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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452870Generated: October 30, 2026

1,2-Dichloroethane → 5-Bromo-N-methylpyridine-2-carboxamide

https://huagongshe.com/reaction/452870

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant5-Bromopyridine-2-carboxylic acidHCID 608544—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product5-Bromo-N-methylpyridine-2-carboxamideHCID 2283162050.5%

Reaction Steps

5-Bromo-2-pyridinecarboxylic acid (D10) (1 g) was dissolved in dry DMF (50 ml) and treated with methylamine hydrochloride (0.42 g), EDC (1.2 g), HOBT (0.56 g) and Et3N (2.4 ml). The reaction was stirred at rt overnight then poured into water (200 ml) and extracted with DCM (50 ml). The organic extract was washed with brine (5×50 ml), dried (magnesium sulfate) and evaporated to give the title compound (D11) as a yellow crystalline solid (0.45 g). LCMS electrospray (+ve) 349 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492375B2
Source datasetuspto-grants-2013_07
ORD IDord-951e4bbe6dca4b4d9a1b69c725d0796c
Source noteuspto-grants-2013_07