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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623284Generated: October 25, 2026

Dibromoacetic Acid → 2,2-dibromo-N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-acetamide

https://huagongshe.com/reaction/623284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibromoacetic AcidHCID 12433—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochlorideHCID 86686930—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product2,2-dibromo-N-[1-((6-chloropyridin-3-yl)methyl)pyridin-2(1H)-ylidene]-acetamideHCID 8961370715%

Reaction Steps

200 mg (0.78 mmol) of the 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride obtained by the method described in another method of Synthetic Example P1, 238 mg (1.95 mmol) of DMAP and 224 mg (1.17 mmol) of EDC-HCl were dissolved in 10 ml of anhydrous dichloromethane, 101 μl (202 mg, 1.17 mmol) of dibromoacetic acid was added thereto, and the resulting mixture was stirred at room temperature overnight. After the reaction was completed, the reaction solution was diluted with dichloromethane, washed once with water and twice with a 1% HCl aqueous solution, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the subject material. Amount obtained 50 mg (yield 15%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09301525B2
Source datasetuspto-grants-2016_04
ORD IDord-ffdd7d0ce13447fcab851325e1354a4c
Source noteuspto-grants-2016_04