Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 136146567 | HCID 136146567 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136146569 | HCID 136146569 | 95.8% |
Reaction Steps
A solution of 3-(2,6-difluoro-3-methoxyphenyl)-4H-[1,2,4]oxadiazol-5-one (0.09 g, 0.39 mmol) in DCM (3 ml) was cooled to −78° C. followed by addition of BBr3 (0.10 ml, 1.18 mmol). The reaction mixture was stirred at 25° C. for 2 h. After the completion of the reaction mixture (TLC monitoring), solution of NaHCO3 (20 ml) was added at 0° C. and extracted with ethyl acetate (3×50 ml). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by column chromatography on silica (60-120 M) using ethyl acetate/hexane (50:50) as the eluent to provide the title compound as white solid (0.08 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415383B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-c6cefd81fa974994b69d69679d36809b |
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| Source note | uspto-grants-2013_04 |
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