Ethanol → HCID 22941569, compound

HRID 343648Notes

Reaction equation

HRID 343648 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10]([C:14]([NH:16][C@@H:17]([CH2:22][CH2:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:18]([O:20][CH3:21])=[O:19])=[O:15])=[CH:9][CH:8]=[CH:7]2)([O-])=O.C(O)C.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:10]([C:14]([NH:16][C@@H:17]([CH2:22][CH2:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:18]([O:20][CH3:21])=[O:19])=[O:15])=[CH:9][CH:8]=[CH:7]2

Participants

6

Reactant 3

HCID 702EthanolHCID 22941570HCID 22941570, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22941569HCID 22941569, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

0.04 g of 10% palladium-on-charcoal is added to a solution of 0.42 g of methyl ester of methyl 2(S)-(6-nitro-1-naphthoylamino)-4-(methylsulphonyl)butanoate dissolved in 30 cm3 of ethyl acetate and 20 cm3 of ethanol and the solution is subjected to a hydrogen pressure of 1.5 atmosphere for 3 hours at a temperature in the region of 20° C. The reaction mixture is filtered on sintered glass covered with Celite and concentrated to dryness under reduced pressure. 0.6 g of methyl 2(S)-(6-amino-1-naphthoylamino)-4-(methylsulphonyl)-butanoate is obtained, the characteristics of which are the following:

Workup

  1. filtrationThe reaction mixture is filtered on sintered glass
  2. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-59a4df03c7c341d898328f263362f299
Source dataset
uspto-grants-1999_01
Patent number
US05861529

Reaction notes

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