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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246645Generated: October 30, 2026

Potassium Hydroxide → 2-(6-chloro-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid

https://huagongshe.com/reaction/246645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactantmethyl 2-(6-chloro-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylateHCID 71280196—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-(6-chloro-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acidHCID 71280389124.2%

Reaction Steps

A mixture of methyl 2-(6-chloro-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate (202 mg, 0.457 mmol) and KOH (385 mg, 6.86 mmol) in 1,4-dioxane (10 mL) and water (5 mL) was heated to reflux for 3 hours. Reaction mixture was concentrated and the residue was adjusted to pH=5 with 1.0 M HCl aqueous. The precipitate was collected by filtration and dried to afford 2-(6-chloro-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid (178 mg, crude) as a yellow solid. LCMS: (M+H)+=314.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-1b60a7d259e042f0badfb6e07273bf9d
Source noteuspto-grants-2014_02