Morpholine → HCID 66830500, compound

Participants

Reaction Steps

2-Fluoro-4-methoxy-1-nitro-benzene using Morpholine was converted in an analogous manner to Example 171b, to 4-(5-Methoxy-2-nitro-phenyl)-morpholine, which was converted in an analogous manner to Example 31f, to 4-Methoxy-2-morpholin-4-yl-phenylamine, which was converted, in an analogous procedure to Example 1d, to (2,5-Dichloro-pyrimidin-4-yl)-(4-methoxy-2-morpholin-4-yl-phenyl)-amine, which was converted to the title compound in an analogous manner to Example 61e using 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-N,N-dimethyl-acetamide. Product isolated as a tan foam (0.047 g, 47%). MP: 86-96° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.42 (d, 1H, J=8.8 Hz), 8.37 (s, 1H), 8.12 (s, 1H), 8.04 (s, 1H), 7.42 (s, 1H), 6.78-6.75 (m, 1H), 6.71-6.67 (m, 1H), 6.65 (s, 1H), 3.93-3.88 (m, 4H), 3.87 (s, 3H), 3.82 (s, 3H), 3.28 (s, 2H), 3.15 (s, 3H), 2.98 (s, 3H), 2.94-2.85 (m, 8H), 2.74-2.68 (m, 4H). MS: 596.50 (MH)+.

Provenance & Evidence