HCID 178518953, compound → aza-THIP

HRID 2357681Notes

Reaction equation

HRID 2357681 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2[C:14]([OH:17])=[N:15][NH:16][C:10]=2[CH2:9]1)C1C=CC=CC=1>[Pd].CO>[NH:16]1[C:10]2[CH2:9][NH:8][CH2:13][CH2:12][C:11]=2[C:14]([OH:17])=[N:15]1

Participants

4

Reactant 1

HCID 178518953HCID 178518953, compound

Product 1

HCID 178518952aza-THIP

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 6-benzyl-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-ol (2.00 g, 8.72 mmol) and palladium on carbon (0.200 g, 1.88 mmol, Aldrich) in MeOH (100 mL) was stirred under H2 atmosphere for 48 h. The mixture was filtered through Celite® and the filter cake was washed with MeOH. The mixture was concentrated in vacuo. The filter cake was washed with water and the filtrate was concentrated in vacuo. Both fractions contained the title compound. MS (ESI, pos. ion) m/z: 140 (M+1).

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. washthe filter cake was washed with MeOH
  3. concentrationThe mixture was concentrated in vacuo
  4. washThe filter cake was washed with water
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0a62205f17014cc2b18655f26601f55c
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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