1-[3-(Trifluoromethyl)pyridin-2-yl]piperazine → 6-Chloro-5-methyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

HRID 912863Notes

Reaction equation

HRID 912863 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:10]=[C:9]([CH3:11])[C:8]([Cl:12])=[CH:7][C:5]=2[N:6]=1.[F:13][C:14]([F:28])([F:27])[C:15]1[C:16]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[N:17][CH:18]=[CH:19][CH:20]=1>>[Cl:12][C:8]1[C:9]([CH3:11])=[CH:10][C:4]2[N:3]=[C:2]([N:24]3[CH2:25][CH2:26][N:21]([C:16]4[C:15]([C:14]([F:28])([F:13])[F:27])=[CH:20][CH:19]=[CH:18][N:17]=4)[CH2:22][CH2:23]3)[NH:6][C:5]=2[CH:7]=1

Participants

3

Reactant 2

HCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 670339402,6-dichloro-5-methyl-1H-1,3-benzodiazole

Product 1

HCID 1784223186-Chloro-5-methyl-2-[4-(3-trifluoromethyl-pyridin-2-yl)-piperazin-1-yl]-1H-benzoimidazole

Procedure

The benzoimidazole from step (b) above (201 mg, 1.0 mmol) reacted with 1-(3-trifluoromethylpyridin-2-yl)piperazine (231 mg, 1.0 mmol, Oakwood) under the conditions of Example 3c to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 396.1 (M+1).

Sources & evidence

ORD record
ord-e7672d79d6864ff0983588bbd0a6ec50
Source dataset
uspto-grants-2011_09
Patent number
US08026241B2

Reaction notes

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