7-Amino-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one → HCID 67263689, compound

HRID 1688111Notes

Reaction equation

HRID 1688111 reaction equation
[NH2:1][C:2]1[CH:13]=[CH:12][C:5]2[CH2:6][C:7](=[O:11])[NH:8][CH2:9][CH2:10][C:4]=2[CH:3]=1.Cl[C:15]1[N:20]=[C:19]([NH:21][C:22]2[C:31]([CH3:32])=[CH:30][C:29]([CH3:33])=[CH:28][C:23]=2[C:24]([NH:26][CH3:27])=[O:25])[C:18]([Cl:34])=[CH:17][N:16]=1>>[Cl:34][C:18]1[C:19]([NH:21][C:22]2[C:31]([CH3:32])=[CH:30][C:29]([CH3:33])=[CH:28][C:23]=2[C:24]([NH:26][CH3:27])=[O:25])=[N:20][C:15]([NH:1][C:2]2[CH:13]=[CH:12][C:5]3[CH2:6][C:7](=[O:11])[NH:8][CH2:9][CH2:10][C:4]=3[CH:3]=2)=[N:16][CH:17]=1

Participants

3

Reactant 2

HCID 672638457-Amino-1,3,4,5-tetrahydro-2H-3-benzazepin-2-oneHCID 86634073HCID 86634073, compound

Product 1

HCID 67263689HCID 67263689, compound

Procedure

Following a procedure analogous to Example 1742a, 7-amino-1,3,4,5-tetrahydro-benzo[d]azepin-2-one and 2-(2,5-dichloro-pyrimidin-4-ylamino)-3,5,N-trimethyl-benzamide were converted to 2-[5-chloro-2-(2-oxo-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamino)-pyrimidin-4-ylamino]-3,5,N-trimethyl-benzamide. TFA salt: 1H NMR (300 MHz, 5% CD3OD in CDCl3) δ 8.00 (s, 1H), 7.43 (s, 1H), 7.31 (s, 1H), 7.25 (s, 1H), 6.94 (s, 2H), 3.58 (bs, 2H), 3.12 (s, 2H), 3.06 (t, 2H), 2.90 (s, 3H), 2.44 (s, 3H), 2.21 (s, 3H); MS (m/e) 465 (M+1).

Sources & evidence

ORD record
ord-b06eded2d90e4cef89c2a695bed5ad0b
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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