Hydrochloric Acid → 1-{Methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone Dihydrochloride

HRID 2086238Notes

Reaction equation

HRID 2086238 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([N:17]([CH3:30])[CH:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[CH2:20][CH2:19]2)[C:13](=[O:31])[CH2:12]1)=O)C1C=CC=CC=1.[ClH:32]>C(OCC)(=O)C.CO.[Pd]>[ClH:32].[ClH:32].[CH3:30][N:17]([CH:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)[N:14]1[CH2:15][CH2:16][NH:11][CH2:12][C:13]1=[O:31]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 227271164-Benzyloxycarbonyl-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone

Product 1

HCID 227271761-{Methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone Dihydrochloride

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-benzyloxycarbonyl-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone (2.22 g) and a 4N solution of hydrochloric acid in ethyl acetate (2.6 ml) in methanol (50 ml) was combined with 10% Pd/C (50% hydrated, 0.44 g) and stirred at room temperature for 5 hours under a hydrogen atmosphere. The catalyst was filtered off and the reaction mixture was concentrated to obtain the title compound. (2.13 g) as a yellow amorphous material.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-9d311a08411a4aaaaf5fdfc574aad28f
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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