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Hydrochloric Acid → 2-(1H-indazol-6-yl)acetic acid

HRID 82224
Notes
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Reaction equation

HRID 82224 reaction equation
Cl.[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:11][C:12]([O:14]C(C)(C)C)=[O:13])[CH:9]=2)[CH:4]=[N:3]1>O1CCOCC1>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:11][C:12]([OH:14])=[O:13])[CH:9]=2)[CH:4]=[N:3]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70817797tert-Butyl 1H-indazol-6-ylacetate

Product 1

HCID 595093302-(1H-indazol-6-yl)acetic acidYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrochloric acid (10 mL, 4 M in 1.4 dioxane) was added to tert-butyl 1H-indazol-6-ylacetate (Preparation 181, 1.00 g, 4.3 mmol) in 1,4 dioxane (5 mL) at 0° C. and the mixture was stirred at room temperature for 16 hours. The mixture was evaporated in vacuo and the residue was triturated with dry ether to afford the title compound as a white solid in 100% yield, 800 mg.

Workup

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

Sources & evidence

ORD record
ord-3c81c2c5bc02478a93749e62b6b767fe
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846698B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes