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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13425Generated: October 25, 2026

Picolinic acid → N-(3-fluoro-4-(3-methyl-3-butenoyl)phenyl)pyridine-2-carboxamide

https://huagongshe.com/reaction/13425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantTetrahydrofuranHCID 8028—
ReactantN-(3-fluoro-4-((methoxy(methyl)amino)carbonyl)phenyl)pyridine-2-carboxamideHCID 23145523—
ReactantHCID 178448200HCID 178448200—
SolventWaterHCID 962—
ProductN-(3-fluoro-4-(3-methyl-3-butenoyl)phenyl)pyridine-2-carboxamideHCID 23145243—

Reaction Steps

9.89 ml of (2-methyl-2-propen-1-yl)magnesium chloride (0.50 M tetrahydrofuran solution) was added to a tetrahydrofuran (10 ml) solution of 500 mg of N-(3-fluoro-4-((methoxy(methyl)amino)carbonyl)phenyl)pyridine-2-carboxamide obtained in the same method as in Example 145 (step 3) or in accordance with the method or by combining it with an ordinary method but using pyridine-2-carboxylic acid, with cooling with ice. The reaction liquid was stirred for 3 hours with cooling with ice, and then water was poured into the reaction solution, extracted with ethyl acetate and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=3/1) to obtain the entitled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-9581c41b61054aff8661bb529241a2ff
Source noteuspto-grants-2010_06