Hydrochloric Acid → HCID 178477682, compound

HRID 1728486Notes

Reaction equation

HRID 1728486 reaction equation
[CH2:1]([S:3]([C@@H:6]1[N:9]([C:10](=[O:12])[CH3:11])[C:8](=[O:13])[C@H:7]1[CH2:14][CH2:15][CH2:16][N:17](C(OCC1C=CC=CC=1)=O)[C:18]([NH:20]C(OCC1C=CC=CC=1)=O)=[NH:19])(=[O:5])=[O:4])[CH3:2].[ClH:41]>[Pd].CO.C(OCC)(=O)C>[ClH:41].[CH2:1]([S:3]([C@@H:6]1[N:9]([C:10](=[O:12])[CH3:11])[C:8](=[O:13])[C@H:7]1[CH2:14][CH2:15][CH2:16][NH:17][C:18]([NH2:20])=[NH:19])(=[O:4])=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 154041584HCID 154041584, compound

Product 1

HCID 178477682HCID 178477682, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A methanol/ethyl acetate (2.5 mL/2.5 mL) solution of compound 22 (380 mg, 0.66 mmol) and 1N HCl (0.66 mL), containing 10% palladium on carbon, was stirred under a hydrogen atmosphere until TLC indicated the disappearance of the starting material. The suspension was filtered through a pad of Celite, and the solution was concentrated to afford 140 mg (62%) of the product as a yellow foam.

Workup

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

Sources & evidence

ORD record
ord-f37c8f0c2af4473a9359dd8fbdc48807
Source dataset
uspto-grants-1994_07
Patent number
US05326863

Reaction notes

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