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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740946Generated: October 25, 2026

Trimethylsilyldiazomethane → Methyl 2-acetamidoisonicotinate

https://huagongshe.com/reaction/1740946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant2-Acetamidopyridine-4-carboxylic acidHCID 3774466—
SolventBenzene methanolHCID 21927730—
ProductMethyl 2-acetamidoisonicotinateHCID 22185175—

Reaction Steps

4-Carboxy-2-acetylaminopyridine (3.4 g, 19 mmol) was dissolved in methanol/benzene (100 mL, 1:1). TMS-diazomethane was added (1M, Aldrich) with cooling until the yellow color just persisted, then the solvent was removed under reduced pressure. The product was purified by silica gel column chromatography (50/50 hexane/ethyl acetate) and 3.0 g of product was recovered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05972975
Source datasetuspto-grants-1999_10
ORD IDord-5841a4b889fc4ec4832020a9bd18915c
Source noteuspto-grants-1999_10