Tert-butyl 1H-pyrazolo[4,3-b]pyridin-1-ylacetate → 1H-Pyrazolo[4,3-b]pyridin-1-ylacetic acid

HRID 82233Notes

Reaction equation

HRID 82233 reaction equation
[N:1]1([CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1>Cl>[N:1]1([CH2:10][C:11]([OH:13])=[O:12])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

3

Reactant 1

HCID 70817224Tert-butyl 1H-pyrazolo[4,3-b]pyridin-1-ylacetate

Product 1

HCID 755258651H-Pyrazolo[4,3-b]pyridin-1-ylacetic acidYield 60%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Tert-butyl 1H-pyrazolo[4,3,b]pyridin-1-ylacetate (Preparation 189, 220 mg, 0.944 mmol) was dissolved in HCl (4 mL, 4.0 M in 1,4 dioxane) and stirred under nitrogen at room temperature for 4 hours. The mixture was evaporated in vacuo and the residue was triturated with anhydrous diethyl ether to afford the title compound as an off white solid in 60% yield, 120 mg.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customthe residue was triturated with anhydrous diethyl ether

Sources & evidence

ORD record
ord-c31241dba538465da97b64376e8d7cf9
Source dataset
uspto-grants-2014_09
Patent number
US08846698B2

Reaction notes

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