1-[4-(Benzyloxy)phenyl]-3-ethyl-1H-pyrazolo[3,4-b]pyridine → 4-(3-Ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol

HRID 572174Notes

Reaction equation

HRID 572174 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]3=[N:20][CH:21]=[CH:22][CH:23]=[C:18]3[C:17]([CH2:24][CH3:25])=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].C(O)C>[CH2:24]([C:17]1[C:18]2[C:19](=[N:20][CH:21]=[CH:22][CH:23]=2)[N:15]([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[N:16]=1)[CH3:25]

Participants

4

Reactant 1

HCID 867049821-[4-(Benzyloxy)phenyl]-3-ethyl-1H-pyrazolo[3,4-b]pyridine

Product 1

HCID 867049834-(3-Ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenolYield 91.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-[4-(benzyloxy)phenyl]-3-ethyl-1H-pyrazolo[3,4-b]pyridine (300 mg), 10% palladium on carbon (containing water (50%), 97 mg) and ethanol (10 ml) was vigorously stirred under a hydrogen atmosphere at room temperature for 5 hr. The reaction mixture was filtered and the filtrate was concentrated to give the title compound (200 mg).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f2f8545161374690b7943275a958663c
Source dataset
uspto-grants-2015_05
Patent number
US09029388B2

Reaction notes

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