HCID 70507958, compound → HCID 70509350, compound

HRID 1388842Notes

Reaction equation

HRID 1388842 reaction equation
[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([O:24]CC2C=CC=CC=2)=[O:23])=[O:14])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[H][H]>C(O)(C)(C)C.O>[ClH:1].[C:2]([N:5]1[CH2:6][CH2:7][CH:8]([CH2:11][CH2:12][C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([OH:24])=[O:23])=[O:14])[CH2:9][CH2:10]1)(=[NH:3])[NH2:4]

Participants

5

Reactant 2

HCID 70507958HCID 70507958, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70509350HCID 70509350, compoundYield 79.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

5.5 g of o-benzyloxycarbonylphenyl 1-amidino-4-piperidinepropionate hydrochloride was dissolved in a solution of 60 ml of t-butyl alcohol and 60 ml of water. 225 mg of 10% paradium-carbon was added to the solution, and the mixture was stirred at room temperature for 1 hour in the presence of hydrogen (starting pressure: 2.4 kg/cm2). The catalyst was removed by filtration, and the solvent was removed. The residue was washed with t-butyl alcohol to obtain 3.5 g (yield: 79.7%) of o-hydroxycarbonylphenyl 1-amidino-4-piperidinepropionate hydrochloride as colorless needles having a melting point of 192° to 194° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed
  3. washThe residue was washed with t-butyl alcohol

Sources & evidence

ORD record
ord-390b4a64270d4e0882b0358a435f91ec
Source dataset
uspto-grants-1984_02
Patent number
US04433152

Reaction notes

Loading…