Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | (trans)-Tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate | HCID 52324471 | — |
| Reactant | 8-Quinolinol, 2-(6-fluoro-1,2,4-triazolo[4,3-a]pyridin-3-yl)- | HCID 136337806 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131731012 | HCID 131731012 | 81% |
Reaction Steps
A mixture of (trans)-tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (24 mg, 0.0807 mmol), 2-(6-fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ol (23.8 mg, 0.0850 mmol) and Cs2CO3 (55.4 mg, 0.170 mmol) in DMA (425 μl, 0.0850 mmol) was heated to 90° C. for 16 hours. The mixture was transferred to a reparatory funnel and diluted with EtOAc and water. The mixture was then extracted with EtOAc, and the combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated to a residue under reduced pressure to give the product without further purification (33 mg, 81% yield). MS APCI (+) m/z 481.9 (M+1) detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575145B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-6770fd0a05f64eb0abd31fcdf87716a2 |
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| Source note | uspto-grants-2013_11 |
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