Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 117759857 | HCID 117759857 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 117759967 | HCID 117759967 | 44.4% |
Reaction Steps
To a suspension of lithium aluminum hydride (93 mg) in diethyl ether (5.0 mL) was added a solution of ethyl 5-(2-fluoro-5-methoxyphenyl)-4-isobutoxypyrimidine-2-carboxylate (284 mg) in diethyl ether (2.0 mL) at 0° C., and the mixture was stirred for 10 min. To the reaction mixture were added water and aqueous sodium hydroxide solution, and the resulting white precipitate was filtered off. The solvent in the filtrate was evaporated under reduced pressure, and the residue was dissolved in toluene (2.0 mL) and THF (1.0 mL). To the obtained solution was added 2,3-dichloro-5,6-dicyano-p-benzoquinone (277 mg), and the mixture was stirred at room temperature for 20 min. The solvent in the reaction mixture was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (111 mg) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181186B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-0b42a5f7281b4ad2b8b77295c0eda731 |
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| Source note | uspto-grants-2015_11 |
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