Sodium Carbonate → HCID 15228557, compound

Participants

Reaction Steps

(S)-N,N-dimethyl-5-diphenylacetyl-1-(3-methyl-4-nitrophenyl)methyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxamide (III-2) (2.3636 g, 0.00440 mol) was dissolved in a mixture of 28 ml of ethyl acetate and 5 ml of methanol, followed by addition of tin chloride dihydrate (4.9580 g, 0.0220 mol) and agitation of the solution on an 80° C. oil bath in a stream of nitrogen for 30 minutes. The reaction mixture was cooled, neutralized by adding a 5% sodium carbonate solution, and concentrated. The residue was extracted with chloroform. The chloroform layer was washed with water, dried over sodium sulfate, and then concentrated to obtain a light-yellow foamy material (2.2368 g). This material was purified by silica gel column chromatography (Kieselgel 60, 120 g, chloroform methanol=50/1) to obtain the objective compound (II-2) (2.0077 g; yield: 90.0%) as a white foamy material. MS (EI): 508 (M+1).

Provenance & Evidence