(3,5-Difluorophenyl)boronic acid → 1-{[5-(3,5-Difluorophenyl)-2-thienyl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2102139Notes

Reaction equation

HRID 2102139 reaction equation
Br[C:2]1[S:6][C:5]([CH2:7][N:8]2[C:16]3[C:11](=[C:12]([C:19]([F:22])([F:21])[F:20])[C:13]([C:17]#[N:18])=[CH:14][CH:15]=3)[CH:10]=[C:9]2[CH3:23])=[CH:4][CH:3]=1.[F:24][C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[C:29]([F:31])[CH:30]=1>>[F:24][C:25]1[CH:26]=[C:27]([C:2]2[S:6][C:5]([CH2:7][N:8]3[C:16]4[C:11](=[C:12]([C:19]([F:21])([F:20])[F:22])[C:13]([C:17]#[N:18])=[CH:14][CH:15]=4)[CH:10]=[C:9]3[CH3:23])=[CH:4][CH:3]=2)[CH:28]=[C:29]([F:31])[CH:30]=1

Participants

3

Reactant 2

HCID 2734338(3,5-Difluorophenyl)boronic acidHCID 67404974HCID 67404974, compound

Product 1

HCID 674037141-{[5-(3,5-Difluorophenyl)-2-thienyl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 310D using 1-[(5-bromo-2-thienyl)methyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 314B) and [3,5-difluorophenyl]boronic acid: MS (ES) m/z 431 (M−1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-c4049f36d9ea4e13b1492fdfa99360c8
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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