solution of 2-(3-fluoro-4-((2-methoxyethoxy)methyl)-phenyl)propanoic acid (82.0 mg, 0.321 mmol, 1.0 eq), DIPEA (0.168 mL, 0.961 mmol, 3.0 eq), EDC.HCl (74.0 mg, 0.387 mmol, 1.2 eq) and HOBt (59.0 mg, 0.387 mmol, 1.2 eq) were sequentially added at RT and the mixture stirred for 15 min. (1-(3-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine (100 mg, 0.321 mmol, 1 eq) was then added and the mixture stirred for 16 h. On completion of the reaction the mixture was washed with H2O (20 mL), brine (10 mL), the layers were separated, dried (Na2SO4) and the solvent evaporated. The crude product was purified by CC using EtOAc/CHCl3 (1:9) to get N-((3-tert-butyl-1-(3-chlorophenyl)-1H-pyrazol-5-yl)methyl)-2-(3-fluoro-4-((2-methoxyethoxy)methyl)phenyl)propanamide (115 mg; 70%, white solid; TLC system: EtOAc/CHCl3 (1:9), Rf: 0.5).

Provenance & Evidence