2-Bromo-1,3-thiazole-5-carboxamide → HCID 68328459, compound

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Reaction Steps

The title compound (49 mg, 52% yield) as a yellow crystalline solid was prepared similar to that described in Example 275, using N-tert-butyl-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 (131 mg, 0.244 mmol), 106 mg of the 1:1 mixture of 2-bromothiazole-5-carboxamide and 2-chlorothiazole-5-carboxamide, and Pd(PPh3)4 (Strem Chemicals, 14 mg) as the starting materials and reagent. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.21 (1H, br.), 8.63 (1H, s), 8.38 (s, 1H), 8.28 (1H, s), 8.14 (1H, br.), 7.75 (1H, d, J=8.80 Hz), 7.66 (2H, m), 7.53 (1H, br.), 1.40 (9H, s). MS (ESI, pos. ion) m/z: 383.0 (M+H)+.

Provenance & Evidence