8-Methoxy-3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-amine → HCID 66830695, compound

HRID 1041126Notes

Reaction equation

HRID 1041126 reaction equation
[CH3:1][O:2][C:3]1[C:4]([NH2:18])=[CH:5][C:6]2[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][O:15][CH3:16])[CH2:9][CH2:8][C:7]=2[CH:17]=1.[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([NH:32][C:33]2[C:38]([Cl:39])=[CH:37][N:36]=[C:35](Cl)[N:34]=2)=[C:24]([S:26]([N:29]([CH3:31])[CH3:30])(=[O:28])=[O:27])[CH:25]=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([NH:32][C:33]2[C:38]([Cl:39])=[CH:37][N:36]=[C:35]([NH:18][C:4]3[C:3]([O:2][CH3:1])=[CH:17][C:7]4[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][O:15][CH3:16])[CH2:11][CH2:12][C:6]=4[CH:5]=3)[N:34]=2)=[C:24]([S:26]([N:29]([CH3:31])[CH3:30])(=[O:27])=[O:28])[CH:25]=1

Participants

3

Reactant 2

HCID 574161508-Methoxy-3-(2-methoxyethyl)-2,3,4,5-tetrahydro-1H-3-benzazepin-7-amineHCID 866339395-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide

Product 1

HCID 66830695HCID 66830695, compound

Procedure

The title compound was prepared from 8-Methoxy-3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine and 5-Chloro-2-(2,5-dichloro-pyrimidin-4-ylamino)-N,N-dimethyl-benzenesulfonamide in an analogous manner to Example 61e. Product isolated as a tan foam (0.061 g, 49%). MP: 59-79° C. 1H NMR (400 MHz, CDCl3, ppm): 9.22 (s, 1H), 8.47 (d, 1H, J=8.8 Hz), 8.14 (s, 1H), 7.92 (s, 1H), 7.86-7.84 (m, 1H), 7.51-7.46 (m, 2H), 6.65 (s, 1H), 3.87 (s, 3H), 3.58-3.53 (m, 2H), 3.38 (s, 3H), 2.92-2.87 (m, 2H), 2.79-2.68 (m, 14H). MS: 595.17 (MH)+.

Sources & evidence

ORD record
ord-d298176dc40e429bbec0796216a242bc
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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