Hydrochloric Acid → HCID 178501355, compound

HRID 1728476Notes

Reaction equation

HRID 1728476 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[N:8]([S:9]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)(=[O:11])=[O:10])[C:7](=[O:19])[C@H:6]1[CH2:20][CH2:21][CH2:22][NH:23][C:24]([NH:36]C(OCC1C=CC=CC=1)=O)=[N:25]C(OCC1C=CC=CC=1)=O)=[O:4].[ClH:47].[H][H]>[Pd].C(OCC)(=O)C.CO>[ClH:47].[CH3:1][O:2][C:3]([C@@H:5]1[N:8]([S:9]([C:12]2[CH:13]=[CH:14][C:15]([CH3:18])=[CH:16][CH:17]=2)(=[O:11])=[O:10])[C:7](=[O:19])[C@H:6]1[CH2:20][CH2:21][CH2:22][NH:23][C:24]([NH2:36])=[NH:25])=[O:4]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 178418361HCID 178418361, compoundHCID 178501352HCID 178501352, compound

Product 1

HCID 178501355HCID 178501355, compoundYield 24%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

An ethyl acetate/methanol (2.5 mL/2.5 mL) solution of compound 8 (197 mg, 0.3 mmol) and 1N HCl (0.6 mL), containing palladium on carbon catalyst, was stirred under one atmosphere of hydrogen until TLC indicated the disappearance of the starting 8. The suspension was filtered through a pad of Celite, and the filtrate was concentrated to afford 30 mg (24%) of the title product as a foam.

Workup

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

Sources & evidence

ORD record
ord-ae6b6407b4504843a86ad23de1294df8
Source dataset
uspto-grants-1994_07
Patent number
US05326863

Reaction notes

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