HCID 67263865, compound → HCID 57402451, compound

HRID 1687656Notes

Reaction equation

HRID 1687656 reaction equation
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]([CH3:20])([CH3:19])[CH2:7][CH:8]([NH:12][C:13](=[O:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:9](=[O:11])[NH:10][C:4]=2[CH:3]=1.Cl[C:24]1[N:29]=[C:28]([NH:30][C:31]2[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:32]=2[C:33]([NH:35][CH3:36])=[O:34])[C:27]([Cl:42])=[CH:26][N:25]=1>>[Cl:42][C:27]1[C:28]([NH:30][C:31]2[C:40]([F:41])=[CH:39][CH:38]=[CH:37][C:32]=2[C:33]([NH:35][CH3:36])=[O:34])=[N:29][C:24]([NH:1][C:2]2[CH:22]=[CH:21][C:5]3[C:6]([CH3:19])([CH3:20])[CH2:7][CH:8]([NH:12][C:13](=[O:18])[CH2:14][N:15]([CH3:17])[CH3:16])[C:9](=[O:11])[NH:10][C:4]=3[CH:3]=2)=[N:25][CH:26]=1

Participants

3

Reactant 2

HCID 67263865HCID 67263865, compoundHCID 717421912-(2,5-Dichloropyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide

Product 1

HCID 57402451HCID 57402451, compound

Procedure

2-{5-Chloro-2-[3-(2-dimethylamino-acetylamino)-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-8-ylamino]-pyrimidin-4-ylamino}-3-fluoro-N-methyl-benzamide was prepared from N-(8-Amino-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)-2-dimethylamino-acetamide and 2-(2,5-Dichloro-pyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide in an analogous manner to Example 1221d. Title compound was isolated as a white solid. (55 mg, 45%). LCMS 585.30 (M+H), 1H-NMR (DMSO-d6, 400 MHz) δ 9.67 (bs, 2H), 9.42 (s, 1H), 9.35 (s, 1H), 8.86 (d, J=7.8 Hz, 1H), 8.50 (d, J=4.9 Hz, 1H), 8.19 (s, 1H), 7.49-7.46 (m, 2H), 7.36-7.31 (m, 2H), 7.21 (s, 1H), 7.11 (d, J=8.7 Hz, 1H), 3.93 (s, 2H), 2.78 (s, 6H), 2.74 (d, J=4.1 Hz, 6H), 2.22-2.18 (m, 1H), 1.94-1.79 (m, 2H), 1.35 (s, 3H), 1.25 (s, 3H).

Sources & evidence

ORD record
ord-97791dd2dd7d4f568c913b858e893464
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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