Methanol → HCID 68994470, compound

Participants

Reaction Steps

A suspension of 1-[2-(4-amino-1-piperidinyl)ethyl]-2-oxo-1,2-dihydro-7-quinolinecarbonitrile (300 mg, 1.01 mmol) and 2,3-dihydro[1,4]dioxino[2,3-c]pyridine-7-carboxaldehyde (for a synthesis see WO2004058144, Example 2(c) or WO03/087098, Example 19(d)) (167 mg, 1.01 mmol) in chloroform (10 mL), methanol (15 mL) and DMF (20 mL) was stirred at rt for 30 min then NaBH(OAc)3 (642 mg, 3.03 mmol) was added. The reaction was stirred at rt overnight. The solvents were removed and residue dried in vacuo. The residue was subjected to column chromatography on silica gel eluting with 0-20% methanol-DCM to afford the free base of the title compound (247 mg, 55%).

Provenance & Evidence