Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 53875970 | HCID 53875970 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 53920834 | HCID 53920834 | 62.7% |
Reaction Steps
1-[3-(2-Phenylpyrazolo[1,5-a]pyridin-3-yl)acryloyl]2-hydroxymethylpiperidine (trans isomer) (0.50 g) was added to a stirred solution of acetic anhydride (0.16 g) in pyridine (5 ml) at room temperature, and stirred at room temperature for 3 hours. Ethyl acetate was added to the reaction mixture and washed with 1 N aqueous sodium hydroxide solution, water and saturated sodium chloride aqueous solution, then dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (50 g) with a mixture of chloroform and acetone (20:1) as an eluent. The fractions containing the objective compound were combined and evaporated in vacuo to give 1-[3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)acryloyl]-2-acetoxymethylpiperidine (trans isomer) (0.35 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05102878 |
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| Source dataset | uspto-grants-1992_04 |
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| ORD ID | ord-49d032ec7d914484b0e0f089514f0acf |
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| Source note | uspto-grants-1992_04 |
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