p-Toluenesulfonyl isocyanate → 1-(4-methyl-benzenesulfonyl)-3-[3-(3-pyridin-4-yl-6,7-dihydro-5H-pyrazolo-[5,1-b][1,3]thiazin-2-yl)-phenyl]-urea

Participants

Reaction Steps

To a solution of 3-(3-pyridin-4-yl-6,7-dihydro-5H-pyrazolo[5,1-b][1,3]thiazin-2-yl)-phenylamine (prepared as described in Example 3) (50 mg, 0.162 mmol) in dichloromethane (5 mL), 4-methyl-benzenesulfonyl isocyanate (28 mg, 0.178 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 2 hours and evaporated to dryness. The reaction mixture was purified by flash chromatography over silica gel using dichloromethane-methanol (97:3) as the eluant system. 1-(4-methyl-benzenesulfonyl)-3-[3-(3-pyridin-4-yl-6,7-dihydro-5H-pyrazolo-[5,1-b][1,3]thiazin-2-yl)-phenyl]-urea was obtained as a colorless solid (21 mg, 32%).

Provenance & Evidence