Ammonium Hydroxide → HCID 60206919, compound

Participants

Reaction Steps

Silica gel chromatography of approximately 0.1 g of N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(6-ethyl-1-methyl-1,2,3,4-tetrahydroquinolin-4-yl)amino]-2-hydroxypropyl}acetamide using methanol/dichloromethane (8/92) with 0.1% ammonium hydroxide gave 0.032 g of N-((1S,2R)-1-(3,5-difluorobenzyl)-3-{[(4S)-6-ethyl-1-methyl-1,2,3,4-tetrahydroquinolin-4-yl]amino}-2-hydroxypropyl)acetamide [Rf (MeOH/CH2Cl2/NH4OH)=0.40; MS (ESI+) for C24H31F2N3O2 m/z 432.2 (M+H)+]. Re-chromatography of mixed fractions gave 0.011 g of a 9:1 mixture of the 4R isomer [Rf (MeOH/CH2Cl2/NH4OH)=0.35; MS (ESI+) for C24H31F2N3O2 m/z 432.2 (M+H)+] and the 4S isomer.

Provenance & Evidence