Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183974Generated: October 31, 2026

Water → HCID 22473534, compound

https://huagongshe.com/reaction/2183974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantChloropyrazineHCID 73277—
Reactant2-Fluoro-5-nitrophenylboronic acid, pinacol esterHCID 3833297—
CatalystCID 53485975HCID 53485975—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 22473534HCID 22473534—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a degassed mixture of 2-chloropyrazine (1.01 g, 8 mmol), 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (2.36 g, 8.84 mmol) and potassium phosphate (6.3 g, 30 mmol) in 1,4-dioxane (30 ml) was added dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (0.11 g) and the mixture stirred for 15 h at 90° C. The reaction was cooled to ambient temperature, poured into water (100 ml) and extracted with ethyl acetate (4×50 ml). The combined organic phases were dried over anhydrous sodium sulfate, filtered and evaporated to dryness. Purification by chromatography on silica gel eluting with 50% dichloromethane in isohexane then ethyl acetate gave 2-(2-fluoro-5-nitrophenyl)pyrazine: m/z (ES+) 220 (M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900215B2
Source datasetuspto-grants-2005_05
ORD IDord-9ae564b482ac4e399f48f2ef73b1f6bc
Source noteuspto-grants-2005_05