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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387729Generated: November 1, 2026

Dimethylformamide → HCID 86664267, compound

https://huagongshe.com/reaction/2387729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium HydroxideHCID 14798—
Reactant2-Chloro-5-fluoropyridin-3-olHCID 24229205—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductHCID 86664267HCID 86664267—

Reaction Conditions

Temperature0 °C

Reaction Steps

A DMF (10 ml) solution of 2-chloro-5-fluoro-3-hydroxypyridine (500 mg) was cooled to 0° C. Sodium hydroxide (60% oil dispersion: 149 mg) was added to the reaction solution, and the obtained mixture was stirred at 0° C. for 15 minutes. Chloromethyl methyl ether (293 ul) was added to the reaction solution at the same temperature as described above, and the obtained mixture was heated to room temperature and stirred for 1 hour. Diethyl ether and water were added to the reaction solution, and the organic layer was successively washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 7:3), so as to obtain the title compound (598 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268848B2
Source datasetuspto-grants-2012_09
ORD IDord-ada3c6d870714d2caf2a30bb7b917a69
Source noteuspto-grants-2012_09