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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971720Generated: November 2, 2026

Hydrochloric Acid → HCID 66919817, compound

https://huagongshe.com/reaction/1971720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium HydroxideHCID 14798—
Reactant3-Pyridinylboronic acidHCID 2734378—
ReactantHCID 66919875HCID 66919875—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66919817HCID 66919817100.3%

Reaction Steps

A solution of 12 mg of 16m, 6 mg of pyridine-3-boronic acid, 10 mg of K2CO3, 1.5 ml of degassed dimethoxyethane, 100 μl of water and 5 mg of Pd(PPh3)4 was heated at 90° C. for 4 hr under a N2 atmosphere. The mixture was cooled and poured into 10 ml of 2N NaOH and extracted with ethyl acetate. The extract was washed once with water, dried and chromatographed using a gradient of heptane/acetone as eluent. The material thus isolated was taken up in 200 μl of CH2Cl2 and treated with 0.2N HCl in diethyl ether, to pH slight acidic, to provide 12 mg of 16n as a yellowish HCl salt, MS-ESI:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431564B2
Source datasetuspto-grants-2013_04
ORD IDord-f861ded2cf1d47cc9386c0b22bb9e025
Source noteuspto-grants-2013_04