HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178472238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | Monoethyl malonate | HCID 70615 | — |
| Reactant | HCID 178469278 | HCID 178469278 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 178472238 | HCID 178472238 | — |
Reaction Steps
To a solution of ethyl 5-aminopyrazole-3-carboxylate (5.00 g, 26.1 mmol) and ethyl hydrogen malonate (3.62 g, 27.4 mmol) in pyridine (130 mL) was added N,N′-diisopropylcarbodiimide (4.28 g, 33.9 mmol) at 0° C. After being stirred at same temperature, the reaction mixture was poured into water. The mixture was extracted with ethyl acetate and the organic layer was washed with saturated brine, dried over sodium sulfate, filtrated and concentrated in vacuo. The crude was purified by silica gel column chromatography (chloroform to chloroform:methanol=19:1) and triturated with diisopropyl ether to give ethyl 5-[(3-ethoxy-3-oxopropanoyl)amino]-1H-pyrazole-3-carboxylate. MS (APCI): m/z 270 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969376B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-b5a3829d4c94486f8f1687c42961552e |
| Source note | uspto-grants-2015_03 |