5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide → 5-[4-(3-Chloro-4-fluoro-phenylamino)-7-methyl-6-oxo-6,7-dihydro-pyrrolo [2,3-D]pyrimidin-5-ylidenemethyl]-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(3-chloro-4-fluoro-phenylamino)-7-methyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (244 mg, 0.83 mmol), 5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide (1.2 equiv.) and piperidine (1 drop) in ethanol and DMF (2 mL) was stirred at 90° C. for 2 hours. The reaction was diluted with water and the precipitate was collected by vacuum filtration, washed with water, ethyl acetate and hexane and dried to give 138.5 mg (31%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 13.39 (br s, 1H, NH), 9.29 (br s, 1H), 8.38 (m, 2H), 7.72 (m 1H), 7.39 (s, 1H, H-vinyl), 7.34 (m, 2H), 6.81 (s, 1H), 3.56 (m, 4H, 2×CH2), 3.35 (m, 2H, CH2), 3.31 (s, 3H, CH3), 2.45 (m, 2H, CH2), 2.41 (m, 4H, 2×CH2), 2.20 (s, 3H, CH3). MS 540 [M+1].

Provenance & Evidence