Acetonitrile → 1-[(6-Aminopyridin-3-yl)methyl]-3-[(4-morpholin-4-ylphenyl)amino]-4-phenyl-1H-pyrrole-2,5-dione

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Reaction Conditions

Reaction Steps

A mixture of tert-Butyl {5-[(3-chloro-2,5-dioxo-4-phenyl-2,5-dihydro-1H-pyrrol-1-yl)methyl]pyridin-2-yl}carbamate (0.85 g, 2.06 mmol ) and 4-morpholinoaniline (0.73 g, 4.12 mmol) in DMF (4 mL) was heated in a microwave reactor at 150° C. for 10 min. Preparative HPLC (C18, 50×250 mm, 60% 0.1M ammonium acetate buffer: 40% CH3CN→100% CH3CN) gave 0.39 g (42%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 8.14 (bs, 1H), 7.55 (dd, J=8, 2 Hz, 1H), 7.28-7.23 (br, 1H), 7.13-7.04 (m, 3H), 6.95 (dd, J=8, 2 Hz, 2H), 6.57-6.51 (m, 4H), 6.44 (d, J=8 Hz, 1H), 4.62 (s, 2H), 4.62-4.53 (br, 2H), 3.81-3.79 (m, 4H), 3.01-2.98 (m, 4H).

Provenance & Evidence