(3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanone → (4-Amino-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone

HRID 1503852Notes

Reaction equation

HRID 1503852 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:12]([N:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)=[O:13])[CH:6]=[CH:7][C:8]=1[N+:9]([O-])=O>CO.[Pd]>[NH2:9][C:8]1[CH:7]=[CH:6][C:5]([C:12]([N:14]2[CH2:15][CH2:16][N:17]([CH3:20])[CH2:18][CH2:19]2)=[O:13])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 66711301(3-Methoxy-4-nitrophenyl)(4-methylpiperazin-1-yl)methanone

Product 1

HCID 57416164(4-Amino-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of Example 37A (9 g, 32 mmol) in methanol (100 mL) was added 10% palladium on carbon (1 g) and the mixture was stirred at ambient temperature under hydrogen for 8 hours. The mixture was filtered and the filtrate was concentrated to provide the title compound. MS: 250.2 (M+H+).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1a44646f82cd4b0188ebb15f61798b7c
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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