HCID 57562621, compound → HCID 178498562, compound

HRID 1725496Notes

Reaction equation

HRID 1725496 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:20]=[CH:19][N:18]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:28])([CH3:27])[CH3:26])[N:17]=2)[N:12]=[C:11]([C:29]([O:31][CH3:32])=[O:30])[CH:10]=1)C1C=CC=CC=1>CO.O1CCCC1.[OH-].[OH-].[Pd+2]>[OH:8][C:9]1[CH:14]=[C:13]([NH:15][C:16]2[CH:20]=[CH:19][N:18]([CH2:21][O:22][CH2:23][CH2:24][Si:25]([CH3:26])([CH3:27])[CH3:28])[N:17]=2)[N:12]=[C:11]([C:29]([O:31][CH3:32])=[O:30])[CH:10]=1

Participants

5

Reactant 1

HCID 57562621HCID 57562621, compound

Product 1

HCID 178498562HCID 178498562, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 18 g of methyl 4-(benzyloxy)-6-((1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-3-yl)amino)pyridine-2-carboxylate dissolved in 200 ml of methanol with 200 ml of tetrahydrofuran was charged with 1.8 g of 20% palladium hydroxide on carbon catalyst, and the mixture was stirred at room temperature for 2 hours under hydrogen atmosphere at 1 atm. The reaction mixture was filtered and concentrated to give crude title compound.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c00c396dfd6e4951bcf809a7d6ec36da
Source dataset
uspto-grants-2009_02
Patent number
US07491720B2

Reaction notes

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