Hexane → HCID 19783387, compound

Participants

Reaction Steps

2-(2-Pyridyl)-1H-imidazo(4,5-b)pyridine (1.1 g, 5.6 mmol) was added portionwise with stirring over 5 minutes to a suspension of hexane-washed NaH (150 mg, 6.16 mmol) in dimethylacetamide (15 ml) under Ar and stirred at room temperature for 1 hour. 4-Bromomethyl-3-methoxy-N-cyclohexyl-N-isopropylbenzamide (2.1 g, 5.6 mmol) was added portionwise over 30 minutes and the mixture was stirred overnight at 25° C. The solvent was removed at <50° C. in vacuo using an oil pump and the residue was chromatographed on silica gel with 95/5/1 CH2Cl2 /MeOH/NH4OH to give the titled product (1.95 g, 67%) as a glass. Anal. Calcd. for C29H33N5O2.H2O: C, 69.44; H, 7.03; N, 13.96. Found: C, 69.70; H, 7.16; N, 13.87.

Provenance & Evidence