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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50334Generated: October 26, 2026

Methoxyacetyl chloride → Methyl 6-chloro-5-methoxyacetamidonicotinate

https://huagongshe.com/reaction/50334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethoxyacetyl chlorideHCID 96623—
ReactantMethyl 5-amino-6-chloropyridine-3-carboxylateHCID 18412438—
SolventChlorobenzeneHCID 7964—
ProductMethyl 6-chloro-5-methoxyacetamidonicotinateHCID 18412377—

Reaction Steps

A solution of 0.75 g (4.02 mmol) of methyl 5-amino-6-chloronicotinate and 0.43 g=0.35 mL (4.5 mmol) of methoxyacetylchloride in 20 mL of chlorobenzene was stirred for one hour at 110° C. After the solvent had been removed in vacuo, the crude product obtained was purified by flash chromatography (silica gel; methylene chloride/ethanol=100:1), evaporated down again in vacuo and then digested with petroleum ether. Yield: 0.55 g (53% of theory) light yellow amorphous solid; Rf value: 0.33 (silica gel; ethyl acetate/petroleum ether=1:4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710055B2
Source datasetuspto-grants-2004_03
ORD IDord-92eaf636d47c4163a84089a85fb8eefe
Source noteuspto-grants-2004_03