4-(4-Methylpiperazin-1-yl)aniline → HCID 16059408, compound

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Reaction Conditions

Reaction Steps

8-Cyclohexyl-2-methanesulfonyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (20 mg, 0.051 mmol) and 4-(4-methyl-piperazin-1-yl)-phenylamine (10 mg, 0.051 mmol) were combined in i-PrOH (2 mL) and heated to 80° C. After 14 h, the solution was concentrated and purified by preparative HPLC (30 mL/min 0-100% H2O/MeCN gradient over 10 min) to provide 7.2 mg (29%) of 8-cyclohexyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester. 1H-NMR (400 MHz, CDCl3:) δ ppm 9.32 (s, 1H), 8.31 (s, 1H), 7.57 (d, 2H, J=9.0 Hz), 6.96 (d, 1H, J=8.9 Hz), 4.40 (q, 2H, J=7.1 Hz), 3.25-3.46 (m, 8H), 2.82-2.84 (m, 3H), 1.49-2.0 (m, 8H), 1.41 (t, 3H, J=7.1 Hz). Mass Spectrum (LCMS, ESI pos.) Calcd. For C27H34N6O3: 490.27, found: (M+H) 491.3.

Provenance & Evidence