Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzylhydrazine dihydrochloride | HCID 146540 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Cyclopropyl(2-fluoro-4-hydroxyphenyl)methanone | HCID 59370759 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 1-Benzyl-3-cyclopropylindazol-6-ol | HCID 135869942 | — |
Reaction Steps
Cyclopropyl(2-fluoro-4-hydroxyphenyl)methanone (6.51 g) which can be prepared according to the method described in Reference example 2, etc., sodium acetate (14.3163 g; manufactured by Wako Pure Chemical Industries, Ltd.), and benzylhydrazine-dihydrochloride (10.72 g; manufactured by Sigma-Aldrich Co.) were suspended in xylene (180 mL). By using a dean-stark apparatus, the mixture was stirred overnight at reflux. After cooling to room temperature, the mixture was added with water and extracted twice with ethyl acetate. The organic layer was washed twice with water and brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, insoluble matters were dissolved by adding n-hexane to the residue and the title compound was obtained as a crude product (10.97 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304443B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-e6d56046c6a6436a87da81b9d8fd5283 |
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| Source note | uspto-grants-2012_11 |
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