Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364191Generated: October 27, 2026

Hydrochloric Acid → HCID 178514823, compound

https://huagongshe.com/reaction/1364191

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 178514823HCID 17851482378%

Reaction Steps

Isopropylmagnesium chloride (2.0 M in THF) (5.0 mL, 10 mmol) was added to a solution of 3-bromopyridine (1.60 g, 10.0 mmol) in THF (15 mL) under nitrogen atmosphere at room temperature and the mixture was stirred for 1 h. Vinylboronic acid dibutyl ester (3.4 mL) was added to the reaction dropwise 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 numberUS07888356B2
Source datasetuspto-grants-2011_02
ORD IDord-91d298af688546b7951e5fc808023a81
Source noteuspto-grants-2011_02