Hydrochloric Acid → HCID 178475412, compound

HRID 1728499Notes

Reaction equation

HRID 1728499 reaction equation
[C:1]([O:4][CH:5]1[N:8]([C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[O:10])[C:7](=[O:15])[CH:6]1[CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH:32]C(OCC1C=CC=CC=1)=O)=[N:21]C(OCC1C=CC=CC=1)=O)(=[O:3])[CH3:2].[ClH:43]>[Pd].CO.C(OCC)(=O)C>[ClH:43].[C:1]([O:4][CH:5]1[N:8]([C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[O:10])[C:7](=[O:15])[CH:6]1[CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH2:32])=[NH:21])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178475410HCID 178475410, compound

Product 1

HCID 178475412HCID 178475412, compoundYield 64%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A methanol/ethyl acetate solution of compound 41 (300 mg, 0.5 mmol) and 1N HCl (0.52 mL), containing 10% palladium on carbon, was stirred under a hydrogen atmosphere for 30 min. The suspension was filtered through a pad of Celite, and the filtrate was concentrated to afford 0.1 g (64%) of the title product as a mixture of trans and cis (3:2) isomers.

Workup

  1. filtrationThe suspension was filtered through a pad of Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1cfad41691a94014bd21396ff7ac914e
Source dataset
uspto-grants-1994_07
Patent number
US05326863

Reaction notes

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