3-(2,2-Difluoro-propyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine → HCID 131729583, compound

HRID 1041091Notes

Reaction equation

HRID 1041091 reaction equation
[F:1][C:2]([F:19])([CH3:18])[CH2:3][N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[C:12]([NH2:17])[C:13]([O:15][CH3:16])=[CH:14][C:7]=2[CH2:6][CH2:5]1.[Cl:20][C:21]1[CH:22]=[CH:23][C:24]([O:36][CH3:37])=[C:25]([NH:27][C:28]2[C:33]([Cl:34])=[CH:32][N:31]=[C:30](Cl)[N:29]=2)[CH:26]=1>>[Cl:34][C:33]1[C:28]([NH:27][C:25]2[CH:26]=[C:21]([Cl:20])[CH:22]=[CH:23][C:24]=2[O:36][CH3:37])=[N:29][C:30]([NH:17][C:12]2[C:13]([O:15][CH3:16])=[CH:14][C:7]3[CH2:6][CH2:5][N:4]([CH2:3][C:2]([F:1])([F:19])[CH3:18])[CH2:10][CH2:9][C:8]=3[CH:11]=2)=[N:31][CH:32]=1

Participants

3

Reactant 2

HCID 672635183-(2,2-Difluoro-propyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamineHCID 79632991HCID 79632991, compound

Product 1

HCID 131729583HCID 131729583, compound

Procedure

The title compound was prepared from 3-(2,2-Difluoro-propyl)-8-methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine and (5-Chloro-2-methoxy-phenyl)-(2,5-dichloro-pyrimidin-4-yl)-amine in an analogous manner to Example 61e. Product isolated as an off-white solid (0.063 g, 71%). MP: 170-173° C. 1HNMR (400 MHz, CDCl3, δ, ppm): 8.48 (s, 1H), 8.09 (s, 1H), 8.00 (s, 1H), 7.78 (s, 1H), 7.42 (s, 1H), 7.03-6.98 (m, 1H), 6.86-6.82 (m, 1H), 6.65 (s, 1H), 3.93 (s, 3H), 3.88 (s, 3H), 2.89-2.78 (m, 10H), 1.68 (t, 3H, J=18.7 Hz). MS: 538 (MH)+.

Sources & evidence

ORD record
ord-d139e82eb35844f497e70aec072aa2ac
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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