Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | HCID 57467590 | HCID 57467590 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67360689 | HCID 67360689 | 56.2% |
Reaction Steps
To a 0° C. mixture of 29.1 (2.2 g, 7.9 mmol) in THF (20 mL) was added pyridine (1.56 g, 19.8 mmol) followed by pivaloyl chloride (0.96 g, 7.9 mmol) (commercially available from Sigma-Aldrich, St. Louis, Mo., USA). The resulting solution was stirred at 0-25° C. overnight and was then quenched with water and treated with 2.0 N HCl (15 mL). The mixture was extracted with EtOAc (3×30 mL). The organic layers were combined and washed with water (10 mL) and brine (10 mL). After removal of organic solvents under reduced pressure, purification of the residue by flash chromatography on silica gel with 0-65% EtOAc/hexanes for elution gave 29.2 as white solid (1.60 g, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748462B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-e61d32afcfa341e5887db70e2d37e3c5 |
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| Source note | uspto-grants-2014_06 |
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