1-(3-Chloropyridin-2-yl)piperazine hydrochloride → 5-Bromo-2-[4-(3-chloro-pyridin-2-yl)-piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

HRID 912869Notes

Reaction equation

HRID 912869 reaction equation
[Br:1][C:2]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][C:5]2[N:6]=[C:7](Cl)[NH:8][C:4]=2[CH:3]=1.Cl.[Cl:17][C:18]1[C:19]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[N:20][CH:21]=[CH:22][CH:23]=1>>[Br:1][C:2]1[C:11]([C:12]([F:15])([F:14])[F:13])=[CH:10][C:5]2[NH:6][C:7]([N:27]3[CH2:28][CH2:29][N:24]([C:19]4[C:18]([Cl:17])=[CH:23][CH:22]=[CH:21][N:20]=4)[CH2:25][CH2:26]3)=[N:8][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 204550741-(3-Chloropyridin-2-yl)piperazine hydrochlorideHCID 178506057HCID 178506057, compound

Product 1

HCID 104793855-Bromo-2-[4-(3-chloro-pyridin-2-yl)-piperazin-1-yl]-6-trifluoromethyl-1H-benzoimidazole

Procedure

The reaction of 5-bromo-2-chloro-6-(trifluoromethyl)benzoimidazole (100 mg, 0.3 mmol, Example 89f) with 1-(3-chloropyridin-2-yl)piperazine hydrochloride (186 mg, 0.61 mmol, Example 3b) under the conditions of Example 3c afforded the title compound as a white solid. MS (ESI, pos. ion) m/z: 461.7, 464.0 (M+1).

Sources & evidence

ORD record
ord-4aa7dac4ad484674828d4f6610861a61
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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