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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403302Generated: October 26, 2026

Potassium Phosphate, Tribasic → methyl 2-(1H-indazol-6-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1H-Indazole-6-boronic acidHCID 24728617—
ReactantMethyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 86667203—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Productmethyl 2-(1H-indazol-6-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 7066477878.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (Scheme I, 200.0 mg, 0.68 mmol) in 1,4-dioxane (1 mL) was added 1H-indazol-6-ylboronic acid (386.0 mg, 2.38 mmol), K3PO4 (434.0 mg, 2.05 mmol), Pd(PPh3)4 (39.0 mg, 0.03 mmol) under nitrogen atmosphere. After stirring 20 min at 90° C., the reaction mixture was dissolved in dichloromethane (30 mL), washed with water (3×20 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford a residue, which was purified by a silica gel column with 1%-10% ethyl acetate in petroleum ether to afford methyl 2-(1H-indazol-6-yl)-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate as a light yellow solid (200 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-534948a2b2e74db88cda9cc14d0b8226
Source noteuspto-grants-2014_12