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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891449Generated: October 29, 2026

Hydrochloric Acid → HCID 23599479, compound

https://huagongshe.com/reaction/891449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 9836523HCID 9836523—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23599479HCID 23599479—

Reaction Steps

Prepared by a method analogous to that described in Example 1 from (R)-N-(1-azabicyclo[2.2.2]oct-3-yl)(5-bromothiophene-2-carboxamide) and 3-cyanophenylboronic acid, using tetrakis(triphenylphosphine)palladium(0), and sodium carbonate in a mixture of tetrahydrofuran, ethanol and water. The compound was purified by reverse phase HPLC on a Waters Bondapak® C18 column using a gradient of acetonitrile and 0.1% aqueous trifluoroacetic acid as the eluent. The hydrochloride salt was prepared by evaporation of the product-containing fractions, dissolution of the residue in methanol, addition of excess hydrogen chloride solution (1M in diethyl ether) and evaporation. Recrystallisation from methanol/diethyl ether gave the hydrochloride salt of the title compound as a colourless solid; MS (ES+) 338 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001914B2
Source datasetuspto-grants-2006_02
ORD IDord-f624970369c2487c99cdc5207f11bace
Source noteuspto-grants-2006_02