2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile → 1-({2-[3,5-bis(Trifluoromethyl)phenyl]-1,3-oxazol-4-yl}methyl)-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2102182Notes

Reaction equation

HRID 2102182 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.[F:17][C:18]([F:37])([F:36])[C:19]1[CH:20]=[C:21]([C:29]2[O:30][CH:31]=[C:32]([CH2:34]Cl)[N:33]=2)[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1>>[F:37][C:18]([F:17])([F:36])[C:19]1[CH:20]=[C:21]([C:29]2[O:30][CH:31]=[C:32]([CH2:34][N:3]3[C:4]4[C:9](=[C:8]([C:11]([F:12])([F:14])[F:13])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=4)[CH:10]=[C:2]3[CH3:1])[N:33]=2)[CH:22]=[C:23]([C:25]([F:26])([F:27])[F:28])[CH:24]=1

Participants

3

Reactant 2

HCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrileHCID 578004682-[3,5-Bis(trifluoromethyl)phenyl]-4-(chloromethyl)-1,3-oxazole

Product 1

HCID 866207131-({2-[3,5-bis(Trifluoromethyl)phenyl]-1,3-oxazol-4-yl}methyl)-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 120) and 2-[3,5-bis(trifluoromethyl)phenyl]-4-(chloromethyl)-1,3-oxazole: MS (ES) m/z 518 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-4293e957d5024d7c8f768487bfa8712f
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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