HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57348Generated: October 29, 2026
Dimethyl Sulfoxide → (R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one
https://huagongshe.com/reaction/57348
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | (R)-3-(2-chloropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one | HCID 90415843 | — |
| Solvent | Water | HCID 962 | — |
| Product | (R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one | HCID 90416779 | 87.5% |
Reaction Steps
To a microwe vial with stir bar was added (R)-3-(2-chloropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one (145 mg, 0.56 mmol), potassium fluoride (327 mg, 5.63 mmol) and DMSO (4 mL). Vial capped and heated to 120° C. in a sand bath for 3 hr. Reaction mixture was then cooled to room temperature, diluted with water and aqueous mixture extracted with EtOAc. The Organic phases were combined and washed with water, brine, dried (Na2SO4), filtered and concentrated to afford a white crystalline of (R)-3-(2-fluoropyrimidin-4-yl)-4-((R)-1-methoxyethyl)oxazolidin-2-one (117 mg, 0.49 mmol, 86% yield). LCMS m/z 242.1 (M+H)+, Rt 0.63 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434719B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-6258fd54faf349dea27c33630c073763 |
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| Source note | uspto-grants-2016_09 |
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