HCID 59134875, compound → HCID 178428860, compound

HRID 1993765Notes

Reaction equation

HRID 1993765 reaction equation
[H][H].C([O:10][C:11]1[CH:16]=[C:15]([CH3:17])[N:14]=[C:13]2[C:18]([C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH:32]=[CH:31][CH:30]=[N:29]4)=[CH:24][C:23]=3[CH3:33])=[N:19][N:20]([CH3:21])[C:12]=12)C1C=CC=CC=1>[Pd]>[CH3:21][N:20]1[C:12]2[C:13](=[N:14][C:15]([CH3:17])=[CH:16][C:11]=2[OH:10])[C:18]([C:22]2[CH:27]=[CH:26][C:25]([N:28]3[CH:32]=[CH:31][CH:30]=[N:29]3)=[CH:24][C:23]=2[CH3:33])=[N:19]1

Participants

4

Reactant 2

HCID 59134875HCID 59134875, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178428860HCID 178428860, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of compound 3a (2.0 g in 30 mL ethanol) was added 10% palladium on carbon (0.3 g). The reaction was shaken for 2 hours under 40 psi hydrogen. The reaction mixture was filtered through a pad of Celite®, and the filter cake was washed with ethanol. The filtrate was concentrated to afford 1,5-dimethyl-3-(2-methyl-4-pyrazol-1-yl-phenyl)-1H-pyrazolo[4,3-b]pyridin-7-ol (compound 3e, 1.2 g, 77%) as an off white solid; LC/MS: [M+H]=319.0.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite®
  2. washthe filter cake was washed with ethanol
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-9474aa3a31b34a85a6d3b109fa2ba73a
Source dataset
uspto-grants-2010_01
Patent number
US07652035B2

Reaction notes

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