Ethylamine → HCID 16059141, compound

Participants

Reaction Conditions

Reaction Steps

8-Indan-5-yl-2-[4-(4-methyl-piperazin-1-ylmethyl)-phenylamino]-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (9.2 mg, 0.017 mmol) was dissolved in MeOH (1 mL) and ethylamine (1 mL of 1.0 M solution in THF, 1.0 mmol) was added and the reaction mixture was heated at 80° C. After 16 h, the solution was cooled to rt and purified by preparative HPLC (C-18 column, 32 mL/min 5-100% MeCN/H2O gradient over 15 min) and lyophilized to provide 5.2 mg of 8-indan-5-yl-2-[4-(4-methyl-piperazin-1-ylmethyl)-phenylamino]-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethylamide. 1H NMR TFA salt (400 MHz, CDCl3) δ (ppm): 9.38 (br s, 1H), 9.37 (s, 1H), 8.84 (s, 1H), 7.58-7.60 (m, 1H), 7.40-7.47 (m, 2H), 7.16 (dd, 2H, J=2.0 Hz, J=7.9 Hz), 7.05 (br s, 2H), 3.43-3.55 (m, 4H), 3.07 (t, 2H, J=7.3 Hz), 2.99 (t, 2H, J=7.4 Hz), 2.53 (br s, 8H), 2.36 (s, 3H), 2.18-2.27 (m, 2H), 1.15-1.39 (m, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. for C31H35N7O2: 537.29, Found: 538.3 (M+H).

Provenance & Evidence