Acetic Acid → HCID 69591864, compound

Participants

Reaction Steps

A mixture of (±)-2-(1-aminopropyl)-3-benzyl-7-chloro-3-H-pyrrolo[2,1-f][1,2,4]triazine-4-one (0.45 g, 1.42 mmol), N-BOC-aminopropanal (J. Med. Chem., 1985, 28, 317–323, 2.36 g, 13.6 mmol) and HOAc (0.2 mL) in MeOH (12 mL) was treated with NaBH(OAc)3 (1.5 g, 6.7 mmol) and stirred at rt overnight. The reaction mixture was quenched with saturated NaHCO3 solution, extracted with EtOAc (3×80 mL). The EtOAc solution was dried over MgSO4 and concentrated to an oil. Purification of the crude product by flash column chromatography (SiO2, EtOAc/Hexane 3.5:6.5 to 3:2) gave the title compound as a pale oil (0.52 g, 77.6%): MS (ESI+) 474.24, 474.26 (M++H).

Provenance & Evidence