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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186206Generated: November 1, 2026

Triethylamine → Methyl 5-fluoro-3-methylpyridine-2-carboxylate

https://huagongshe.com/reaction/1186206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant2-Bromo-5-fluoro-3-methylpyridineHCID 24820320—
CatalystHCID 178418807HCID 178418807—
SolventMethanolHCID 887—
ProductMethyl 5-fluoro-3-methylpyridine-2-carboxylateHCID 58563046—

Reaction Steps

To a solution of 2-bromo-5-fluoro-3-methyl-pyridine (4.90 g) in AcOEt (100 ml) and MeOH (10 ml) was subsequently added NEt3 (5.4 ml) and 1,1′-bis(diphenylphosphino) ferrocene-palladium(II)dichloride dichloromethane adduct (490 mg) and the mixture was carbonylated at 100 bar CO and 110° C. for 20 h. The mixture was evaporated and the residue purified by chromatography on silica gel using n-heptane/AcOEt (7:1) to give the title compound (3.44 g) as a pale red solid. MS: m/z=170.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673894B2
Source datasetuspto-grants-2014_03
ORD IDord-8e43165d462b4a2a8a0974b657f9cc34
Source noteuspto-grants-2014_03