HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 61188Generated: November 1, 2026
Cesium fluoride → HCID 117727669, compound
https://huagongshe.com/reaction/61188
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | 2-(Tributylstannyl)pyrimidine | HCID 2763251 | — |
| Reactant | 2-(((2S,3R)-1-(4-Fluoro-2-iodobenzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione | HCID 117727980 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117727669 | HCID 117727669 | 81% |
Reaction Steps
A mixture of 2-(((2S,3R)-1-(4-fluoro-2-iodobenzoyl)-3-methylpiperidin-2-yl)methyl)isoindoline-1,3-dione (0.51 g, 1.0 mmol), 2-(tributylstannyl)pyrimidine (0.406 g, 1.1 mmol), CsF (0.304 g, 2.0 mmol), CuI (0.019 g, 0.1 mmol) and Pd(PPh3)4 (0.116 g, 0.1 mmol) in DMF (5 mL) was degassed and heated at 100° C. for 16 h. The solvent was removed in vacuo to obtain the crude which was purified by silica gel chromatography (0˜100% EtOAc/hexanes) to yield the title compound as a white solid (0.370 g, 81%). MS (ESI) 459 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09440982B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-dbb5a9bc3bc840fbbadd62c87f3b95fa |
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| Source note | uspto-grants-2016_09 |
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