Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218311Generated: October 31, 2026

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

https://huagongshe.com/reaction/2218311

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 numberUS07410976B2
Source datasetuspto-grants-2008_08
ORD IDord-9e0f59f72bb04bd4a0f20d1a053284c4
Source noteuspto-grants-2008_08