Pyridine → 4-(5-Chloro-2-(((3,3-diphenylpropyl)(2-(4-tetrahydropyranyl)ethyl)carbamoyl)amino)-1,3-thiazol-4-yl)benzenesulfonamide

Participants

Reaction Steps

A solution of 4-(2-amino-5-chlorothiazol-4-yl)benzenesulfonamide (0.100 g, 0.35 mmol) and pyridine (0.084 ml, 1 mmol) in 1 ml DMF was cooled to 0° C. and phenylcarbonochloridate (0.041, 0.33 mmol) was added dropwise. The mixture was warmed to room temperature and stirred for 2 hours. At this point 1-methylpyrrolidine (0.11, 1 mmol) and 3,3-diphenyl-N-(2-(tetrahydro-2H-pyran-4-yl)ethyl)propan-1-amine (0.11 g, 0.33 mmol) were added to the reaction mixture consecutively. The reaction mixture was heated to 60° C. and stirred overnight after which it was cooled to room temperature and purified directly over silica (eluted with 0-50% Ethylacetate in hexanes) to give 4-(5-chloro-2-(((3,3-diphenylpropyl)(2-(4-tetrahydropyranyl)ethyl)carbamoyl)amino)-1,3-thiazol-4-yl)benzenesulfonamide. LC-MS ESI (pos.) m/e: 638.8 (M+1).

Provenance & Evidence