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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557339Generated: October 29, 2026

1,2-Dichloroethane → 5-bromo-2-chloro-N-(4-chlorophenyl)nicotinamide

https://huagongshe.com/reaction/557339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Bromo-2-chloronicotinic acidHCID 2763342—
SolventDichloromethaneHCID 6344—
Product5-bromo-2-chloro-N-(4-chlorophenyl)nicotinamideHCID 22249205—

Reaction Steps

To a mixture of 4-chloroanaline (594 mg, 4.7 mmol, 1. eq.), EDC (1.62 g, 8.5 mmol, 2 eq.), HOBT (572 mg, 4.2 mmol, 1 eq.), and DIEA (1.1 ml, 6.3 mmol, 1.5 eq.) in CH2Cl2 (50 ml) was added 5-bromo-2-chloronicotinic acid from Step B (1.0 g, 4.2 mmol). The reaction was stirred at RT overnight. The solution was quenched with water and the organic layer was purified by chromatography (50% EtOAc in hexane) to afford a light-yellow compound. MS (ES+): 347.0, 349.0 (M+H)+; (ES−): 345.0, 347.0 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058445B2
Source datasetuspto-grants-2011_11
ORD IDord-760ecb0b07054f4ba1d0afdfb9a7e123
Source noteuspto-grants-2011_11