Methanol → HCID 70188066, compound

Participants

Reaction Steps

In a similar manner to that described in Example (1b), a solution of N-[(3-nitrophenyl)-(4-methoxyphenyl)methyl]-N-[(S)-1-(3-fluorophenyl)ethyl]amine (2.79 g) [prepared as described in step (a) above] in methanol (50 ml), nickel chloride hexahydrate (3 .49 g) and sodium borohydride (1.17 g) were reacted, and the residue was purified by chromatography through a silica gel column, using mixtures of toluene and ethyl acetate ranging from 8:1 to 5:1 by volume as the eluant, and reverse phase chromatographly through a Lobar column under medium pressure using a 35:65 by volume mixture of acetonitrile and an acetic acid buffer solution (water/acetic acid/triethylamine=1000:2:2) as the eluant, to afford isomer A of the title compound (700 mg) as a yellow oil and isomer B of the title compound (220 mg) as a yellow oil.

Provenance & Evidence