HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710046Generated: October 29, 2026
Phenol → (S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-(phenoxymethyl)-1,3,4-oxadiazol-2-yl)pyrrolidin-1-yl)ethanone
https://huagongshe.com/reaction/710046
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-(5-(1-(2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)acetyl)pyrrolidin-2-yl)-1,3,4-oxadiazol-2-yl)methyl methanesulfonate | HCID 86706759 | — |
| Solvent | Water | HCID 962 | — |
| Product | (S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-(phenoxymethyl)-1,3,4-oxadiazol-2-yl)pyrrolidin-1-yl)ethanone | HCID 60202714 | 97.6% |
Reaction Steps
To a DMF (1.0 mL) solution of the compound (32.5 mg) obtained in Example 9-(6) and phenol (13 mg), K2CO3 (37 mg) was added and the mixture was stirred at 50° C. for 3.5 hours. The reaction mixture was added to water (20 mL) and the organic layer extracted with AcOEt (20 mL×2) was dried (MgSO4), filtered and concentrated to give a crude product, which was further purified by silica gel chromatography (AcOEt/hexane) to give the titled compound (31.6 mg, colorless amorphous.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181229B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-2a6c891141924db0aa5504d315b12518 |
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| Source note | uspto-grants-2015_11 |
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