HCID 66856916, compound → HCID 66856910, compound

HRID 1970445Notes

Reaction equation

HRID 1970445 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:56])[C@@H:13]([NH:22][C:23]([C:25]2[CH:29]=[C:28]([O:30][CH2:31][C:32]([N:34]3[CH2:38][CH2:37][CH2:36][C@H:35]3[C:39]([O:41]CC3C=CC=CC=3)=[O:40])=[O:33])[N:27]([C:49]3[CH:54]=[CH:53][CH:52]=[C:51]([F:55])[CH:50]=3)[N:26]=2)=[O:24])[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:8][CH2:7]1)=[O:5])[CH3:2]>C(OCC)(=O)C>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12](=[O:56])[C@@H:13]([NH:22][C:23]([C:25]2[CH:29]=[C:28]([O:30][CH2:31][C:32]([N:34]3[CH2:38][CH2:37][CH2:36][C@H:35]3[C:39]([OH:41])=[O:40])=[O:33])[N:27]([C:49]3[CH:54]=[CH:53][CH:52]=[C:51]([F:55])[CH:50]=3)[N:26]=2)=[O:24])[CH2:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

3

Reactant 1

HCID 66856916HCID 66856916, compound

Product 1

HCID 66856910HCID 66856910, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2.50 g 4-((S)-2-{[5-[2-((S)-2-Benzyloxycarbonyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-(3-fluoro-phenyl)-1H-pyrazole-3-carbonyl]-amino}-3-tert-butoxycarbonyl-propionyl)-piperazine-1-carboxylic acid ethyl ester in 25 ml ethyl acetate were added under argon 0.5 g Pd/C (10%) and the suspension was stirred under an atmosphere of hydrogen (3 bar) for 24 h. The suspension was filtered over a plug of Celite® and washed with ethyl acetate. The crude product obtained after evaporation of the solvent was used in the subsequent reaction. Yield: 2.06 g colorless foam.

Workup

  1. filtrationThe suspension was filtered over a plug of Celite®
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-a6e0bfc7dcb6406da9af124e892a96d9
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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