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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623953Generated: October 29, 2026

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

https://huagongshe.com/reaction/623953

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 11435597—

Reaction Steps

To a 1000-mL round-bottom flask containing N,O-dimethylhydroxylamine hydrochloride (12.0 g, 123 mmol) and triethylamine (40.0 g, 395 mmol) was added a solution of 6-chloropyridine-3-carbonyl chloride (17.6 g, 100 mmol, Intermediate 4, step a) in dichloromethane (100 mL) dropwise. The resulting mixture was stirred for 12 hours at room temperature and filtered. The filtrate was concentrated under vacuum to give the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303015B2
Source datasetuspto-grants-2016_04
ORD IDord-860eb4dea08140e38adb15880f5a158f
Source noteuspto-grants-2016_04