Acetic Acid → HCID 86723933, compound

HRID 1475291Notes

Reaction equation

HRID 1475291 reaction equation
C([O:8][C:9](=[O:27])[CH2:10][N:11]1[CH2:16][C@@H:15]([CH3:17])[N:14](CC2C=CC=CC=2)[CH2:13][C@@H:12]1[CH2:25][CH3:26])C1C=CC=CC=1.C(O)(=O)C>CO.[Pd]>[CH2:25]([C@H:12]1[CH2:13][NH:14][C@H:15]([CH3:17])[CH2:16][N:11]1[CH2:10][C:9]([OH:27])=[O:8])[CH3:26]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 70981418HCID 70981418, compound

Product 1

HCID 86723933HCID 86723933, compoundYield 108%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of ((2S,5R)-4-benzyl-2-ethyl-5-methyl-piperazin-1-yl)-acetic acid benzyl ester (3.4 g, 9.3 mmol) in MeOH (93 mL) containing Pd/C (10%, 985 mg) and acetic acid (1.57 mL) was stirred overnight under H2 (3.5 bar). The mixture was filtered through Celite and the solvent was removed in vacuo to give ((2S,5R)-2-ethyl-5-methyl-piperazin-1-yl)-acetic acid, (1.87 g) as a white solid. The compound was directly used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-b94b3e9fc9bb47e99657c524abbd3ff4
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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