Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromocyclopentane | HCID 8728 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 68429305 | HCID 68429305 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68432174 | HCID 68432174 | 68.9% |
Reaction Steps
4-Bromo-5-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-3(2H)-one (30 mg, 0.092 mmol) in N,N-dimethylformamide (0.9 mL) was mixed with bromocyclopentane (20 mg, 0.138 mmol) and potassium carbonate (19 mg, 0.138 mmol) at room temperature and stirred at 80° C. overnight. After cooling, the reaction solution was concentrated, mixed with water and extracted with ethyl acetate three times. The resulting organic layer was filtered through silica gel and evaporated under reduced pressure. The resulting residue was purified by silica gel chromatography (chloroform/ethyl acetate=1/1) to give the desired product (25 mg, 67% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08440666B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-f1a7e20b105a46f9876b75faf5200d4b |
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| Source note | uspto-grants-2013_05 |
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