Ethyl Acetate → 8-[[5-Chloro-2-[[1-(2-hydroxyethyl)-3-methyl-pyrazol-4-yl]amino]-4-pyridyl]amino]-2-methyl-3,4-dihydroisoquinolin-1-one

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Reaction Steps

This compound was prepared from 8-[(2,5-dichloropyridin-4-yl)amino]-2-methyl-3,4-dihydroisoquinolin-1-one and 2-(4-amino-3-methyl-pyrazol-1-yl)ethanol. Column chromatography (SiO2, 50 equiv.; 95:5; EtOAc:MeOH) followed by prep. TLC (SiO2: 20×20 cm; 1000 μM, Analtech, EtOAc:MeOH; 95:5) furnished 45 mg of the desired compound. 1H NMR spectrum (CDCl3) 2.09 (s, 3H), 2.91 (t, 2H), 3.11 (s, 3H), 3.25 (bs, 1H), 3.51 (t, 2H), 3.86-3.95 (m, 2H), 4.05-4.10 (m, 2H), 5.89 (s, 1H), 6.44 (s, 1H), 6.68 (d, 1H), 7.14-7.29 (m, 2H), 7.44 (s, 1H), 7.88 (s, 1H), 11.09 (s, 1H); Mass spectrum: ESI+ MH+ 427

Provenance & Evidence