3-chloro-N-(1-methyl-4-piperidyl)-4-nitro-benzamide → 4-amino-3-chloro-N-(1-methyl-4-piperidyl)benzamide

HRID 2234387Notes

Reaction equation

HRID 2234387 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[N+:18]([O-])=O)[C:5]([NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1)=[O:6]>[Pd].CO>[NH2:18][C:17]1[CH:16]=[CH:15][C:4]([C:5]([NH:7][CH:8]2[CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)=[O:6])=[CH:3][C:2]=1[Cl:1]

Participants

4

Reactant 1

HCID 686867193-chloro-N-(1-methyl-4-piperidyl)-4-nitro-benzamide2×

Product 1

HCID 580150334-amino-3-chloro-N-(1-methyl-4-piperidyl)benzamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-chloro-N-(1-methyl-4-piperidyl)-4-nitro-benzamide (Intermediate 80; 270 mg, 1 mmol), 10% Palladium on Carbon (30 mg) and Methanol (50 mL) were combined and stirred at 25 )C under Hydrogen at 5 bar pressure for 16 hours.

Sources & evidence

ORD record
ord-075308b15fe946b2b11499b8f6fe1c67
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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