Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | TBAF tetrahydrofuran | HCID 11078149 | — |
| Reactant | HCID 45280131 | HCID 45280131 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 135869959 | HCID 135869959 | 96% |
Reaction Steps
Tert-butyl6-(tert-butyldiphenylsilyloxy)-3-cyclobutylindazole-1-carboxylate (12.26 g) which can be prepared according to the method described in Reference example 13, etc. was dissolved in THF (83 mL; manufactured by Kanto Chemical Co., Inc.). Then, 1 mol/L-TBAF-THF solution (46 mL) was added and the mixture was stirred for 1 hour at room temperature. To the reaction solution, water and brine were added and extraction was carried out three times with ethyl acetate. The organic layer was washed with water and brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate=95:5→74:26) to obtain the title compound (6.4457 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-a199b34ca49644e48a044785ee7d7016 |
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| Source note | uspto-grants-2012_11 |
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