Ammonium formate → 2-Methyl-1-(4-piperidinyl)-1H-benzimidazole

HRID 1068159Notes

Reaction equation

HRID 1068159 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=[C:15]2[CH3:23])[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO>[NH:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16]=[C:15]2[CH3:23])[CH2:12][CH2:13]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 211930361-(1-Benzyl-piperidin-4-yl)-2-methyl-1-H-benzoimidazole

Product 1

HCID 129618492-Methyl-1-(4-piperidinyl)-1H-benzimidazoleYield 82.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared from 120 mg of 1-(1-benzyl-piperidin-4-yl)-1-H-benzoimidazole (from Step A), 100 mg of 10% palladium on carbon and 100 mg of ammonium formate in 5 mL of MeOH using a procedure analogous to that described in Example 95, Step C to provide 70 mg of the title compound as a solid.

Sources & evidence

ORD record
ord-dbb3309f6fc242769d150afed727b9b1
Source dataset
uspto-grants-2001_06
Patent number
US06248755B1

Reaction notes

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