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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8279Generated: October 23, 2026

Potassium Cyanide → (s)-[3-(4-Fluoro-phenyl)-2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-6-yl]-acetonitrile

https://huagongshe.com/en/reaction/8279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant(S)-methanesulfonic acid 3-(4-fluoro-phenyl)-2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-ylmethyl esterHCID 87799512—
CatalystTetrabutylammonium IodideHCID 67553—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(s)-[3-(4-Fluoro-phenyl)-2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-6-yl]-acetonitrileHCID 9902141—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of potassium cyanide (44 mg, 0.67 mmol), tetrabutylammonium iodide (catalytic), and (S)-methanesulfonic acid 3-(4-fluoro-phenyl)-2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-6-ylmethyl ester (54 mg, 0.135 mmol) in N,N-dimethylformamide (0.35 mL) and water (0.13 mL) is heated at 70° C. for 4 h. The mixture is cooled, taken up in ethyl acetate (20 mL), washed with water and brine, dried (magnesium sulfate), filtered, and concentrated in vacuo. The residue is chromatographed on SiO2 (2% methanol/chloroform) to yield the title compound, 25 mg (56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087626B2
Source datasetuspto-grants-2006_08
ORD IDord-5b953fa7674c4f19b380bf9e67c072b5
Source noteuspto-grants-2006_08