1,2-Dichloroethane → 4-(5-bromo-2-chloropyrimidin-4-yl)-N-(6-methoxy-2,3-dihydro-1H-inden-1-yl)morpholine-3-carboxamide

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Reaction Steps

The title compound was prepared in a manner similar to PREPARATION x31 using 4-(5-bromo-2-chloropyrimidin-4-yl)morpholine-3-carboxylic acid (PREPARATION x30, 500 mg, 1.550 mmol), EDC (446 mg, 2.325 mmol), HOBt (356 mg, 2.325 mmol), 6-methoxy-2,3-dihydro-1H-inden-1-amine hydrochloride (464 mg, 2.325 mmol) and triethylamine (0.324 mL, 2.325 mmol) in DMF (10 mL). 1H NMR (400 MHz, DMSO-d6) δ 1.76-1.94 (m, 1 H), 2.30-2.47 (m, 1 H), 2.62-2.93 (m, 2 H), 3.48-3.65 (m, 2 H), 3.70 (d, J=4.80 Hz, 3 H), 3.87-3.96 (m, 1 H), 4.24-4.43 (m, 2 H), 4.89-5.01 (m, 1 H), 5.26-5.41 (m, 1 H), 6.70-6.82 (m, 2 H), 7.08-7.18 (m, 1 H), 8.45 (s, 2 H). ESI-MS m/z [M+H]+ calc'd for C19H20BrClN4O3, 467.04; found 467.3.

Provenance & Evidence