Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Tin atom | HCID 5352426 | — |
| Reactant | (E)-3-[2-(2-nitrophenyl)vinyl]-1H-indazole | HCID 68999900 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69001756 | HCID 69001756 | 84% |
Reaction Steps
(E)-3-[2-(2-nitrophenyl)vinyl]-1H-indazole (4 g, 15.08 mmol) obtained in Example 1 was dissolved in ethanol (68 mL), and the solution was added with tin (3.85 g, 32.40 mmol) and concentrated hydrochloric acid (34 mL, 400 mmol) under ice-cooling, followed by stirring at 40° C. for 3 hours. To the reaction mixture, 6 mol/L aqueous sodium hydroxide solution was added to neutralize the mixture under ice-cooling. Then the mixture was filtered. The filtrate was added with saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and then the solvent was evaporated under reduced pressure. The residue was triturated in ethyl acetate to obtain Compound 2 (2.98 g, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605272B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-1945d9d85449493e9e5d16ae1e177062 |
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| Source note | uspto-grants-2009_10 |
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