5-Bromo-2-fluorobenzonitrile → HCID 11280383, compound

HRID 2252583Notes

Reaction equation

HRID 2252583 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]([CH3:18])([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[C:6]=2[CH:19]=1.Br[C:21]1[CH:22]=[CH:23][C:24]([F:29])=[C:25]([CH:28]=1)[C:26]#[N:27]>>[F:29][C:24]1[CH:23]=[CH:22][C:21]([C:2]2[CH:3]=[CH:4][C:5]3[NH:11][C:10](=[O:12])[CH2:9][O:8][C:7]([CH3:18])([C:13]4[S:14][CH:15]=[CH:16][CH:17]=4)[C:6]=3[CH:19]=2)=[CH:28][C:25]=1[C:26]#[N:27]

Participants

3

Reactant 2

HCID 27249005-Bromo-2-fluorobenzonitrileHCID 688661097-Bromo-5-methyl-5-thien-2-yl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one

Product 1

HCID 11280383HCID 11280383, compound

Procedure

Prepared from 7-bromo-5-methyl-5-thien-2-yl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 5-bromo-2-fluorobenzonitrile generally according to the coupling procedure described in examples 82 and 1. 1H-NMR (DMSO-d6) δ 10.14 (s, 1H), 8.27 (dd, J=5.6, 2.4 Hz, 1H), 8.06 (m, 1H), 7.68 (dd, J=8.8, 2.4 Hz, 1H), 7.63 (d, J=2.0 Hz, 1H), 7.60 (t, J=9.3 Hz, 1H), 7.55 (dd, J=5.4, 1.5 Hz, 1H), 7.27 (d, J=8.8 Hz, 1H), 6.98 (m, 1H), 6.89 (dd, J=3.9, 1.5 Hz, 1H), 4.16 (d, J=15.6 Hz, 1H), 4.05 (d, J=15.6 Hz, 1H), 2.10 (s, 3H); MS (ES) m/z 379 (M+H)+.

Sources & evidence

ORD record
ord-beb0dd3b8fbe4117a7330927f42ecf2e
Source dataset
uspto-grants-2008_01
Patent number
US07323455B2

Reaction notes

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