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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261226Generated: November 3, 2026

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

https://huagongshe.com/reaction/2261226

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 (1.29), 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 numberUS07846922B2
Source datasetuspto-grants-2010_12
ORD IDord-176d30156a454c06bb2be00faa5993c1
Source noteuspto-grants-2010_12