Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tert-butyldicarbonate | HCID 22064466 | — |
| Reactant | HCID 178442320 | HCID 178442320 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23003068 | HCID 23003068 | 102% |
Reaction Steps
889 mg (4.074 mmol) of tert-butyl pyrocarbonate are added at 0° C. to a suspension of 1.20 g (3.395 mmol) of 5(2,6-dimethyl-4-nitrophenoxy)-3-pentyl-1H-indazole (Example XX), 378 mg (3.735 mmol) of triethylamine and 41 mg (0.340 mmol) of 4-dimethylaminopyridine in 5 ml of tetrahydrofuran and 5 ml of acetonitrile and the mixture is stirred at room temperature for 30 min. The reaction mixture is then freed from the solvent in vacuo, taken up with ethyl acetate, and the organic phase is washed once each with 1N hydrochloric acid, satd sodium hydrogencarbonate solution and satd. sodium chloride solution, dried over sodium sulphate, freed from the solvent in vacuo and purified on silica gel using methylene chloride. 1.57 g (92% of theory) of 1-tert-butoxycarbonyl-5-(2,6-dimethyl-4-nitrophenoxy)-3-pentyl-1H-indazole are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06608049B2 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-d613fb76d79f4b7c89e1118a3e167915 |
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| Source note | uspto-grants-2003_08 |
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