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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625239Generated: October 30, 2026

Water → HCID 67500172, compound

https://huagongshe.com/reaction/1625239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant4-Fluoro-3-methylbenzonitrileHCID 2779180—
ReactantHCID 178506293HCID 178506293—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67500172HCID 6750017211%

Reaction Conditions

Temperature120 °C

Reaction Steps

4-Fluoro-3-methylbenzonitrile (0.052 g) and cesium carbonate (0.150 g) were added to a solution of compound (1d) (0.092 g) in 1-methyl-2-pyrrolidone (hereinafter referred to as NMP) (1.0 mL), followed by stirring at 120° C. for 60 hr. Water was added to the reaction solution, and the precipitate was collected by filtration and was washed by sprinkling water to obtain 3-methyl-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrile (11%). According to Example 1(7), compound (82) (64%) was prepared as a white solid using 3-methyl-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrile instead of compound (1f).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779142B2
Source datasetuspto-grants-2014_07
ORD IDord-3141edd389df4a33a4ddf5fef1a38f5b
Source noteuspto-grants-2014_07