4-(1-Methylcyclopropan-1-yl)piperazine-1-carboxylic acid benzyl ester → 1-(1-Methylcyclopropyl)piperazine

HRID 1091308Notes

Reaction equation

HRID 1091308 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]2([CH3:20])[CH2:19][CH2:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:20][C:17]1([N:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[CH2:19][CH2:18]1

Participants

4

Reactant 1

HCID 665917424-(1-Methylcyclopropan-1-yl)piperazine-1-carboxylic acid benzyl ester

Product 1

HCID 187708711-(1-Methylcyclopropyl)piperazineYield 74%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

4-(1-Methylcyclopropan-1-yl)piperazine-1-carboxylic acid benzyl ester (509 mg, 1.86 mmol) was dissolved in ethanol (20 mL), and 10% palladium hydroxide/carbon (100 mg) was added thereto. The mixture was stirred for 20 hours at room temperature under a hydrogen stream at normal pressure. The catalyst was separated by filtration, and then the reaction liquor was concentrated under reduced pressure, and dried to obtain the title compound (193 mg, 74%) as an oily matter. This compound was used in the subsequent reaction without performing further purification.

Workup

  1. customThe catalyst was separated by filtration
  2. concentrationthe reaction liquor was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-50359acb29fb431eb59d7d44106ccd09
Source dataset
uspto-grants-2012_03
Patent number
US08129366B2

Reaction notes

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