Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2,4-Dichloro-3-(trifluoromethyl)pyridine | HCID 45588361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57459601 | HCID 57459601 | 33% |
Reaction Steps
To a suspension of NaH (0.487 g, 12.732 mmol, 60% mineral oil) in DMF (50 ml) cooled at 0° C., was added benzyl alcohol (1.262 ml, 12.2 mmol). The resulting mixture was stirred for 2 min. Then, intermediate compound D6 (2.5 g, 11.575 mmol) was added. The resulting reaction mixture was gradually warmed to room temperature and stirred for 1 h. The reaction mixture was quenched with water and extracted with Et2O. The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; Heptane/DCM gradient as eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D7 (1.1 g, 33%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946205B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-d68676c6327241b5bad5fb94f9f2b678 |
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| Source note | uspto-grants-2015_02 |
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