HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095746Generated: October 27, 2026
Cesium carbonate → Tert-butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate
https://huagongshe.com/reaction/1095746
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Tert-butyl cis-3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate | HCID 52324470 | — |
| Reactant | 2-(7-(Pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-ol | HCID 66781509 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl trans-3-fluoro-4-(2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yloxy)piperidine-1-carboxylate | HCID 66781535 | 46% |
Reaction Steps
A mixture of 2-(7-(pyridin-3-yl)imidazo[1,2-a]pyridin-3-yl)quinolin-8-ol (30.2 mg, 0.089 mmol), tert-butyl cis-3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (39.8 mg, 0.134 mmol) and Cs2CO3 (43.6 mg, 0.134 mmol) in DMA (7.78 mg, 0.089 mmol) was heated to 100° C. for 1 hour. The reaction mixture was cooled to ambient temperature and diluted with water and EtOAc. The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by preparative TLC, eluting with 10% MeOH 0.5% NH4OH in DCM to provide the desired product (22 mg, 46% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138181B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-2625319addc44996880546f069b665da |
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| Source note | uspto-grants-2012_03 |
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