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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354017Generated: October 31, 2026

1,1,1-Trifluoro-2,4-pentanedione → Methyl 2,6-dimethyl-4-trifluoromethylpyridine-3-carboxylate

https://huagongshe.com/reaction/2354017

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
ReactantMethyl 3-aminocrotonateHCID 643918—
SolventAcetonitrileHCID 6342—
ProductMethyl 2,6-dimethyl-4-trifluoromethylpyridine-3-carboxylateHCID 2309242671%

Reaction Steps

1,1,1-Trifluoro-2,4-pentanedione (25.01 g, 135.3 mmol) was dissolved in acetonitrile (230 mL), followed by the addition of methyl 3-aminocrotonate (15.57 g, 135.2 mmol). The mixture was subjected to heating under reflux for 20 hours. The reaction mixture was allowed to cool down to room temperature, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (silica gel: 400 g; developer: hexane:acetone=10:1) to obtain the title compound (22.30 g, 71%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750150B2
Source datasetuspto-grants-2010_07
ORD IDord-e0cb1b6b64084e03ab1d4297a603fa4c
Source noteuspto-grants-2010_07