Acetamide → HCID 57585137, compound

Participants

Reaction Steps

To a slurry of 6-(6-chloro-5-(dimethylamino)pyridin-3-yl)benzo[d]thiazol-2-amine (60 mg, 197 μmol) in DCM (2 mL) was added methanesulfonyl chloride (400 μL, 5168 μmol), and pyridine (300 μL). After overnight, Et3N (0.3 mL) was added. After overnight, the mixture was diluted with H2O and stirred for several days. The mixture was filtered, washed with H2O to give a solid that is mostly the product (Rf 2.20), with small amount of Acetamide (Rf 3.39, m/e 347). The solid was washed with EtOAc, and hot EtOAc containing 5% MeOH to give the product as a brown solid (40 mg, 53%). MS (ESI, POS. ION) M/Z: calc'd for C15H15ClN4O2S2: 382.0. found: 383.0. 1H NMR (400 MHz, DMSO-d6) 5 ppm 2.84 (s, 6H) 3.03 (s, 3H) 7.41 (d, J=6.06 Hz, 1H) 7.66-7.87 (m, 2H) 8.26 (d, J=26.21 Hz, 2H) 12.90-13.23 (m, 1H).

Provenance & Evidence