Hydrochloric Acid → HCID 178473981, compound

HRID 1728489Notes

Reaction equation

HRID 1728489 reaction equation
[C:1]([C@@H:4]1[N:7]([C:8](=[O:10])[CH3:9])[C:6](=[O:11])[C@H:5]1[CH2:12][CH2:13][CH2:14][NH:15][C:16]([NH:28]C(OCC1C=CC=CC=1)=O)=[N:17]C(OCC1C=CC=CC=1)=O)([OH:3])=[O:2].[ClH:39]>[Pd].CO.C(OCC)(=O)C>[ClH:39].[C:1]([C@@H:4]1[N:7]([C:8](=[O:10])[CH3:9])[C:6](=[O:11])[C@H:5]1[CH2:12][CH2:13][CH2:14][NH:15][C:16]([NH2:28])=[NH:17])([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178473979HCID 178473979, compound

Product 1

HCID 178473981HCID 178473981, compoundYield 33%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A methanol/ethyl acetate (3 mL/0.5 mL) solution of compound 29 (200 mg, 0.38 mmol) and 1N HCl (0.5 mL), containing 10% palladium on carbon, was stirred under a hydrogen atmosphere until TLC indicated the disappearance of the starting material (15 min). The suspension was filtered through a pad of Celite, and the filtrate was concentrated to afford 37 mg (33%) of the title compound.

Workup

  1. customthe disappearance of the starting material (15 min)
  2. filtrationThe suspension was filtered through a pad of Celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b5c5b13246394cdbbb255fb6ff7d8f3f
Source dataset
uspto-grants-1994_07
Patent number
US05326863

Reaction notes

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