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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2245944Generated: November 1, 2026

Water → 6-(1-{6-[3-(6-Methoxypyridin-3-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl}cyclopropyl)quinoline

https://huagongshe.com/reaction/2245944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineHCID 16217714—
Reactant6-{1-[6-(3-Bromophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]cyclopropyl}quinolineHCID 24829629—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product6-(1-{6-[3-(6-Methoxypyridin-3-yl)phenyl][1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl}cyclopropyl)quinolineHCID 2483014160%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 6-{1-[6-(3-bromophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]cyclopropyl}quinoline (16 mg, 0.036 mmol), 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (10 mg, 0.043 mmol), and potassium phosphate (30 mg, 0.14 mmol) in 1,4-dioxane (0.5 mL) was added tetrakis(triphenylphosphine)palladium(0) (3 mg) and water (0.1 mL). The resulting mixture was heated at 120° C. overnight. The reaction mixture was cooled to RT and concentrated. The residue was dissolved in MeOH and purified by RP-HPLC (pH=10) to afford the desired compound 10 mg (60%). Analytical LCMS: (M+H)+=472.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07683060B2
Source datasetuspto-grants-2010_03
ORD IDord-b0b1d88591754ffb825aea3f8bfeed4c
Source noteuspto-grants-2010_03