Diisopropylethylamine → HCID 25211740, compound

Participants

Reaction Steps

To a solution of N-(5-(4-methoxyphenyl)pyrimidin-2-yl)-6-methylpyridine-3,5-diamine 12 (0.06 mmol) in THF (2 mL) is added triphosgene (0.02 mmol) and DIEA (0.01 mmol). The reaction is stirred at it for 15 min then 1-methyl-1H-pyrazol-5-amine (0.1 mmol) is added and stirring continued for 2 h. The reaction is reduced to dryness and purified by silica gel chromatography with DCM:MeOH=95:5 as eluant to afford 1-(5-(5-(4-methoxyphenyl)pyrimidin-2-ylamino)-2-methylpyridin-3-yl)-3-(1-methyl-1H-pyrazol-5-yl)urea C2 as a white solid. 1H NMR (400 MHz, CDCl3) δ 8.72 (d, J=2.0 Hz, 1H), 8.70 (s, 2H), 8.60 (d, J=2.0 Hz, 1H), 7.54 (d, J=6.5 Hz, 2H), 7.40 (d, J=2.0 Hz, 1H), 7.03 (d, J=6.5 Hz, 2H), 6.28 (d, J=2.0 Hz, 1H), 3.84 (s, 3H), 3.79 (s, 3H), 2.49 (s, 3H). MS (m/z) (M+1)+: 431.2.

Provenance & Evidence