HCID 58566937, compound → HCID 16770078, compound

HRID 1676853Notes

Reaction equation

HRID 1676853 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:21])[CH2:12][O:13]CC2C=CC=CC=2)=[CH:6][CH:5]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11](=[O:21])[CH2:12][OH:13])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 58566937HCID 58566937, compound

Product 1

HCID 16770078HCID 16770078, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-(2-benzyloxy-acetylamino)-benzoic acid methyl ester 12 (10 grams, 33.44 mmol) is dissolved in methanol (100 mL) in a pressure vessel. Pd/C (10%, 3 grams) is added, and the mixture is stirred under an atmosphere of hydrogen (4 Kg) for 5 hours. The catalyst is removed by filtration and the methanol distilled off. The crude 13 can be purified in a suitable solvent.

Workup

  1. customThe catalyst is removed by filtration
  2. distillationthe methanol distilled off
  3. customThe crude 13 can be purified in a suitable solvent

Sources & evidence

ORD record
ord-791d776cf2ae4cf9aa20c12ead9b451e
Source dataset
uspto-grants-2011_08
Patent number
US08007526B2

Reaction notes

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