4-Fluorobenzaldehyde → N-[3-[1-(4-fluoro-benzyl)-piperidin-4-yl]-5-isopropoxy-6-methyl-isochroman-1-ylmethyl]-formamide

Participants

Reaction Steps

Stir a suspension of N-((1R,3S)-5-Isopropoxy-6-methyl-3-(4-piperidinyl)-1-isochromanylmethyl)formamide (1.0 mmol) with 4-fluorobenzaldehyde (3.0 mmol) and sodium triacetoxyborohydride (3.0 mmol) in dichloromethane (5 mL) at room temperature overnight. Apply the reaction mixture directly to a 5 g SCX column and elute and concentrate the appropriate fractions to obtain N-[3-[1-(4-fluoro-benzyl)-piperidin-4-yl]-5-isopropoxy-6-methyl-isochroman-1-ylmethyl]-formamide. Use the compound directly for the next step.

Provenance & Evidence