3-Methoxypropylamine → 8-Cyclohexyl-2-(3-methoxy-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

Participants

Reaction Steps

Using the procedure outlined in Example 28 Step F, the title compound was prepared from 3-methoxy-propylamine and 8-cyclohexyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (from Example 35 (Step E) above, 30 mg, 0.08 mmol). 8-Cyclohexyl-2-(3-methoxy-propylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester was obtained as a white solid (24 mg, 80%). 1H NMR (400 MHz, CDCl3) δ (ppm): 9.29 (br, 1H), 8.48 (s, 1H), 6.21 (br, 1H), 5.11 (m, 1H), 4.38 (q, J=7.1 Hz, 2H), 3.70-3.46 (m, 4H), 3.37 (s, 3H), 2.06-1.24 (m, 15H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C20H28N4O4: 389.21 (M+H). Found: 389.2.

Provenance & Evidence