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trans-2-(4-Fluorophenyl)vinylboronic acid → 2-({4-[(E)-2-(4-fluorophenyl)vinyl]-3-methylphenyl}sulfonyl)benzamide

HRID 1351697
Notes
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Reaction equation

HRID 1351697 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=2[C:13]([NH2:15])=[O:14])(=[O:10])=[O:9])=[CH:4][C:3]=1[CH3:20].[F:21][C:22]1[CH:27]=[CH:26][C:25](/[CH:28]=[CH:29]/B(O)O)=[CH:24][CH:23]=1>>[F:21][C:22]1[CH:27]=[CH:26][C:25](/[CH:28]=[CH:29]/[C:2]2[CH:7]=[CH:6][C:5]([S:8]([C:11]3[CH:19]=[CH:18][CH:17]=[CH:16][C:12]=3[C:13]([NH2:15])=[O:14])(=[O:10])=[O:9])=[CH:4][C:3]=2[CH3:20])=[CH:24][CH:23]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 5706776trans-2-(4-Fluorophenyl)vinylboronic acidHCID 210994192-[(4-Bromo-3-methylphenyl)sulfonyl]benzamide

Product 1

HCID 210994382-({4-[(E)-2-(4-fluorophenyl)vinyl]-3-methylphenyl}sulfonyl)benzamide

Procedure

The title compound was prepared from 2-[(4-bromo-3-methylphenyl)sulfonyl]benzamide (Step 1) and [(E)-2-(4-fluorophenyl)vinyl]boronic acid according to the method of Example 1 Step 4. m/z (ES+) 379 [(M−NH2)+].

Sources & evidence

ORD record
ord-8b6204b860a0473c99c116045301e787
Source dataset
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07217740B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes