Ammonia → HCID 58102794, compound

Participants

Reaction Steps

A solution of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-N-(3-pyridinyl)-1,3,5-triazin-2-amine (0.544 g, 1 mmol) in 15 mL DMF was treated with of NaH and then a slight excess iodomethane was added. After 10 min, the reaction was neutralized with acetic acid and diluted with water. After the pH was made slightly alkaline with aq. NH3, the precipitate was collected and dried. Chromatography on alumina eluting with CH2Cl2/EtOAc (9:1) gave 0.26 g (53% yield) of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-methyl-6-(4-morpholinyl)-N-(3-pyridinyl)-1,3,5-triazin-2-amine: mp (MeOH) 200-201° C.; 1H NMR (DMSO-d6) δ 8.67 (d, J=2.2 Hz, 1H), 8.55 (d, J=4.1 Hz, 1H), 7.89 (ddd, J=8.1, 2.6, 1.5 Hz, 1H), 7.70-7.29 (m, 3H), 6.90 (d, J=8.0 Hz, 1H), 3.94 (s, 3H), 3.84-3.61 (m, 8H), 3.55 (s, 3H); Anal. Calcd. for C22H22F2N8O2: C, 56.4; H, 4.7; N, 23.9. Found: C, 56.5; H, 4.75; N, 24.5%.

Provenance & Evidence