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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771148Generated: November 3, 2026

Tetrahydrofuran → HCID 89484871, compound

https://huagongshe.com/reaction/1771148

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantN-methoxy-N-methylquinoxaline-6-carboxamideHCID 59208155—
ReactantHCID 131734651HCID 131734651—
ReactantButyllithiumHCID 178418339—
ProductHCID 89484871HCID 8948487130.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of tert-butyl(2,4-difluorophenyl) carbonate (2.3 g, 10 mmol, 1.2 eq.) in THF (50 mL) cooled at −78° C. was added n-BuLi (6.25 mL, 15 mmol, 1.8 eq.) dropwise. The resulting mixture was stirred at −78° C. for 30 min, then a solution of N-methoxy-N-methylquinoxaline-6-carboxamide (1.8 g, 8.7 mmol, 1.0 eq.) in THF (20 mL) was added dropwise. The resulting mixture was stirred at −78° C. for 1 h, then quenched by the addition of NH4Cl solution. The mixture was extracted with EA (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated. The residue was purified via flash column (PE/EA=3/1, v/v) to afford tert-butyl (2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl) carbonate as yellow foam (1.06 g, 30.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249111B2
Source datasetuspto-grants-2016_02
ORD IDord-21b8d4ed00bd47358b6e8ae6f88afb1e
Source noteuspto-grants-2016_02