Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205146Generated: October 30, 2026

2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 86718131, compound

https://huagongshe.com/reaction/2205146

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantMethyl 3-bromo-2-phenylquinoxaline-6-carboxylateHCID 86667202—
ReactantHCID 178418750HCID 178418750—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86718131HCID 86718131570.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of methyl 3-bromo-2-phenylquinoxaline-6-carboxylate (100 mg, 0.29 mmol, 1.00 equiv), X-phos (14 mg, 0.03 mmol, 0.10 equiv), Pd2(dba)3 (27 mg, 0.03 mmol, 0.10 equiv) in THF (10 mL), and Et2Zn in THF (5.8 mL, 20.00 equiv, 1M was allowed to react, with stifling, overnight while the temperature was maintained at 80° C. in an oil bath. The reaction was quenched by the addition of 2 mL of water. The resulting mixture was concentrated under vacuum and purified by prep-TLC (petroleum ether:ethyl acetate (4:1)) yielding 50 mg (35%) of methyl 3-ethyl-2-phenylquinoxaline-6-carboxylate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09370522B2
Source datasetuspto-grants-2016_06
ORD IDord-230cab76b1c04984beca050dc25c4dcf
Source noteuspto-grants-2016_06