HCID 21699756, compound → Ethanol, reaction products with ammonia, distn. residues

HRID 1597646Notes

Reaction equation

HRID 1597646 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][N:6]([C:10](=[O:24])[CH2:11][CH2:12][CH2:13][C:14]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[N:17]=[CH:16][CH:15]=1)[CH:7]1[CH2:9][CH2:8]1)[CH3:2]>[Pd].CCO>[NH3:6].[CH3:2][CH2:1][OH:3].[CH2:1]([O:3][C:4](=[O:25])[CH2:5][N:6]([C:10](=[O:24])[CH2:11][CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][N:17]=[C:18]2[C:23]=1[CH2:22][CH2:21][CH2:20][NH:19]2)[CH:7]1[CH2:9][CH2:8]1)[CH3:2]

Participants

5

Reactant 1

HCID 21699756HCID 21699756, compound

Product 2

HCID 22020343Ethanol, reaction products with ammonia, distn. residuesHCID 70246074HCID 70246074, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ester 23-4 (600 mg, 1.75 mmol), 10% Pd/C (300 mg) and EtOH (30 ml) was stirred under hydrogen atmosphere (1 atm) at ambient temperature for 20 h. The catalyst was removed by filtration through celite and then the filtrate was concentrated. Flash chromatography (silica, 50%/EtOAc/sat. NH3-EtOH) gave ester 23-5 as a colorless oil.

Workup

  1. customThe catalyst was removed by filtration through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-11ee1e0272504b0bad058d557c81aa8b
Source dataset
uspto-grants-2001_09
Patent number
US06294549B1

Reaction notes

Loading…