HCID 58976363, compound → 4-(4-Cyclopropylpiperazin-1-yl)aniline

HRID 1011260Notes

Reaction equation

HRID 1011260 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[CH:12][CH:11]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1>CO.[Pd]>[CH:1]1([N:4]2[CH2:5][CH2:6][N:7]([C:10]3[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=3)[CH2:8][CH2:9]2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 58976363HCID 58976363, compound

Product 1

HCID 242791844-(4-Cyclopropylpiperazin-1-yl)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-cyclopropyl-4-(4-nitrophenyl)piperazine (1.1 g, 4.4 mmol), 10% Pd/C (100 mg) in methanol (50 mL) is stirred under a hydrogen atmosphere (balloon) for 4 h. The catalyst is filtered off through a pad of Celite and the methanol solution is evaporated to give a oily product that became a reddish-brown solid on standing (0.9 g, 93%). The compound is used in the next step without further purification. LCMS-ESI (m/z): calcd for C13H19N3, 217.1; [M+H]+ found, 218.4.

Workup

  1. filtrationThe catalyst is filtered off through a pad of Celite
  2. customthe methanol solution is evaporated
  3. customto give a oily product that
  4. customThe compound is used in the next step without further purification

Sources & evidence

ORD record
ord-32a0a47d3b8a4875bd27769b2f7ae3c9
Source dataset
uspto-grants-2011_07
Patent number
US07977352B2

Reaction notes

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