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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403304Generated: November 2, 2026

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

https://huagongshe.com/reaction/1403304

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-Methyl-1H-indazole-6-boronic acidHCID 44118215—
ReactantMethyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylateHCID 86667203—
CatalystHCID 178418397HCID 178418397—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Productmethyl 3-(isopropyl(methyl)amino)-2-(1-methyl-1H-indazol-6-yl)quinoxaline-6-carboxylateHCID 7066494229.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 2-chloro-3-(isopropyl(methyl)amino)quinoxaline-6-carboxylate (Scheme I, 180.0 mg, 0.61 mmol) in dioxane (1 mL) was added 1-methyl-1H-indazol-6-ylboronic acid (276.0 mg, 1.57 mmol), K3PO4 (391.2 mg, 1.85 mmol), and Pd(PPh3)4 (35.0 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 0.05%-0.2% ethyl acetate in petroleum ether to afford methyl 3-(isopropyl(methyl)amino)-2-(1-methyl-1H-indazol-6-yl)quinoxaline-6-carboxylate as a light yellow solid (70 mg, 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-2f41b72a5f424c37a49d6fb58124efa3
Source noteuspto-grants-2014_12