2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)ethan-1-ol → HCID 67263504, compound

HRID 1041524Notes

Reaction equation

HRID 1041524 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:5]([Cl:20])=[CH:4][N:3]=1.[NH2:21][C:22]1[C:35]([O:36][CH3:37])=[CH:34][C:25]2[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][OH:33])[CH2:29][CH2:30][C:24]=2[CH:23]=1>>[Cl:20][C:5]1[C:6]([NH:8][C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[NH:15][S:16]([CH3:19])(=[O:18])=[O:17])=[N:7][C:2]([NH:21][C:22]2[C:35]([O:36][CH3:37])=[CH:34][C:25]3[CH2:26][CH2:27][N:28]([CH2:31][CH2:32][OH:33])[CH2:29][CH2:30][C:24]=3[CH:23]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 574161162-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3H-3-benzazepin-3-yl)ethan-1-olHCID 86633854N-[(1R,2R)-2-(2,5-dichloropyrimidin-4-ylamino)-cyclohexyl]-methanesulfonamide

Product 1

HCID 67263504HCID 67263504, compoundYield 36%

Procedure

In an analogous manner to Example 1503, the product was prepared from N-[(1R,2R)-2-(2,5-Dichloro-pyrimidin-4-ylamino)-cyclohexyl]-methanesulfonamide and 2-(7-Amino-8-methoxy-1,2,4,5-tetrahydro-3-benzazepin-3-yl)-ethanol. Product was isolated as a white foam (34 mg, 36%). MS (ESI+): 539 (M+H), 1H-NMR (CDCl3, 400 MHz) δ 8.03 (s, 1H), 7.97 (s, 1H), 7.35 (s, 1H), 6.68 (s, 1H), 5.36 (d, J=8 Hz, 1H), 5.25 (br s, 1H), 3.96 (m, 1H), 3.89 (s, 3H), 3.66 (t, J=5 Hz, 2H), 3.26 (m, 1H), 2.91 (m, 4H), 2.80 (s, 3H), 2.74-2.69 (m, 6H), 2.25 (m, 2H), 1.86 (m, 2H), 1.40 (m, 4H).

Sources & evidence

ORD record
ord-21b9ac5a9c014a368a98c2810c9f405f
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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