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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202518Generated: November 2, 2026

Ethanol → Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinate

https://huagongshe.com/reaction/2202518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantMethyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinateHCID 178499131—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-ethoxy-5-(trifluoromethyl)picolinateHCID 67383877—

Reaction Steps

Methyl 3-(2,5-dimethyl-1H-pyrrol-1-yl)-6-hydroxy-5-(trifluoromethyl)picolinate (62 mg, 0.168 mmol) in 1,4-dioxane (1.5 ml) (dry) was treated with EtOH (0.020 ml, 0.335 mmol) and triphenylphosphine (88 mg, 0.335 mmol) and the solution stirred. DEAD (0.053 ml, 0.335 mmol) was added dropwise and the reaction mixture stirred at room temperature for 2 hours. The solvent was removed in vacuo and purification of the crude product by chromatography on silica eluting with iso-hexane: EtOAc (gradient of 0 to 10% EtOAc) afforded the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365552B2
Source datasetuspto-grants-2016_06
ORD IDord-39f637f131d44e1d94484a259da39e8c
Source noteuspto-grants-2016_06