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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68555Generated: October 26, 2026

Trimethylsilyldiazomethane → Methyl 5,6-dimethylpicolinate

https://huagongshe.com/reaction/68555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5,6-Dimethylpyridine-2-carboxylic acidHCID 13209570—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductMethyl 5,6-dimethylpicolinateHCID 22417656—

Reaction Conditions

Temperature-5 °C

Reaction Steps

77.4 ml 2 mol/L trimethylsilyldiazomethan in hexane was added to 5,6-dimethyl-pyridine-2-carboxylic acid in 150 mL methanol and 600 mL dichlormethane at −5° C. The reaction was stirred 0.5 h at −5° C. and then warm up to RT. The solvent was removed and the residue was purified by chromatography on Silica (cyclohexane 7: ethyl acetate 3) to give 12.8 g desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822464B2
Source datasetuspto-grants-2014_09
ORD IDord-29872c803ca94393b7a73c4190002c4b
Source noteuspto-grants-2014_09