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

HRID 913751Notes

Reaction equation

HRID 913751 reaction equation
Br[C:2]1[O: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[CH:23]2[CH2:25][CH2:24]2)=[CH:4][CH:3]=1.[F:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[C:31]([F:33])[CH:32]=1>>[CH:23]1([C:9]2[N:8]([CH2:7][C:5]3[O:6][C:2]([C:29]4[CH:28]=[C:27]([F:26])[CH:32]=[C:31]([F:33])[CH:30]=4)=[CH:3][CH:4]=3)[C:16]3[C:11]([CH:10]=2)=[C:12]([C:19]([F:22])([F:21])[F:20])[C:13]([C:17]#[N:18])=[CH:14][CH:15]=3)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 2734338(3,5-Difluorophenyl)boronic acidHCID 674049931-[(5-Bromo-2-furanyl)methyl]-2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674050412-Cyclopropyl-1-{[5-(3,5-difluorophenyl)-2-furanyl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesizes as described in Example 310D using (1-[(5-bromo-2-furanyl)methyl]-2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 310C) and (3,5-difluorophenyl)boronic acid: MS (ES) m/z 443 (M+1).

Workup

  1. customSynthesizes

Sources & evidence

ORD record
ord-38f59caf1ca14188ad9746f3a645698f
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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