Hydrochloric Acid → HCID 14668320, compound

HRID 2255520Notes

Reaction equation

HRID 2255520 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][C@H:4]1[CH2:8][NH:9][C:10](=[O:35])[C:11]1[C:16]([O:17]CC2C=CC=CC=2)=[CH:15][CH:14]=[C:13]([O:25]CC2C=CC=CC=2)[C:12]=1[O:33][CH3:34])[CH3:2].Cl.[H][H]>CCOCC.C(O)C.[Pd]>[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][C@H:4]1[CH2:8][NH:9][C:10](=[O:35])[C:11]1[C:16]([OH:17])=[CH:15][CH:14]=[C:13]([OH:25])[C:12]=1[O:33][CH3:34])[CH3:2]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 14668318HCID 14668318, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14668320HCID 14668320, compoundYield 113.2%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of (S)-(-)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3,6-dibenzyloxy-2-methoxybenzamide (130 mg, 0.27 mmol), 5% Pd/C (50 mg), 0.5 ml 4 M HCl in ether and 5 ml ethanol was shaken in a hydrogen atmosphere for 1 h. Filtration and evaporation of the solvent gave 90 mg pure title compound as an oily hydrochloride.

Workup

  1. filtrationFiltration and evaporation of the solvent

Sources & evidence

ORD record
ord-bd8ff835b54c445994b2e5954daffa02
Source dataset
uspto-grants-1993_08
Patent number
US05240957

Reaction notes

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