7-amino-1-methyl-4,5-dihydro-3,1-benzoxazepin-2(1H)-one → HCID 66829803, compound

HRID 1041761Notes

Reaction equation

HRID 1041761 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[O:9][CH2:8][CH2:7][C:6]=2[CH:14]=1.Cl[C:16]1[N:21]=[C:20]([NH:22][C:23]2[CH:34]=[CH:33][CH:32]=[CH:31][C:24]=2[CH2:25][N:26]([CH3:30])[C:27](=[O:29])[CH3:28])[C:19]([Cl:35])=[CH:18][N:17]=1>>[Cl:35][C:19]1[C:20]([NH:22][C:23]2[CH:34]=[CH:33][CH:32]=[CH:31][C:24]=2[CH2:25][N:26]([CH3:30])[C:27](=[O:29])[CH3:28])=[N:21][C:16]([NH:1][C:2]2[CH:3]=[CH:4][C:5]3[N:11]([CH3:12])[C:10](=[O:13])[O:9][CH2:8][CH2:7][C:6]=3[CH:14]=2)=[N:17][CH:18]=1

Participants

3

Reactant 2

HCID 580154687-amino-1-methyl-4,5-dihydro-3,1-benzoxazepin-2(1H)-oneHCID 86634084HCID 86634084, compound

Product 1

HCID 66829803HCID 66829803, compound

Procedure

Following a procedure analogous to Example 1741e, 2-amino-5-methyl-8,9-dihydro-5H-7-oxa-5-aza-benzocyclohepten-6-one and N-[2-(2,5-dichloro-pyrimidin-4-ylamino)-benzyl]-N-methyl-acetamide was converted to N-{2-[5-chloro-2-(5-methyl-6-oxo-5,6,8,9-tetrahydro-7-oxa-5-aza-benzocyclohepten-2-ylamino)-pyrimidin-4-ylamino]-benzyl}-N-methyl-acetamide. TFA salt: 1H NMR (300 MHz, CD3OD) δ 8.10 (s, 1H), 7.5 (m, 4H), 7.28 (d, 1H), 7.1 (m, 2H), 4.56 (s, 2H), 4.34 (t, 2H), 3.3 (s, 3H), 2.89 (s, 3H), 2.71 (t, 2H), 2.05 (s, 3H); MS (m/e) 481 (M+1).

Sources & evidence

ORD record
ord-bf7c80778e474ddb8e157dac8f6af9d1
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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