Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664218Generated: November 1, 2026

Allyl bromide → 2-(Acetyl-allyl-amino)-6-chloroisonicotinic acid ethyl ester

https://huagongshe.com/reaction/1664218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Acetylamino-6-chloroisonicotinic acid ethyl esterHCID 86620484—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Solventtert-Butyl methyl etherHCID 15413—
Product2-(Acetyl-allyl-amino)-6-chloroisonicotinic acid ethyl esterHCID 86620483—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 6.0 g (25 mmol) 2-acetylamino-6-chloro-isonicotinic acid ethyl ester, 10.36 g (75 mmol) potassium carbonate and 4.23 ml (50 mmol) allyl bromide in 25 ml DMF is stirred at 60° C. for 24 h. The cooled mixture is diluted with water and TBME. The organic phase is washed with water, dried over Na2SO4 and evaporated. The product is purified by chromatography on silica gel (hexane/EtOAc 9/1) to yield the title compound as a yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039455B2
Source datasetuspto-grants-2011_10
ORD IDord-84562b72ef1d4f4d813faf0271d36dbf
Source noteuspto-grants-2011_10