Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone | HCID 11594370 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 44443103 | HCID 44443103 | — |
Reaction Steps
To a solution of dry acetonitrile (0.4 mL) in THF (10 mL) at −78° C. was added n-BuLi (2.9 mL of 2.5 M in hexanes). The resulting mixture was stirred for 45 min. at −78° C. To the solution was then added a solution of 1-(5,6-dichloro-1H-benzoimidazol-2-yl)-2,2,2-trifluoro-ethanone (930 mg) in THF (5 mL). The resulting mixture was stirred at −78° C. for 1 hr. The reaction was quenched with NH4Cl (aq) and the resulting mixture extracted with EtOAc. The combined extracts were washed with brine and dried over Na2SO4. The resulting crude material was purified by column chromatography (SiO2; 0-15% ethyl acetate/hexanes) to yield the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802865B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-7be67e758901463780a21840c75c352d |
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| Source note | uspto-grants-2014_08 |
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