Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 23025706 | HCID 23025706 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23025571 | HCID 23025571 | 92.3% |
Reaction Steps
To a mixture of 3-(6-bromobenzoxazol-2-yl)benzamide (Compound of Example 253) (1.09 g), pyridine (0.41 g) and N,N-dimethyl formamide (20 ml) was added dropwise oxalyl chloride (0.52 g) at 0° C., and the mixture was stirred at 0° C. for 50 minutes. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with 1 N hydrochloric acid, water, a saturated aqueous solution of sodium bicarbonate and water, successively, and dried over MgSO4. The solvent was distilled off under reduced pressure, and the resulting crystals were collected by filtration to obtain 3-(6-bromobenzoxazol-2-yl)benzonitrile (949 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622479B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-982393458c9e4a7b8d35d68f156be9e8 |
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| Source note | uspto-grants-2009_11 |
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