Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520381Generated: November 4, 2026

Hydrochloric Acid → HCID 67298218, compound

https://huagongshe.com/reaction/1520381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Fluorophenylboronic acidHCID 2733986—
ReactantHCID 71268873HCID 71268873—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67298218HCID 6729821871%

Reaction Conditions

Temperature90 °C

Reaction Steps

6-Bromo-N,8-dimethyl-2-(pyridin-3-yl)quinazolin-4-amine (340 mg, 1.03 mmol), 3-fluorobenzeneboronic acid (217 mg, 1.55 mmol), K2PO4 (658 mg, 3.10 mmol) and Pd(PPh3)4 (59.7 mg, 0.052 mmol) were dissolved in the mixed solvent of 1,4-dioxane (10 mL) and water (1 mL). The resulting mixture was stirred at 90° C. for 6 hours under a nitrogen atmosphere. After the reaction was completed, water was added to the mixture and stirred for 30 minutes. The resulting precipitate was collected by filtration and purified by column chromatography on NH-silica gel (eluted with THF) to give a yellow powder. The solid was suspended in ethanol and 5N HCl (1 mL) was added to the mixture. The mixture was sonicated for 10 min and the resulting precipitate was collected by filtration and dried to give 304 mg of 6-(3-fluorophenyl)-N,8-dimethyl-2-(pyridin-3-yl)quinazolin-4 amine dihydrochloride as a yellow powder in 71% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073890B2
Source datasetuspto-grants-2015_07
ORD IDord-06bdfc9c15204a4db987011aba02db21
Source noteuspto-grants-2015_07