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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351660Generated: October 30, 2026

Acetic Acid → 1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide

https://huagongshe.com/reaction/351660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbiMidateHCID 11243078—
SolventMethanolHCID 887—
Product1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamideHCID 11403986—

Reaction Steps

The above solution of methyl (2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidate from Example 24A in methanol is admixed with 33.76 g (32.19 ml, 562 mmol) of glacial acetic acid and 9.28 g (173 mmol) of ammonium chloride, and the mixture is stirred under reflux overnight. The solvent is evaporated off under reduced pressure, the residue is triturated well with acetone and the precipitated solid is filtered off with suction. The product is added to 2 l of water, the mixture is admixed with stirring with 31.8 g of sodium carbonate and extracted three times with a total of 1 l of ethyl acetate, and the organic phase is dried with magnesium sulphate and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743798B1
Source datasetuspto-grants-2004_06
ORD IDord-18ddfea9464049ab9ae8c46757087efe
Source noteuspto-grants-2004_06