HCID 68827261, compound → HCID 68828779, compound

HRID 226003Notes

Reaction equation

HRID 226003 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][CH:18]=[CH2:19])[CH:13]([NH:20][C:21]2[C:26]([CH3:27])=[C:25]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH3:37])=[CH:31][CH:30]=3)[N:24]3[N:38]=[CH:39][CH:40]=[C:23]3[N:22]=2)[CH2:12]1)=O)C1C=CC=CC=1>CCO.[Pd]>[CH2:36]([O:35][C:32]1[CH:31]=[CH:30][C:29]([NH:28][C:25]2[N:24]3[N:38]=[CH:39][CH:40]=[C:23]3[N:22]=[C:21]([NH:20][CH:13]3[CH:14]([CH2:17][CH2:18][CH3:19])[CH2:15][CH2:16][NH:11][CH2:12]3)[C:26]=2[CH3:27])=[CH:34][CH:33]=1)[CH3:37]

Participants

4

Reactant 1

HCID 68827261HCID 68827261, compound

Product 1

HCID 68828779HCID 68828779, compoundYield 59.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-Allyl-3-[7-(4-ethoxy-phenylamino)-6-methyl-pyrazolo[1,5-a]pyrimidin-5-ylamino]-piperidine-1-carboxylic acid benzyl ester (3.1 mg) in EtOH (1.5 mL) was hydrogenated in the presence of 10% palladium on carbon (7.5 mg) for 45 min. The mixture was filtered through a pad of Celite and evapotrated. The residue was purified on preparative TLC to give the title compound (1.4 mg).

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. customThe residue was purified on preparative TLC

Sources & evidence

ORD record
ord-9eb1cdd6563e4dbd8460debcbd5fb103
Source dataset
uspto-grants-2009_07
Patent number
US07557110B2

Reaction notes

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