Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 10315480 | HCID 10315480 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58860854 | HCID 58860854 | — |
Reaction Steps
BBr3 (2.5 mL of a 1.0M solution in CH2Cl2, 2.5 mmol) was added to a stirred solution of (E)-2-(4-methoxyphenyl)-3-(tetrahydropyran-4-yl)-N-thiazol-2-ylacrylamide (EXAMPLE 13, 340 mg, 984 μmol) in anhydrous CH2Cl2 (20 mL) at −78° C. After 1 h, the mixture was allowed to warm to 20° C. over a period of 24 h. CH2Cl2 (100 mL) was added, then the mixture was washed with H2O (20 mL) and brine (20 mL), before being dried (MgSO4). Filtration, solvent evaporation, and column chromatography (CH2Cl2-MeOH, 50:1) furnished the title compound: RTB=1.27 min; m/z (ES+)=331.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07214681B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-2d00340531364a2285aa3b2d6a715eb1 |
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| Source note | uspto-grants-2007_05 |
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