HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603442Generated: October 30, 2026
Cesium carbonate → HCID 59300455, compound
https://huagongshe.com/reaction/603442
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methyl-6-ethyl-3-hydroxypyridine | HCID 170653 | — |
| Reactant | HCID 86644241 | HCID 86644241 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59300455 | HCID 59300455 | 63.5% |
Reaction Steps
6-Ethyl-2-methyl-3-pyridinol (40.6 mg, 0.30 mmol) and [(1S)-5-(3-bromopropoxy)-2,3-dihydro-1H-inden-1-yl]acetate (101.0 mg, 0.30 mmol) (Example 45) were dissolved in DMF (4 mL) and cesium carbonate (193 mg, 0.59 mmol) and 4 drops of water were added. The mixture was stirred at rt for 16 h. The DMF was removed in vacuo and the residue was suspended in EtOAc and filtered. This filtrate was concentrated to give the pure title compound as a yellow oil (73 mg, 62%) which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ 7.08-6.99 (m, 2H), 6.90 (d, 1H), 6.78 (s, 1H), 6.62 (dd, 1H), 4.20-4.08 (m, 4H), 3.72 (s, 3H), 3.58-3.48 (m, 1H), 2.96-2.70 (m, 6H), 2.51-2.34 (m, 4H), 2.30-2.23 (m, 2H), 1.80-1.68 (m, 1H), 1.21 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07906653B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-87a35d9d810d4d33943f20e584c37fc8 |
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| Source note | uspto-grants-2011_03 |
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