2-(Tributylstannyl)-1,3-thiazole → 7-Thiazol-2-yl-5-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

HRID 730745Notes

Reaction equation

HRID 730745 reaction equation
Br[C:2]1[C:10]2[N:9]=[C:8]([N:11]3[CH2:16][CH2:15][N:14]([C:17]4[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:13][CH2:12]3)[NH:7][C:6]=2[CH:5]=[C:4]([C:27]([F:30])([F:29])[F:28])[CH:3]=1.C([Sn](CCCC)(CCCC)[C:36]1[S:37][CH:38]=[CH:39][N:40]=1)CCC>>[S:37]1[CH:38]=[CH:39][N:40]=[C:36]1[C:2]1[C:10]2[NH:9][C:8]([N:11]3[CH2:12][CH2:13][N:14]([C:17]4[C:22]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:20]=[CH:19][N:18]=4)[CH2:15][CH2:16]3)=[N:7][C:6]=2[CH:5]=[C:4]([C:27]([F:29])([F:30])[F:28])[CH:3]=1

Participants

3

Reactant 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 116704454-Bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole

Product 1

HCID 1785060817-Thiazol-2-yl-5-trifluoromethyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

Procedure

The reaction of 4-bromo-6-trifluoromethyl-2-[4-(3-trifluoromethylpyridin-2-yl)piperazin-1-yl]-1H-benzoimidazole (148 mg, 0.3 mmol, Example 7) with 2-tributylstannylthiazole (Matrix Scientific) under the conditions of Example 35 gave the title compound as an amorphous solid. MS (ESI, pos. ion) m/z: 499 (M+1).

Sources & evidence

ORD record
ord-7de0433065cb4bee9d0a4c9fea979cb5
Source dataset
uspto-grants-2009_09
Patent number
US07582761B2

Reaction notes

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