HCID 18930600, compound → HCID 18930580, compound

HRID 1598917Notes

Reaction equation

HRID 1598917 reaction equation
[C:1]([O:5][C:6](=[O:47])[CH2:7][N:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]([CH:31]1[CH2:36][CH2:35][N:34](C(OCC2C=CC=CC=2)=O)[CH2:33][CH2:32]1)=[O:30])[C:9](=[O:22])[CH2:10][NH:11][C:12]([NH:14][C:15]1[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=1)=[O:13])([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6](=[O:47])[CH2:7][N:8]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]([CH:31]1[CH2:32][CH2:33][NH:34][CH2:35][CH2:36]1)=[O:30])[C:9](=[O:22])[CH2:10][NH:11][C:12]([NH:14][C:15]1[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=1)=[O:13])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 18930600HCID 18930600, compound

Product 1

HCID 18930580HCID 18930580, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

tert-Butyl((2-(N-(benzyloxycarbonyl)piperidine-4-carbonyl)phenyl)-(2-(3-tolylureido)acetyl)amino)acetate and the compound 26 g (9.7 mg, 0.015 mmol) are dissolved in ethano. To the solution is added palladium hydrooxidecarbon powder (2 mg) and stirred under a hydrogen atmosphere (1 atm) at room temperature for 24 hours. The reaction solution is filtered and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography to obtain the objective compound 60 (6.0 mg). Yield 79%.

Workup

  1. filtrationThe reaction solution is filtered
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-b1f3416f7d954495937de79c11ee0baf
Source dataset
uspto-grants-1998_04
Patent number
US05739162

Reaction notes

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