Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Chloropyrazine | HCID 73277 | — |
| Reactant | 2-Fluoro-5-nitrophenylboronic acid, pinacol ester | HCID 3833297 | — |
| Catalyst | CID 53485975 | HCID 53485975 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 22473534 | HCID 22473534 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06900215B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-9ae564b482ac4e399f48f2ef73b1f6bc |
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| Source note | uspto-grants-2005_05 |
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