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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521616Generated: October 31, 2026

tert-Butanol → 7-[5-(1-Ethenylcyclopropyl)-3-pyridinyl]-4,5-dihydro[1,2,4]triazolo[4,3-a]quinoline

https://huagongshe.com/reaction/1521616

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 21543699HCID 21543699—
Reactant(5-(1-Vinylcyclopropyl)pyridin-3-yl)boronic acidHCID 89961615—
CatalystBis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)HCID 11714597—
SolventWaterHCID 962—
Product7-[5-(1-Ethenylcyclopropyl)-3-pyridinyl]-4,5-dihydro[1,2,4]triazolo[4,3-a]quinolineHCID 89961714—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a vial containing the title compound from Example 22 Step B (35 mg, 0.14 mmol), the title compound from Example 73 Step D (30 mg, 0.16 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (2.0 mg, 2.8 μmol), and potassium carbonate 285 mg, 0.42 mmol) was added tert-butanol (1.6 mL) and water (0.19 mL). The vial was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction solution was then cooled to room temperature and concentrated under reduced pressure to provide the title compound: LCMS m/z 315.05 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-d6943f69094b4fbe866d498218a0ed60
Source noteuspto-grants-2015_07