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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171645Generated: October 31, 2026

Dimethylformamide → HCID 86686215, compound

https://huagongshe.com/reaction/2171645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59139776HCID 59139776—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventEthyl AcetateHCID 8857—
ProductHCID 86686215HCID 86686215—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(6-Chloropyridazine-3-yl)azetidin-3-ol (599 mg) was mixed with DMF (6 ml), and sodium hydride (55% suspended in oil) (211 mg) was added thereto at 0° C., followed by stirring at 0° C. for 10 minutes. Then, methyl iodide (916 mg) was added thereto at 0° C., followed by stirring at room temperature overnight. To the reaction mixture were added water, EtOAc, and CHCl3, and the organic layer was washed with water and saturated brine, then dried over anhydrous Na2CO3, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (EtOAc/hexane) to obtain 3-chloro-6-(3-methoxyazetidin-1-yl)pyridazine (323 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051283B2
Source datasetuspto-grants-2015_06
ORD IDord-ad1c8baaa578468485a639299822419f
Source noteuspto-grants-2015_06