Hydrochloric Acid → HCID 178501355, compound

HRID 2247999Notes

Reaction equation

HRID 2247999 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 10% 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-9884cad2487f41598f061cb335579308
Source dataset
uspto-grants-1991_08
Patent number
US05037819

Reaction notes

Loading…