2-Methoxyethanol → HCID 15005371, compound

Participants

Reaction Steps

A mixture of (±)-4-(2-chlorophenyl)-1,4-dihydro-3-ethoxycarbonyl-6-methyl-2-[4-(2-methylimidazo[4,5-c]pyridin-1-yl)phenyl]pyridine-5-carboxylic acid (see Example 10) (270 mg, 0.5 mmol), 2,4,6-triisopropylbenzenesulphonyl chloride (377 mg, 1.25 mmol) and 4-dimethylaminopyridine (152 mg, 1.25 mmol) in dry dichloromethane (10 ml) was stirred under a nitrogen atmosphere at room temperature for 3 hours. 2-Methoxyethanol (1.0 ml) was added and the solution was stirred at room temperature for 20 hours. The mixture was concentrated under reduced pressure, the residue was dissolved in excess 0.5M hydrochloric acid and washed with ether (2×30 ml). The aqueous solution was basified with excess saturated aqueous sodium bicarbonate and extracted with dichloromethane (4×30 ml). The combined organic extracts were dried (MgSO4), concentrated, and purified by flash chromatography on silica gel (eluting with 10:1 ethyl acetate/triethylamine) to give, after combination and evaporation of appropriate fractions, the title compound, (93 mg), m.p. 195°-196° C.

Provenance & Evidence