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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 232014Generated: October 26, 2026

Ethyl bromoacetate → (Ethoxycarbonyl)-methyl 2-cyanonicotinate

https://huagongshe.com/reaction/232014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantEthanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 112414—
ReactantPotassium 2-cyanonicotinateHCID 23690323—
SolventTolueneHCID 1140—
Product(Ethoxycarbonyl)-methyl 2-cyanonicotinateHCID 14050326100.3%

Reaction Steps

Toluene (40 cc) containing compound 3 (4.1 g; 0.022 mol), ethyl bromoacetate (3.35 g; 0.02 mol) and TDA-1 (0.3 cc) is heated under reflux for 4 hours. The toluene is then evaporated off and the residue taken up with water and then extracted with dichloromethane. After drying, evaporating and crystallization in pentane, (ethoxycarbonyl)-methyl 2-cyanonicotinate (4.7 g; m.p. 74° C.) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04851396
Source datasetuspto-grants-1989_07
ORD IDord-08e313408e5e4fafa6beed1a00e4b047
Source noteuspto-grants-1989_07