HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384050Generated: October 30, 2026
Hydrazine → 2-(6-(1H-pyrazolo[3,4-b]pyridin-4-yl)pyridin-2-yl)-2-methylpropanenitrile
https://huagongshe.com/reaction/384050
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | 2-(2'-Chloro-3'-formyl-2,4'-bipyridin-6-yl)-2-methylpropanenitrile | HCID 57969757 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Product | 2-(6-(1H-pyrazolo[3,4-b]pyridin-4-yl)pyridin-2-yl)-2-methylpropanenitrile | HCID 42611189 | 22% |
Reaction Steps
A mixture of 2-(2′-chloro-3′-formyl-2,4′-bipyridin-6-yl)-2-methylpropanenitrile (71 mg, 0.25 mmol) and 1M solution of hydrazine in tetrahydrofuran (3 ml) was heated under microwave irradiation at 140° C. for 20 minutes. The mixture was cooled down to room temperature, diluted with ethanol (1 ml) and hydrazine hydrate (1 ml) was added. The reaction mixture was heated under microwave irradiation at 160° C. for 30 minutes. The mixture was cooled down to room temperature, partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulfate, filtered and evaporated to dryness. The residue was purified on silica gel by flash column chromatography to afford the title compound as a white solid (14.6 mg, 22% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367697B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-1e0d1dac5a334016833ecf0f906ed54d |
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| Source note | uspto-grants-2013_02 |
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