Morpholine → 2-{7-[5-Chloro-4-(2-dimethylsulfamoyl-4-morpholin-4-yl-phenylamino)-pyrimidin-2-ylamino]-8-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl}-N,N-dimethyl-acetamide

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Reaction Steps

5-Chloro-N,N-dimethyl-2-nitro-benzenesulfonamide using Morpholine was converted in an analogous manner to Example 171a, to N,N-Dimethyl-5-morpholin-4-yl-2-nitro-benzenesulfonamide, which was converted in an analogous manner to Example 31f, to 2-Amino-N,N-dimethyl-5-morpholin-4-yl-benzenesulfonamide, which was converted, in an analogous procedure to Example 1d, to 2-(2,5-Dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-5-morpholin-4-yl-benzenesulfonamide, 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 pale yellow foam (0.040 g, 32%). MP: 94-120° C. 1HNMR (400 MHz, CDCl3, δ, ppm): 8.83 (s, 1H), 8.24 (d, 1H, J=8.8 Hz), 8.08 (s, 1H), 8.01 (s, 1H), 7.49 (s, 1H), 7.37 (d, 1H, J=2.5 Hz), 7.10 (dd, 1H, J=8.8 Hz and 2.5 Hz), 6.63 (s, 1H), 3.92-3.87 (m, 4H), 3.86 (s, 3H), 3.27 (s, 2H), 3.22-3.18 (m, 4H), 3.13 (s, 3H), 2.98 (s, 3H), 2.90-2.85 (m, 2H), 2.74-2.63 (m, 13H). MS: 673.21 (MH)+.

Provenance & Evidence