Hydrochloric Acid → HCID 178475411, compound

HRID 2248008Notes

Reaction equation

HRID 2248008 reaction equation
[C:1]([O:4][CH:5]1[N:8]([C:9](=[O:11])[CH3:10])[C:7](=[O:12])[CH:6]1[CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH:29]C(OCC1C=CC=CC=1)=O)=[N:18]C(OCC1C=CC=CC=1)=O)(=[O:3])[CH3:2].[ClH:40].[H][H]>[Pd].CO.C(OCC)(=O)C>[ClH:40].[C:1]([O:4][CH:5]1[N:8]([C:9](=[O:11])[CH3:10])[C:7](=[O:12])[CH:6]1[CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH2:29])=[NH:18])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 178418361HCID 178418361, compoundHCID 178475408HCID 178475408, compound

Product 1

HCID 178475411HCID 178475411, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A methanol/ethyl acetate (1:1/5 mL:5 mL) solution of compound 40 (420 mg, 0.78 mmol) and 1N HCl (0.76 mL), containing 10% palladium on carbon, was shaken in a Parr hydrogenator at 45 psi hydrogen pressure for 2 h. The suspension was filtered through a pad of Celite, and the filtrate was concentrated to afford 170 mg (71%) of the title product as a mixture of trans and cis (2:1) isomers.

Workup

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

Sources & evidence

ORD record
ord-105380a0d08b4a5b829452340adc2036
Source dataset
uspto-grants-1991_08
Patent number
US05037819

Reaction notes

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