3-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amine → HCID 66830546, compound

HRID 1041284Notes

Reaction equation

HRID 1041284 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH2:11][CH2:10][C:9]2[CH:12]=[C:13]([NH2:16])[CH:14]=[CH:15][C:8]=2[CH2:7][CH2:6]1.Cl[C:18]1[N:23]=[C:22]([NH:24][C:25]2[C:30]([S:31]([CH:34]([CH3:36])[CH3:35])(=[O:33])=[O:32])=[CH:29][CH:28]=[CH:27][C:26]=2[F:37])[C:21]([Cl:38])=[CH:20][N:19]=1>>[Cl:38][C:21]1[C:22]([NH:24][C:25]2[C:30]([S:31]([CH:34]([CH3:35])[CH3:36])(=[O:33])=[O:32])=[CH:29][CH:28]=[CH:27][C:26]=2[F:37])=[N:23][C:18]([NH:16][C:13]2[CH:14]=[CH:15][C:8]3[CH2:7][CH2:6][N:5]([CH2:4][CH2:3][O:2][CH3:1])[CH2:11][CH2:10][C:9]=3[CH:12]=2)=[N:19][CH:20]=1

Participants

3

Reactant 2

HCID 574160893-(2-Methoxyethyl)-2,3,4,5-tetrahydro-1h-3-benzazepin-7-amineHCID 86633986HCID 86633986, compound

Product 1

HCID 66830546HCID 66830546, compound

Procedure

Title compound was prepared from 3-(2-Methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine and (2,5-Dichloro-pyrimidin-4-yl)-[2-fluoro-6-(propane-2-sulfonyl)-phenyl]-amine in an analogous manner to Example 1221d. Product was obtained as a pale foam (32 mg, 22%). LCMS: 550.09 (M+H), HPLC purity 99%, 1H-NMR (CDCl3, 400 MHz) δ 8.11 (d, J=11.6 Hz, 1H), 8.10 (s, 1H), 7.83-7.81 (m, 1H), 7.49-7144 (m, 3H), 7.11-7.08 (m, 2H), 6.86 (d, J=8.2 Hz, 1H), 3.60.3.56 (m, 2H), 3.37 (s, 3H), 3.10-3.00 (m, 1H), 2.88-2.74 (m, 8H), 2.08-2.06 (m, 2H), 1.22 (d, J=6.7 Hz, 6H).

Sources & evidence

ORD record
ord-c097cebfee67498a8cf54ca8b5b5dc65
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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