HCID 67263765, compound → HCID 56597931, compound

HRID 1687676Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:20])[NH:4][CH:5]1[CH2:11][C:10]([CH3:13])([CH3:12])[C:9]2[CH:14]=[CH:15][C:16]([NH2:18])=[CH:17][C:8]=2[NH:7][C:6]1=[O:19].Cl[C:22]1[N:27]=[C:26]([NH:28][C:29]2[C:38]([F:39])=[CH:37][CH:36]=[CH:35][C:30]=2[C:31]([NH:33][CH3:34])=[O:32])[C:25]([Cl:40])=[CH:24][N:23]=1>>[CH3:1][O:2][C:3](=[O:20])[NH:4][CH:5]1[CH2:11][C:10]([CH3:13])([CH3:12])[C:9]2[CH:14]=[CH:15][C:16]([NH:18][C:22]3[N:27]=[C:26]([NH:28][C:29]4[C:30]([C:31](=[O:32])[NH:33][CH3:34])=[CH:35][CH:36]=[CH:37][C:38]=4[F:39])[C:25]([Cl:40])=[CH:24][N:23]=3)=[CH:17][C:8]=2[NH:7][C:6]1=[O:19]

Participants

Reactant 2

HCID 67263765HCID 67263765, compound

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

Product 1

HCID 56597931HCID 56597931, compound

Procedure

{8-[5-Chloro-4-(2-fluoro-6-methylcarbamoyl-phenylamino)-pyrimidin-2-ylamino]-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl}-carbamic acid methyl ester was prepared from (8-Amino-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)-carbamic acid methyl ester and 2-(2,5-Dichloro-pyrimidin-4-ylamino)-3-fluoro-N-methyl-benzamide in an analogous manner to Example 1d. Title compound was isolated as a pale yellow solid (30 mg, 19%) LCMS 558 (M+H), HNMR (DMSO) 9.51 (s, 1H), 9.39 (s, 1H), 9.34 (s, 1H), 8.51 (d, 1H), 8.19 (s, 1H), 7.49-7.46 (m, 2H), 7.39-7.25 (m, 3H), 7.15 (s, 1H), 7.09 (m, 1H), 3.93-3.90 (m, 1H), 3.50 (s, 3H), 2.74 (d, J=3.8 Hz, 3H), 2.09-2.06 (m, 1H), 1.95-1.89 (m, 1H), 1.32 (s, 3H), 1.22 (s, 3H).

Sources & evidence

ORD record: ord-1516631543834bf68f4307afd8e23735
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148391B2

Reaction notes

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