3-(Chloromethyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole → 1-({5-[4-(Methyloxy)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2101901Notes

Reaction equation

HRID 2101901 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[C:11]([C:12]#[N:13])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2.Cl[CH2:17][C:18]1[N:22]=[C:21]([C:23]2[CH:28]=[CH:27][C:26]([O:29][CH3:30])=[CH:25][CH:24]=2)[O:20][N:19]=1>>[CH3:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([C:21]2[O:20][N:19]=[C:18]([CH2:17][N:7]3[C:8]4[C:4](=[C:3]([C:2]([F:14])([F:1])[F:15])[C:11]([C:12]#[N:13])=[CH:10][CH:9]=4)[CH:5]=[CH:6]3)[N:22]=2)=[CH:28][CH:27]=1

Participants

3

Reactant 2

HCID 27971313-(Chloromethyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazoleHCID 674054494-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 249844561-({5-[4-(Methyloxy)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 23 using 4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-[4-(methyloxy)phenyl]-1,2,4-oxadiazole: MS (ES) m/z 399 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-21c355fcea2a4bc090de4e450d4188df
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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