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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478597Generated: November 1, 2026

Acetic Acid → 4-Amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic Acid

https://huagongshe.com/reaction/478597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMeOH tetrahydrofuranHCID 21899815—
ReactantHCID 59912879HCID 59912879—
SolventSodium HydroxideHCID 14798—
Product4-Amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic AcidHCID 18002494101.1%

Reaction Steps

A solution of 4-amino-6-chloro-2-(4-methoxyphenyl)methyl-2H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (800 mg) in NaOH (1N)/MeOH/THF (1:1:1, 15 mL) was stirred for 4 days. The acidity of the reaction mixture was adjusted to pH 5-6 with AcOH. The THF and MeOH were removed. The residue was dissolved in water (30 mL) then extracted with EtOAc (3×100 mL). The combined extracts were dried (NaSO4). Removal of the solvent gave the desired product (746 mg) as white solid. LC: 3.13 (Gradient 1), MH+: 333

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642244B2
Source datasetuspto-grants-2003_11
ORD IDord-959b9d1c24b24764a266c0e9cabb5dba
Source noteuspto-grants-2003_11