3-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine → 1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913533Notes

Reaction equation

HRID 913533 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]([F:15])([F:14])[F:13])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=2)[CH3:2].[Br:18][C:19]1[CH:20]=[N:21][CH:22]=[C:23]([C:25]2[O:26][C:27]([CH2:30]Cl)=[N:28][N:29]=2)[CH:24]=1>>[Br:18][C:19]1[CH:24]=[C:23]([C:25]2[O:26][C:27]([CH2:30][N:4]3[C:5]4[C:10](=[C:9]([C:12]([F:15])([F:13])[F:14])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=4)[CH:11]=[C:3]3[CH2:1][CH3:2])=[N:28][N:29]=2)[CH:22]=[N:21][CH:20]=1

Participants

3

Reactant 2

HCID 289793653-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridineHCID 674038192-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674049911-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 145B from 2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine: MS (ESI): m/z 476 (M−1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-57f3536fda7948d4b347dbb4c5d63f75
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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