2-Bromo-1,3-thiazole-5-carboxamide → HCID 68328817, compound

Participants

Reaction Steps

The title compound (55 mg, 40% yield) as a yellow crystalline solid was prepared according to compound 275, using N-isopropyl-5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine (150 mg, 0.287 mmol), 125 mg of the 1:1 mixture of 2-bromothiazole-5-carboxamide and 2-chlorothiazole-5-carboxamide, and Pd(PPh3)4 (Strem Chemicals, 17 mg) as the starting materials and reagent. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.19 (1H, d, J=2.3 Hz), 8.66 (1H, s), 8.38 (1H, s), 8.31 (1H, d, J=2.7 Hz), 8.13 (1H, br.), 8.01 (1H, d, J=6.8 Hz), 7.77 (1H, dd, J=8.5, 1.7 Hz), 7.64 (1H, d, J=8.6 Hz), 7.56 (1H, br.), 3.77 (1H, m), 1.25 (6H, d, J=6.5 Hz). MS (ESI, pos. ion) m/z: 369.0 (M+H)+.

Provenance & Evidence