Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632203Generated: October 26, 2026

Carbon tetrabromide → 6-Bromomethyl-5-cyclopropyl-pyridine-2-carbonitrile

https://huagongshe.com/reaction/632203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant5-Cyclopropyl-6-hydroxymethyl-pyridine-2-carbonitrileHCID 86674771—
SolventTetrahydrofuranHCID 8028—
Product6-Bromomethyl-5-cyclopropyl-pyridine-2-carbonitrileHCID 8667477074%

Reaction Steps

A solution of 5-cyclopropyl-6-hydroxymethyl-pyridine-2-carbonitrile (0.1 g, 0.6 mmol), CBr4 (0.8 g, 1.2 mmol), PPh3 (0.3 g, 1.2 mmol) in THF (10 mL) was stirred for 12 h at 40° C. The solvent was removed under reduced pressure and the crude product purified by flash column chromatography (silica gel, 3 g, eluting with 25% ethyl acetate in petroleum ether) to give the title compound (0.1 g, 74%) as yellow solid; MS (EI): m/e=236.9 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321727B2
Source datasetuspto-grants-2016_04
ORD IDord-502a375eae9643c9942893df2127a958
Source noteuspto-grants-2016_04