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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065565Generated: October 31, 2026

Diethyl Ether → Methyl 5-aminopyridine-2-carboxylate

https://huagongshe.com/reaction/2065565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant5-Aminopyridine-2-carboxylic acidHCID 4179726—
SolventBenzene methanolHCID 21927730—
ProductMethyl 5-aminopyridine-2-carboxylateHCID 12457877—

Reaction Conditions

Temperature0 °C

Reaction Steps

5-Amino-pyridine-2-carboxylic acid 1 (5.4 mmol) is dissolved in benzene:MeOH 3:1 (40 mL) and cooled in an ice-bath to 0° C. To the solution is slowly added 2M TMSCH2N2 in Et2O solution (6.5 mmol). After the addition is complete, the reaction mixture is warmed to it and stirred for 6 h. After removing the solvent in vacuum, methyl 5-aminopicolinate 2 is obtained and used in the next step without further purification. MS (m/z) (M+1)+: 153.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288540B2
Source datasetuspto-grants-2012_10
ORD IDord-acbe7153b961483f959434d93fe27ae3
Source noteuspto-grants-2012_10