Dichloromethane → HCID 69296792, compound

Participants

Reaction Steps

Using General Procedure B: To a stirred solution of (1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (148 mg, 0.53 mmol) and N-tert-butoxycarbonyl-L-prolinal (110 mg, 0.55 mmol) in CH2Cl2 (5 mL) was added NaBH(OAc)3 (146 mg, 0.69 mmol) and the resultant mixture was stirred at room temperature overnight. Purification of the crude material by radial chromatography on silica gel gel (2 mm plate, 50:1:1 CH2Cl2/MeOH/NH4OH then 10:1:1 CH2Cl2/MeOH/NH4OH) afforded the desired amine (73 mg, 30%) as a yellow oil.

Provenance & Evidence