Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Triethyl methanetricarboxylate | HCID 80471 | — |
| Reactant | HCID 11770875 | HCID 11770875 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21183034 | HCID 21183034 | 25% |
Reaction Steps
Triethoxycarbonylmethane (1.53 g) was dissolved into DMF (20 ml), and, after adding sodium hydride (0.28 g), the mixture was stirred for 0.5 hours at room temperature. 3-(2-Bromo-propionyl)-2-isopropylpyrazolo[1,5-a]pyridine (1.77 g) was added and the mixture was stirred for 1 hour at room temperature, and then further stirred for 7 hours by heating to 80 to 100° C. Saturated aqueous solution of ammonium chloride was added to the reaction liquor, which was diluted with water, then extracted with ether. After the organic layer was washed with water and with saturated brine and dried over anhydrous sodium sulfate, solvent was distilled off under reduced pressure and the residue was purified by means of silica gel column chromatography (developing solvent, ethyl acetate:n-hexane=1:2) to obtain aimed product (0.67 g) as a yellow oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06265577B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-a4a9dd2880374eab85cbbe13517ae9aa |
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| Source note | uspto-grants-2001_07 |
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