Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidine | HCID 4184869 | — |
| Reactant | 5-Methyl-1H-indazole | HCID 12639189 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86717603 | HCID 86717603 | — |
Reaction Steps
To a solution of 5-methylindazole (901 mg) in DMF (10 mL) was added sodium hydride (327 mg) at 0° C., and the mixture was stirred with heating at 40° C. for 30 minutes. To the reaction solution was added tert-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate (2.28 g), and the mixture was stirred with heating at 90° C. for 19 hours. Then, the mixture was partitioned between ethyl acetate and water, and the organic layer was washed with brine and dried over Na2SO4. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:5 as the eluting solvent) to give Compound Q1 (1.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051295B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-53e1640632fc4caea40214773552ebbd |
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| Source note | uspto-grants-2015_06 |
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