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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625857Generated: October 31, 2026

Triethylamine → 6-Chloro-N-methoxy-N-methylnicotinamide

https://huagongshe.com/reaction/1625857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant6-Chloronicotinoyl ChlorideHCID 2782165—
SolventDichloromethaneHCID 6344—
Product6-Chloro-N-methoxy-N-methylnicotinamideHCID 11435597102.9%

Reaction Steps

To a solution of 6-chloronicotinoyl chloride (10.0 g) and N,O-dimethylhydroxyamine hydrochloride (6.65 g) in dichloromethane (200 ml) was added dropwise triethylamine (17.2 g) at 0° C. Subsequently the mixture was stirred at room temperature overnight. The mixture was washed successively with water, 5% aqueous citric acid solution, water and brine, and then, dried over sodium sulfate. The solvent was evaporated under reduced pressure to give N-methoxy-N-methyl-6-chloronicotinamide (11.73 g) as pale yellow oil. APCI-Mass m/Z 201/203 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785403B2
Source datasetuspto-grants-2014_07
ORD IDord-cc296f78c3b441cd89a1df5eb177dd80
Source noteuspto-grants-2014_07