Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-2',4'-difluoroacetophenone | HCID 2774185 | — |
| Reactant | HCID 178479147 | HCID 178479147 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57929898 | HCID 57929898 | 26.7% |
Reaction Steps
The oxazolidin-2-imine hydrochloride (TCI, 5.00 g, 40.8 mmol) and 2-bromo-1-(2,4-difluorophenyl)ethanone (7.99 g, 34.0 mmol, Example #8, Step A) were dissolved in DMF (34.7 mL) then Na2CO3 (9.01 g, 85.0 mmol) was added. The mixture was stirred for about 15 min and then it was heated to about 80° C. for about 5 h. The mixture was cooled then filtered and the filtrate was concentrated under reduced pressure. The material was purified by flash chromatography on silica gel using DCM/EtOAc (gradient 1:0 to 0:1) to give the title compound (2.02 g, 26%): LC/MS (Table 1, Method g) Rt=1.94 min; MS m/z: 223.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188083B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-cffc04ff4fe04ff3a1cc054fdb899ef8 |
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| Source note | uspto-grants-2012_05 |
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