4-Bromothiophene-2-carbonitrile → HCID 44585552, compound

HRID 2252596Notes

Reaction equation

HRID 2252596 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]([CH2:18][CH3:19])([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[C:6]=2[CH:20]=1.Br[C:22]1[CH:23]=[C:24]([C:27]#[N:28])[S:25][CH:26]=1>>[CH2:18]([C:7]1([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[C:6]2[CH:20]=[C:2]([C:22]3[CH:23]=[C:24]([C:27]#[N:28])[S:25][CH:26]=3)[CH:3]=[CH:4][C:5]=2[NH:11][C:10](=[O:12])[CH2:9][O:8]1)[CH3:19]

Participants

3

Reactant 2

HCID 142923554-Bromothiophene-2-carbonitrileHCID 68863777HCID 68863777, compound

Product 1

HCID 44585552HCID 44585552, compound

Procedure

Prepared from 7-bromo-5-ethyl-5-thien-2-yl-1,5-dihydro-4,1-benzoxazepin-2(3H)-one and 4-bromo-2-cyanothiophene generally according to the procedures described in examples 82 and 1. A yellowish solid: mp 202-204° C.; 1H NMR (DMSO-d6): δ 10.06 (s, 1H), 8.48 (s, 1H), 8.33 (s, 1H), 7.64-7.7 (m, 2H), 7.55 (d, J=5.0 Hz, 1H), 7.23 (d, J=8.48 Hz, 1H), 6.92-7.03 (m, 2H), 4.06 (d, J=15.52 Hz, 1H), 3.94 (d, J=15.44 Hz, 1H), 3.37 (m, 1H), 2.5 (m, 1H), 0.76 (t, J=6.79 Hz, 1H); MS (ESI) m/z 381 ([M+H]+); MS (ESI) m/z 379 ([M−H]−); Anal. calcd for C20H16N2O2S2: C, 63.14; H, 4.24; N, 7.36. Found: C, 62.53; H, 4.25; N, 7.12.

Sources & evidence

ORD record
ord-a99913e1bbc840c5aff0e3b7dc112fa7
Source dataset
uspto-grants-2008_01
Patent number
US07323455B2

Reaction notes

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