N-(2-Aminophenyl)-1-(6-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidin-4-yl)azetidine-3-carboxamide → 2-(1-(6-(3,5-Dimethyl-1H-1,2,4-triazol-1-yl)-2-methylpyrimidin-4-yl)azetidin-3-yl)-1H-benzo[d]imidazole

Participants

Reaction Conditions

Reaction Steps

Compound 107-3 (175 mg, 0.462 mmol) was dissolved in acetic acid (10 mL) and heated at 100° C. for 18 h. The mixture was cooled to room temperature, the solvent was removed in vacuo, and the residue was purified by silica gel chromatography (0-100% EtOAc (containing 10% MeOH)/hexanes), providing Example 107 as a light yellow solid. 1H NMR: (400 MHz, CDCl3) δ 9.93 (br s, 1H), 7.62-7.60 (m, 2H), 7.29-7.26 (m, 2H), 6.30 (s, 1H), 4.62-4.52 br m, 2H), 4.40-4.30 (br m, 3H), 2.84 (s, 3H), 2.50 (s, 3H), 2.34 (s, 3H) ppm; MS: m/z=361.3 (M+H).

Provenance & Evidence