Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 58027029 | HCID 58027029 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178498468 | HCID 178498468 | 54% |
Reaction Steps
Methyl 2-(2-methoxypyridin-3-yl)-5-nitrobenzoate (Reference Compound No. 1-3-(1), 200 mg, 0.694 mmol) was dissolved in anhydrous dichloromethane (2 mL), then boron tribromide (118 μL, 1.25 mmol) was added thereto at −78° C. The reaction mixture was stirred at 0° C. for 3 hours, and then poured into ice-water (30 mL). Ethyl acetate (50 mL) was added, and then separated. The organic layer was washed with saturated brine (50 mL), dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (102 mg) as a yellow solid. (Yield 54%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420635B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-2b8262cb0c414cb08f8238967d3b0840 |
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| Source note | uspto-grants-2013_04 |
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