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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403365Generated: October 31, 2026

Potassium Phosphate, Tribasic → methyl 3-(cyclopropyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylate

https://huagongshe.com/reaction/1403365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1H-Indazole-5-boronic acidHCID 17750504—
ReactantMethyl 3-(cyclopropyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylateHCID 86670226—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Productmethyl 3-(cyclopropyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylateHCID 7066497114.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of methyl 3-(cyclopropyl(methyl)amino)-2-(trifluoromethylsulfonyloxy)quinoxaline-6-carboxylate (300 mg, crude) in dioxane (10 mL), 1H-indazol-5-ylboronic acid (430 mg, 1.76 mmol), K3PO4 (370 mg, 1.76 mmol), and Pd(PPh3)4 (51 mg, 0.04 mmol). The resulting solution was stirred for 1 h at 90° C. The resulting mixture was concentrated under vacuum to give a residue, which was purified by a silica gel column with 5%-50% ethyl acetate in petroleum ether to afford methyl 3-(cyclopropyl(methyl)amino)-2-(1H-indazol-5-yl)quinoxaline-6-carboxylate as a yellow solid (40 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912188B2
Source datasetuspto-grants-2014_12
ORD IDord-296b58927e90480caedb228c6c7fbb0f
Source noteuspto-grants-2014_12