4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride → 4-Methyl-2-thiazol-2-yl-pyrimidine-5-carboxylic acid (2-cyclopropyl-5-fluoro-indol-1-yl)-amide

Participants

Reaction Conditions

Reaction Steps

A solution of 4-methyl-2-thiazol-2-yl-pyrimidine-5-carboxylic acid (188 mg, 0.85 mmol) and 2-cyclopropyl-5-fluoro-indol-1-ylamine (135 mg, 0.71 mmol) in DMF (3 mL) is stirred at 40° C. for 1 h. The mixture is treated with DMTMM (235 mg, 0.71 mmol) and stirred at 40° C. for 1 h. The mixture is diluted with saturated aqueous Na2CO3 (5 mL) and stirred for 5 min. The precipitate is collected by filtration and dried in vacuo to afford 4-methyl-2-thiazol-2-yl-pyrimidine-5-carboxylic acid (2-cyclopropyl-5-fluoro-indol-1-yl)-amide (60 mg). MS: 394 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 9.26 (s, 1H), 8.15 (d, 1H), 8.08 (d, 1H), 7.43 (m, 1H), 7.24 (m, 1H), 6.97 (m, 1H), 6.18 (s, 1H), 2.77 (s, 3H), 1.95 (m, 1H), 1.01 (m, 2H), 0.73 (m, 2H).

Provenance & Evidence