Methylamine → 8-Cyclohexyl-2-(3-imidazol-1-yl-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid methylamide

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Reaction Steps

A solution of methylamine (1N, 1 ml in methanol) was added to 2-(3-imidazol-1-yl-propylamino)-8-cyclohexyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (Example 28, Step F, 7.0 mg, 0.015 mmol). The mixture was kept in a sealed tube at 110° C. with stirring for 2 days. The solution, after cooling down to room temperature, was loaded to hplc for purification. 8-Cyclohexyl-2-(3-imidazol-1-yl-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid methylamide was obtained as a white solid (5.5 mg, 80%). 1H NMR (400 MHz, CDCl3) δ (ppm): 9.67 (br, 1H), 9.26 (s, 1H), 8.79 (s, 1H), 7.51 (br, 1H), 7.10 (s, 1H), 6.93 (br, 1H), 5.95 (br, 1H), 5.06 (m, 1H), 4.10 (t, J=6.8 Hz, 2H), 3.50 (m, 2H), 2.98 (d, J=4.9 Hz, 3), 2.20-1.20 (m, 12H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C21H27N7O2: 410.22 (M+H). Found: 410.2.

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