HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 59539022, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | 4-Hydroxymethylpyrazolo[1,5-a]pyridine-2-carboxylic acid ethyl ester | HCID 59538960 | — |
| Reactant | Jones' reagent | HCID 131709961 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59539022 | HCID 59539022 | — |
Reaction Steps
A 2.65 M solution of the Jones reagent (28 mL) is added dropwise over 40 min to a solution of 4-hydroxymethylpyrazolo[1,5-a]pyridine-2-carboxylic acid ethyl ester (5.30 g, 24.1 mmol) and acetone (240 mL) under air cooled by a water bath. After 20 min, isopropanol (3 mL) is added dropwise. After stirring for 30 min, the blue-green mixture is filtered (acetone rinse). The organics are concentrated under reduced pressure. The residue is dissolved in water. Et2O is added and the mixture is stirred for 15 min. The resulting solid is collected by filtration. The filtrate is dried to afford the title compound as a tan solid. LC-MS m/z (M+Na+): 257.02§.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580812B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-222cfdd8aa1c4e9ab565590267aa5232 |
| Source note | uspto-grants-2013_11 |