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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710503Generated: October 31, 2026

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

https://huagongshe.com/reaction/1710503

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 numberUS07790716B2
Source datasetuspto-grants-2010_09
ORD IDord-cf159aa952c642b1b5ac11c8d3871a10
Source noteuspto-grants-2010_09