HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238370Generated: October 25, 2026
Ethanol → 2-Methyl-1'H,2H-3,4'-bipyrazole
https://huagongshe.com/reaction/238370
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Iodo-1-methyl-1H-pyrazole | HCID 13334065 | — |
| Reactant | 1-tert-Butoxycarbonyl-1H-pyrazole-4-boronic acid | HCID 44118675 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Methyl-1'H,2H-3,4'-bipyrazole | HCID 136387776 | 32.9% |
Reaction Steps
Under a nitrogen atmosphere, a mixture of 5-iodo-1-methyl-1H-pyrazole (750 mg), [1-(tert-butoxycarbonyl)-1H-pyrazol-4-yl]boronic acid (1.27 g), tetrakis(triphenylphosphine)palladium(0) (209 mg), 2 M sodium carbonate aqueous solution (3.6 mL), ethanol (3.6 mL) and toluene (7.2 mL) was stirred at 100° C. for 14 hours. Thereafter, water was added to the reaction solution, and the obtained mixture was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and was then concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=4:1 to 0:10), so as to obtain the title compound (176 mg) in the form of a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642626B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-a540602f3ca5468981ff4c7803c95013 |
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| Source note | uspto-grants-2014_02 |
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