Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | (5-Amino-2H-pyrazol-3-yl)-acetic acid | HCID 16221512 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86587208 | HCID 86587208 | — |
Reaction Steps
A solution consisting of 398 mg of 5-carboxymethyl-3-aminopyrazole (synthesized as described above for the 5-ethyl analog, by use of MeOH rather than EtOH in the esterification) and 440 mL of pyridine in 5 ml of anhydrous dioxane was cooled to 0° C. To this solution was slowly added 621 mL of 2-methylpropanoyl chloride. The reaction was allowed to stir at room temperature for two hours, diluted with 25 ml of chloroform and extracted once against 15 ml of 1 M HCl followed by 15 ml of saturated NaHCO3. The organic layer was isolated and dried over MgSO4 and the solvent was removed under vacuum. The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06610724B2 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-da323b9eef1a4cdc959845fdb22f6eeb |
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| Source note | uspto-grants-2003_08 |
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