Dimethylamine, hydrochloride → 6-(4-{1-[(8R)-8-(Hydroxymethyl)-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-3-yl]cyclopropyl}phenyl)-N,N-dimethylnicotinamide

Participants

Reaction Steps

A solution of the compound (124 mg, 0.284 mmol) obtained in Example 68-1), dimethylamine hydrochloride (116 mg, 1.42 mmol), N,N-dimethylaminopyridine (3 mg, 28 μmol), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (163 mg, 0.852 mmol) in N,N-dimethylformamide (2.48 mL) was stirred at room temperature for 5.5 h. Saturated aqueous sodium hydrogencarbonate was added to the reaction mixture, the mixture was extracted with dichloromethane/2-propanol (4/1), and the organic layer was washed with water and dried with anhydrous sodium sulfate. Then the solvent was distilled off under reduced pressure. The residue was purified by silica gel thin layer chromatography (ethyl acetate:methanol=2:1) to obtain the title compound (85 mg, 65%) as a white solid.

Provenance & Evidence