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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545206Generated: October 29, 2026

Potassium Phosphate, Tribasic → 2-Cyclopropylpyridine-3-carbonitrile

https://huagongshe.com/reaction/545206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
Reactant2-ChloronicotinonitrileHCID 81079—
ReactantCyclopropylboronic acidHCID 2760897—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Cyclopropylpyridine-3-carbonitrileHCID 57440906—

Reaction Steps

2-Chloro-3-cyano-pyridine (9.69 g, 70.0 mmol), cyclopropylboronic acid (7.21 g, 84.0 mmol), Pd(OAc)2 (875 mg, 3.50 mmol), tricyclohexylphosphine (1.96 g, 7.00 mmol), and K3PO4 (44.5 g, 210 mmol) were suspended in toluene (280 ml) and H2O (14 ml) and heated at 100° C. for 5 h. The reaction mixture was dried over MgSO4 and the mixture was filtered through Celite, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/EtOAc=10/0 to 7/3) to obtain the intended compound as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935712B2
Source datasetuspto-grants-2011_05
ORD IDord-18a9f2b372084647abcf0660dd72155b
Source noteuspto-grants-2011_05