Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1604569Generated: October 31, 2026

Water → HCID 10496423, compound

https://huagongshe.com/reaction/1604569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-Bromobutyryl chlorideHCID 70225—
ReactantHCID 10749820HCID 10749820—
SolventDichloromethaneHCID 6344—
ProductHCID 10496423HCID 104964237.9%

Reaction Steps

To a mixture of methyl (E)-3-(6-aminopyridin-3-yl)acrylate (700 mg) and triethylamine (477 mg) in dichloromethane (6 ml) was added dropwise 4-bromobutyryl chloride (801 mg) under nitrigen in ice water bath and the mixture was stirred for 3 hours at the same temperature. The reaction mixture was poured into water and extracted with dichloromethane. The organic layer was washed with water, saturated sodium bicarbonate aqueous solution and brine, dried over magnesium sulfate and evaporated in vacuo. the residue was chromatographed on silica gel eluting with chloroform and purified by preparative thin-layer chromatography (n-hexane:ethyl acetate=1:1, v/v) to give methyl (E)-3-[6-(4-bromobutyramido)pyridin-3-yl]acrylate (101 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05994368
Source datasetuspto-grants-1999_11
ORD IDord-f53457a320494d08a5a732a2eabb625f
Source noteuspto-grants-1999_11