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

HRID 1816919Notes

Reaction equation

HRID 1816919 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[CH:18]=[C:19]([C:22]#[N:23])[O:20][CH:21]=1>>[CH3:13][C:7]1([CH3:14])[C:6]2[CH:15]=[C:2]([C:17]3[CH:18]=[C:19]([C:22]#[N:23])[O:20][CH:21]=3)[CH:3]=[CH:4][C:5]=2[NH:11][C:10](=[O:12])[CH2:9][O:8]1

Participants

3

Reactant 2

HCID 219862204-Bromofuran-2-carbonitrileHCID 68865814HCID 68865814, compound

Product 1

HCID 249563724-(5,5-Dimethyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl)-2-furonitrile

Procedure

Prepared from 7-bromo-5,5-dimethyl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 4-bromofuran-2-carbonitrile generally according to the coupling procedure described in examples 82 and 1. 1H-NMR (DMSO-d6) δ 9.96 (s, 1H), 8.61 (s, 1H), 8.19 (s, 1H), 7.56 (d, J=1.9 Hz, 1H), 7.50 (dd, J=8.3, 2.0 Hz, 1H), 7.14 (d, J=8.4 Hz, 1H), 4.24 (s, 2H), 1.59 (s, 6H); MS (ES) m/z 283 (M+H)+.

Sources & evidence

ORD record
ord-0fb07f9233614743a1eb0e1c32544600
Source dataset
uspto-grants-2009_10
Patent number
US07598237B2

Reaction notes

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