1-Aminopiperidine → HCID 44390716, compound

Participants

Reaction Steps

To a solution of 2-(benzyloxy)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carboxylic acid (30 mg, 0.062 mmol) from Step A in methylene chloride (1 mL) was added 1-aminopiperidine (9.3 mg, 0.093 mmol), DIPEA (0.016 mL, 0.093 mmol) and PyBOP (17.4 mg, 0.093 mmol). The reaction was stirred at rt for 20 h and was then diluted with aq. saturated sodium carbonate and extracted twice with methylene chloride. The organic layers were washed with a portion of brine and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC eluted with 50% ethyl acetate in hexanes to yield N-(piperidin-1-yl)-2-(benzyloxy)-6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)pyridine-3-carboxamide as the slower eluting band. HPLC/MS: 566 (M+1), 568 (M+3); Rt=4.56 min; 1HNMR (CDCl3): δ 1.2-1.9 (4 m, 6H), 2.7-3.1 (2 m, 4H), 7.07 (m, 2H), 7.20-7.38 (m, 10H), 7.668 and 8.074 (2 s, 1H).

Provenance & Evidence