Pyridine → HCID 88147945, compound

Participants

Reaction Steps

Under ice-cooling, acetic anhydride (30 μl, 0.3 mmol) was added to a mixture of 3-[(4-tert-butyl-2-thiazolyl)methoxy]-5'-[3-(4-chlorophenylsulfonyl)propyl]-2'-(2-aminoethoxy)benzanilide 1.4 hydrochloride.0.7 hydrate (170 mg, 0.24 mmol), dichloromethane (2 ml) and pyridine (32 μl, 0.4 mmol), and the resulting mixture was stirred at room temperature for 3 hours. Ice-water was added to the reaction solution and the mixture was stirred for 1 hour. The product formed was extracted with chloroform and the resulting organic layer was washed with 20% potassium hydrogensulfate aqueous solution, saturated sodium bicarbonate aqueous solution and distilled water in that order, dried over anhydrous magnesium sulfate, and then concentrated. The resulting residue was crystallized from chloroform-ether to give 3-[(4-tert-butyl-2-thiazolyl)methoxy]-5'-[3-(4-chlorophenylsulfonyl)propyl]-2'-(2-acetylaminoethoxy)benzanilide hemihydrate (97 mg, 0.14 mmol, 58%) as white crystals.

Provenance & Evidence