Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 58075698 | HCID 58075698 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58075658 | HCID 58075658 | — |
Reaction Steps
To a solution of 2,4-dichloro-6-(1-phenylvinyl)pyrimidine-5-carbaldehyde (200 mg) in THF (3.6 mL) at −78 C. was added vinylmagnesium bromide (0.79 mL, 1M solution in THF) dropwise, and the reaction mixture was stirred at −78° C. for 20 min. Saturated NH4Cl was added followed by ethyl acetate, the aqueous layer was extracted with ethyl acetate (×3), and the combined organic layers were dried over anhydrous sodium sulfate and then filtered. The filtrate was concentrated in vacuo to give the title compound (156 mg) as a colorless oil. The crude product was used directly for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486952B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-25e0723f52a041b6895a18cde0e6740f |
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| Source note | uspto-grants-2013_07 |
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