Triethylamine → HCID 118036754, compound

Participants

Reaction Steps

A mixture of 2-(dimethoxymethyl)-5,6,7,8-tetrahydro-1,8-naphthyridine-3-carbaldehyde (intermediate 41, 5.0 g, 17.99 mmol), methyl 4-aminobutanoate hydrochloride (4.14 g, 27.0 mmol) and triethylamine (4.24 ml, 30.6 mmol) in 1,2-dichloroethane (85 ml) at room temperature was stirred for 1.5 h and sodium triacetoxyborohydride (5.72 g, 27.0 mmol) added. The reaction mixture was stirred for 18 h at room temperature, partitioned between saturated aqueous NaHCO3 solution and DCM, extracted 2× with DCM, dried over Na2SO4 and evaporated. The residue was triturated with Et2O (20 ml) and filtered washing with Et2O to give the title compound as a pale brown solid.

Provenance & Evidence