4-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole → 1-{[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}-2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913754Notes

Reaction equation

HRID 913754 reaction equation
[CH:1]1([C:4]2[NH:5][C:6]3[C:11]([CH:12]=2)=[C:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=3)[CH2:3][CH2:2]1.Cl[CH2:20][C:21]1[N:22]=[C:23]([C:26]2[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=2)[S:24][CH:25]=1>>[Cl:32][C:29]1[CH:28]=[CH:27][C:26]([C:23]2[S:24][CH:25]=[C:21]([CH2:20][N:5]3[C:6]4[C:11](=[C:10]([C:13]([F:14])([F:15])[F:16])[C:9]([C:17]#[N:18])=[CH:8][CH:7]=4)[CH:12]=[C:4]3[CH:1]3[CH2:2][CH2:3]3)[N:22]=2)=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 674044722-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674038331-{[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}-2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 4 using 2-cyclopropyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile (Example 165A) and 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-thiazole: MS (ES) m/z 458 (M+1) and 460 (M+1, isotope).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-226c88bf81094b69bf711878bf712051
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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