Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 66684104 | HCID 66684104 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86684773 | HCID 86684773 | 59.3% |
Reaction Steps
To the solution of 3-((S)-3-bromo-6-cyclohexyl-2-oxo-piperidin-1-yl)-5-(3,3-dimethyl-but-1-ynyl)-thiophene-2-carboxylic acid methyl ester (78 mg, 0.16 mmol, 1 equiv.) in DMF (1.0 mL) was added NaN3 (12 mg, 0.19 mmol, 1.2 equiv) and the resulting mixture was stirred at 65° C. for 18 hours. The solvent was then removed under vacuum. The residue was purified by silica gel column chromatography (EtOAc/Heptane, 10%˜60%) to give product 42 mg (yield 56%). MS: 442 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09040690B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-eb544e69f5854ed4a2907c7ccebaa80f |
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| Source note | uspto-grants-2015_05 |
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