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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746477Generated: October 29, 2026

Hydrochloric Acid → HCID 178514822, compound

https://huagongshe.com/reaction/746477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-BromopyridineHCID 12286—
ReactantDibutyl Vinylboronate (stabilized with Phenothiazine)HCID 236543—
ReactantHCID 178418918HCID 178418918—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178514822HCID 17851482278%

Reaction Steps

To a solution of 3-bromopyridine (1.60 g, 10.0 mmol) in THF (15 mL) was added isopropylmagnesium chloride (2.0 M in THF) (5.0 mL, 10 mmol) under nitrogen atmosphere at room temperature, and the mixture was stirred for 1 h. To the mixture was added vinylboronic acid dibutyl ester (3.4 mL) drop wise, and the mixture was stirred at room temperature for 18 h. Water was added and the pH was adjusted to 7 with 1 M hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the title compound (1.04 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07393856B2
Source datasetuspto-grants-2008_07
ORD IDord-8a3917500d0d4bab82b27e8e8907ecc0
Source noteuspto-grants-2008_07