5-Bromo-4-methylthiophene-2-carbonitrile → 5-(5,5-Dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-4-methylthiophene-2-carbonitrile

HRID 1816922Notes

Reaction equation

HRID 1816922 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][O:8][C:7]([CH3:14])([CH3:13])[C:6]=2[CH:15]=1.Br[C:17]1[S:21][C:20]([C:22]#[N:23])=[CH:19][C:18]=1[CH3:24]>>[CH3:13][C:7]1([CH3:14])[C:6]2[CH:15]=[C:2]([C:17]3[S:21][C:20]([C:22]#[N:23])=[CH:19][C:18]=3[CH3:24])[CH:3]=[CH:4][C:5]=2[NH:11][C:10](=[O:12])[CH2:9][O:8]1

Participants

3

Reactant 2

HCID 219862345-Bromo-4-methylthiophene-2-carbonitrileHCID 688658147-bromo-5,5-dimethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one

Product 1

HCID 249567335-(5,5-Dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-4-methylthiophene-2-carbonitrile

Procedure

Prepared from 7-bromo-5,5-dimethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 5-bromo-4-methyl-thiophene-2-carbonitrile using the coupling procedures in examples 82 and 1. 1H-NMR (DMSO-d6) δ 10.13 (s, 1H), 7.87 (s, 1H), 7.41-7.36 (m, 2H), 7.22 (d, J=8.32 Hz, 1H), 4.29 (s, 2H), 2.29 (s, 3H), 1.58 (s, 6H); MS (FI) m/z 311 ([M−H]−, 20%).

Sources & evidence

ORD record
ord-ec47381f76fc4c3ca5337aaa7f8d824d
Source dataset
uspto-grants-2009_10
Patent number
US07598237B2

Reaction notes

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