HCID 66854884, compound → HCID 66854863, compound

HRID 1970625Notes

Reaction equation

HRID 1970625 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:49])[CH2:18][NH:19][C:20]([C:22]2[CH:26]=[C:25]([O:27][CH2:28][C:29]([N:31]3[CH2:35][CH2:34][CH2:33][C@H:32]3[C:36](=[O:42])[NH:37][CH:38]3[CH2:41][CH2:40][CH2:39]3)=[O:30])[N:24]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[N:23]=2)=[O:21])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[O:49]=[C:17]([N:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]1)[CH2:18][NH:19][C:20]([C:22]1[CH:26]=[C:25]([O:27][CH2:28][C:29]([N:31]2[CH2:35][CH2:34][CH2:33][C@H:32]2[C:36](=[O:42])[NH:37][CH:38]2[CH2:39][CH2:40][CH2:41]2)=[O:30])[N:24]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[N:23]=1)=[O:21]

Participants

4

Reactant 1

HCID 66854884HCID 66854884, compound

Product 1

HCID 66854863HCID 66854863, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 2.5 g 4-[2-({5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}-amino)-acetyl]-piperazine-1-carboxylic acid benzyl ester and 0.5 g Pd/C (10%) in 100 ml ethanol was stirred under an atmosphere of hydrogen (3 bar) for 12 h. The mixture was filtrated over a plug of Celite, washed with ethanol and the combined wash solutions concentrated to give the title compound as colourless oil. Yield: 2.3 g.

Workup

  1. filtrationThe mixture was filtrated over a plug of Celite
  2. washwashed with ethanol
  3. concentrationthe combined wash solutions concentrated

Sources & evidence

ORD record
ord-327e79a62acf45d98e0be86f94f1693e
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

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