4-(Trifluoromethyl)benzenesulfonyl chloride → HCID 23446677, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 102 mg (0.5 mmol) of 5-(5-Dimethylamino-pent-1-ynyl)-pyrimidin-2-ylamine in 3.9 ml pyridine was treated with 257 mg (1.05 mmol) 4-(trifluoromethyl)benzenesulfonyl chloride. The reaction was stirred over night at 70° C., evaporated and extracted with aqueous saturated NaHCO3(2×)/CH2Cl2 (3×). The organic phases were washed with aqueous 10% NaCl solution, dried (Na2SO4) and evaporated. Flash column chromatography on silica gel with CH2Cl2/MeOH (95:5 to 9:1) yielded 70 mg (34%) of N-[5-(5-Dimethylamino-pent-1-ynyl)-pyrimidin-2-yl]-4-trifluoromethyl-benzenesulfonamide, mp: 194-202° C.,slowly dec.; MS: 413 (MH+).

Provenance & Evidence