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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403428Generated: October 31, 2026

Water → HCID 70664762, compound

https://huagongshe.com/reaction/1403428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Indolylboronic acidHCID 2734361—
ReactantHCID 86670562HCID 86670562—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70664762HCID 7066476233.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 3-(piperidin-1-yl)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (290 mg, crude) in dioxane (5 mL) was added 1H-indol-5-ylboronic acid (337 mg, 2.1 mmol), K3PO4 (443 mg, 2.1 mmol), Pd(PPh3)4 (40 mg, 0.03 mmol) and water (0.5 mL). The resulting solution was stirred for 1 h at 90° C. and then quenched by the addition of CH2Cl2 (100 mL), washed with water (3×50 mL), dried over anhydrous sodium sulfate and concentrated in vacuo to give a residue, which was purified by silica gel column chromatography eluting with 5% ethyl acetate in petroleum ether to afford methyl 2-(1H-indol-5-yl)-3-(piperidin-1-yl)quinoxaline-6-carboxylate as a yellow solid (90.0 mg, 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-d895dbc8105d47ac9c0913ba8adab076
Source noteuspto-grants-2014_12