Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 22326907 | HCID 22326907 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69318448 | HCID 69318448 | 61% |
Reaction Steps
The 2-chloropyrimidinyl ether intermediate (500 mg, 0.896 mmol) (see Example 1), vinyltributyltin (600 mg, 1.89 mmol), BHT (20 mg), and (PPh3)4Pd (50 mg, 0.045 mmol) were suspended in degassed toluene (10 mL) under argon and heated to 115° C. for 3 h. The reaction mixture was cooled, diluted with EtOAc (100 mL), washed with brine (10 mL), and dried over MgSO4. Silica gel chromatography (gradient elution, 0% to 80% EtOAc in hexanes) provided the desired 2-vinylpyrimidinyl ether intermediate (302 mg, 61%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07335657B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-e2d370a3ad214d02b44a9a40f9800935 |
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| Source note | uspto-grants-2008_02 |
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