HCID 86740078, compound → HCID 86740079, compound

HRID 1589500Notes

Reaction equation

HRID 1589500 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[C:6]([O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=[NH:25])[NH2:24])=[CH:19][C:18]=1[O:26][CH3:27])(=[O:15])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[H][H]>[C].[Pd].CO>[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[C:9]1([CH2:8][CH2:7][C:6]([O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23](=[NH:24])[NH2:25])=[CH:19][C:18]=2[O:26][CH3:27])=[O:15])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 86740078HCID 86740078, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86740079HCID 86740079, compoundYield 74.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To 100 ml of methanol, were added 2.0 g of 4-amidino-2-methoxyphenyl cinnamate methanesulfonate and 0.5 g of a 10% palladium-carbon. Hydrogen was fed to the mixture which was stirred vigorously to facilitate absorption. The reaction mixture was freed from the insolubles by filtration and from the solvent by distillation. The residue was recrystallized from ethanol to obtain 1.5 g of the same 4-amidino-2-methoxyphenyl 3-phenylpropionate methanesulfonate.

Workup

  1. customabsorption
  2. filtrationThe reaction mixture was freed from the insolubles by filtration and from the solvent by distillation
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-cadf4aabff8745be81f619e9e1515fd7
Source dataset
uspto-grants-1986_02
Patent number
US04570006

Reaction notes

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