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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021228Generated: October 31, 2026

Dichloromethane → HCID 86686203, compound

https://huagongshe.com/reaction/1021228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 86686204HCID 86686204—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
ProductHCID 86686203HCID 8668620354.9%

Reaction Steps

1-[3-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-4-(pyridin-3-yl)piperidin-4-ol (908 mg) was mixed with dichloromethane (15 ml), and TEA (1.1 g), DMAP (799 mg), and MsCl (749 mg) were added thereto at 0° C., followed by stirring at room temperature overnight. Water and EtAOc were added to the reaction mixture, and the organic layer was washed with water and saturated brine, and dried over anhydrous sodium carbonate. The solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (EtOAc/hexane) to obtain 1′-[3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-fluorophenyl]-1′,2′,3′,6′-tetrahydro-3,4′-bipyridine (477 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716470B2
Source datasetuspto-grants-2014_05
ORD IDord-5ccfe91bacf7469481fdd2b84c18cbe4
Source noteuspto-grants-2014_05