4-(Morpholinomethyl)aniline → HCID 68678360, compound

Participants

Reaction Conditions

Reaction Steps

8-indan-5-yl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (0.28 g, 0.068 mmol) and 4-morpholin-4-ylmethyl-phenylamine (0.013 g, 0.068 mmol) were combined in i-PrOH (1 mL) and heated to 90° C. After 3 h, the reaction mixture was concentrated and purified by preparative HPLC (30 mL/min 5-100% MeCN/H2O gradient over 10 min) and lyophilized to provide 22 mg (62%) of 8-indan-5-yl-2-(4-morpholin-4-ylmethyl-phenylamino)-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester. 1H NMR (300 MHz, CDCl3) δ (ppm): 9.38 (br s, 1H), 8.55 (s, 1H), 7.44 (d, 2H, J=7.6 Hz), 7.05-7.30 (m, 5H), 4.40 (q, 2H, J=7.1 Hz), 3.71 (br s, 4H), 3.43 (s, 2H), 3.09 (t, 2H, J=7.5 Hz), 3.02 (t, 2H, J=7.2 Hz), 2.42 (br s, 4H), 2.21-2.31 (m, 2H), 1.40 (t, 3H, J=7.1 Hz).

Provenance & Evidence