Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 594803Generated: October 27, 2026

Cesium carbonate → 2-Chloro-5-cyclopropylpyridine

https://huagongshe.com/reaction/594803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-2-chloropyridineHCID 2734414—
ReactantCyclopropylboronic acidHCID 2760897—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product2-Chloro-5-cyclopropylpyridineHCID 5098885857.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 5-bromo-2-chloropyridine (990 mg, 5.15 mmol), cyclopropylboronic acid (893 mg, 10.39 mmol) and Cs2CO3 (5.082 g, 15.45 mmol) in 1,4-dioxane (25 mL) was added Pd(PPh3)4 (601 mg, 0.52 mmol) at r.t. under N2. The reaction was stirred at 100° C. for 1 h. After filtration, the solvent was removed in vacuo, and the residue was purified by silica gel chromatography (PE:EtOAc=50:1) to give 452 mg (57%) of the title compound as a colorless oil. [M+H] Calc'd for C8H8NCl, 154. Found, 154.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242968B2
Source datasetuspto-grants-2016_01
ORD IDord-a414c430efad448a97224029fb1a19e9
Source noteuspto-grants-2016_01