3,5-Bis-trifluoromethylphenylboronic acid → 1-{[3',5'-bis(Trifluoromethyl)-3-biphenylyl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913712Notes

Reaction equation

HRID 913712 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH2:8][N:9]2[C:17]3[C:12](=[C:13]([C:20]([F:23])([F:22])[F:21])[C:14]([C:18]#[N:19])=[CH:15][CH:16]=3)[CH:11]=[C:10]2[CH3:24])[CH:5]=[CH:6][CH:7]=1.[F:25][C:26]([F:41])([F:40])[C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[C:31]([C:33]([F:36])([F:35])[F:34])[CH:32]=1>>[F:25][C:26]([F:40])([F:41])[C:27]1[CH:28]=[C:29]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]3[C:17]4[C:12](=[C:13]([C:20]([F:21])([F:23])[F:22])[C:14]([C:18]#[N:19])=[CH:15][CH:16]=4)[CH:11]=[C:10]3[CH3:24])[CH:3]=2)[CH:30]=[C:31]([C:33]([F:34])([F:35])[F:36])[CH:32]=1

Participants

3

Reactant 2

HCID 1562653,5-Bis-trifluoromethylphenylboronic acidHCID 674050351-[(3-Bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 866207041-{[3',5'-bis(Trifluoromethyl)-3-biphenylyl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 310D using 1-[(3-bromophenyl)methyl]-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 318A) and [3,5-bis(trifluoromethyl)phenyl]boronic acid: MS (ES) m/z 527 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-07284c2369c844638e1d5a79c921c88e
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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