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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276072Generated: November 1, 2026

Hydrochloric Acid → HCID 16412784, compound

https://huagongshe.com/reaction/1276072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,3-Dichloro-5-(trifluoromethyl)pyridineHCID 112234—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantSodium BicarbonateHCID 516892—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16412784HCID 1641278472%

Reaction Steps

20.4 g of 2,3-dichloro-5-trifluoromethylpyridine, 18.9 g of p-methoxyphenylboronic acid, 0.4 g of tetrakis(triphenylphosphine)palladium(0) and 23.8 g of sodium hydrogencarbonate were refluxed for 2 hours in a mixture of 300 ml of tetrahydrofuran and 300 ml of water. After colling, the mixture was acidified by means of 10% strength hydrochloric acid. The tetrahydrofuran was removed by distillation under reduced pressure, and the product was then extracted three times with 100 m of methylene chloride in each case. The combined organic phases were sucked through silica gel and then evaporated. Recrystallization of the crude product from n-hexane gave 19.5 g (72%) of colorless crystals; m.p. 71-72° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165941
Source datasetuspto-grants-2000_12
ORD IDord-23a08c14fae64709990e4338657432ac
Source noteuspto-grants-2000_12