HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 135482330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-(3-chlorophenyl)acetate | HCID 8063366 | — |
| Reactant | 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide | HCID 11701191 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 135482330 | HCID 135482330 | — |
Reaction Steps
Under argon, 180 mg (0.91 mmol) of 5-amino-1-cyclopentyl-1H-pyrazole-4-carboxamide and 575 mg (2.72 mmol; 3 equiv.) of ethyl (3-chlorophenyl)acetate are introduced into 3.5 ml of absolute ethanol. At 0° C., 127 mg of sodium hydride (60% dispersion in mineral oil; 3.18 mmol; 3.5 equiv.) are slowly added in a countercurrent of argon. The resulting mixture is slowly warmed and stirred under reflux for 18 h. The mixture is worked up by adding 50 ml of water and extracted several times with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated in vacuo. The crude product is purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158633B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-31b26db9e03744e59abc79ad8d68d153 |
| Source note | uspto-grants-2012_04 |