Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 15485213 | HCID 15485213 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15485215 | HCID 15485215 | 71% |
Reaction Steps
To a solution of N-[2-(4-n-butyl-1-piperazinyl)-ethyl]-1H-indazole-3-carboxamide (0.42 g) obtained in Example 10 in THF (10 ml) were successively added cyclopentanol (0.16 g), triphenylphosphine (0.41 g) and diethyl azodicarboxylate (0.36 g) under ice-cooling, and then the mixture was stirred at room temperature for 22 hours. The residue obtained by concentration of the reaction solution was purified by silica gel column chromatography (methylene chloride:ethyl acetate=1:1-chloroform:methanol:aqueous ammonia=10:1:0.05) to give a fraction (0.47 g) containing the title compound. This fraction was separated by thin-layer chromatography on silica gel (chloroform:methanol:aqueous ammonia=10:1:0.1) to give the title compound (0.36 g) as a pale yellow oily substance. Yield=71%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05945434 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-3a3b94276f1845c7b47c21b826ed8e26 |
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| Source note | uspto-grants-1999_08 |
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