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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558989Generated: October 28, 2026

Toluene → 4-[2-(tert-Butyldimethylsilanyloxy)ethyl]-8-fluoro-3-oxo-3,4-dihydro-2H-quinoxaline-1-carboxylic acid 4-[(2-furan-2-ylphenyl)methylcarbamoyl]-2-methylbenzylamide

https://huagongshe.com/reaction/558989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Aminomethyl-N-(2-furan-2-ylphenyl)-3,N-dimethylbenzamideHCID 57470787—
Reactant1-[2-(tert-Butyldimethylsilanyloxy)ethyl]-5-fluoro-3,4-dihydro-1H-quinoxalin-2-oneHCID 67000052—
Product4-[2-(tert-Butyldimethylsilanyloxy)ethyl]-8-fluoro-3-oxo-3,4-dihydro-2H-quinoxaline-1-carboxylic acid 4-[(2-furan-2-ylphenyl)methylcarbamoyl]-2-methylbenzylamideHCID 67000168—

Reaction Steps

A solution of 1-[2-(tert-butyldimethylsilanyloxy)ethyl]-5-fluoro-3,4-dihydro-1H-quinoxalin-2-one from Example 21E (110 mg, 0.34 mmol) and diisopropylethylamine (77 μl, 0.44 mmol) in THF (8.0 ml) and a solution of phosgene in toluene (20%, 233 μl, 0.44 mmol) were stirred together for 2 h. A solution of 4-aminomethyl-N-(2-furan-2-ylphenyl)-3,N-dimethylbenzamide from Example 21D (108 mg, 0.34 mmol) and diisopropylethylamine (77 μl, 0.44 mmol) in THF (5.0 ml) was added and the mixture was stirred for 18 h and evaporated in vacuo. The residue was directly in the next step of the synthesis as described in Example 21G.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063038B2
Source datasetuspto-grants-2011_11
ORD IDord-2e2e1e3287644e469e75573cdd0329bc
Source noteuspto-grants-2011_11