Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920984Generated: October 30, 2026

1,2-Dichloroethane → 2-Amino-5-bromo-N-(2-hydroxyethyl)nicotinamide

https://huagongshe.com/reaction/1920984

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantEthanolamineHCID 700—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-5-bromonicotinic acidHCID 737445—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Amino-5-bromo-N-(2-hydroxyethyl)nicotinamideHCID 22593768—

Reaction Steps

EDC (2.91 g, 15.2 mmole) was added to a solution 2-amino-5-bromonicotinic acid (3.00 g, 13.8 mmole), ethanolamine (0.93 g, 15.2 mmole), HOBt.H2O (2.05 g, 15.2 mmole), and diisopropylethylamine (2.64 mL, 15.2 mmole) in DMF (50 mL) at RT and the reaction solution was stirred overnight. The reaction contents were poured into H2O (200 mL) and the resulting mixture was extracted with EtOAc (2×200 mL). The combined organic extracts were washed with H2O and brine and then dried over Na2SO4. Concentration of the organic extracts afforded the title compound as a yellow solid which was used without further purification: MS (ES) m/e 261 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173646B2
Source datasetuspto-grants-2012_05
ORD IDord-802bfa132aae445485b5e1dc945bfa06
Source noteuspto-grants-2012_05