HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → ethyl 5-[(3-methoxypropyl)amino]-1-phenyl-1H-pyrazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate | HCID 85270 | — |
| Reactant | 1-Bromo-3-methoxypropane | HCID 524551 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 5-[(3-methoxypropyl)amino]-1-phenyl-1H-pyrazole-4-carboxylate | HCID 59625449 | 66.9% |
Reaction Steps
Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (1.26 g) was dissolved in DMF (10 ml), NaH (0.25 g) was added under ice-cooling, and the mixture was stirred at room temperature for 30 min. 1-Bromo-3-methoxypropane (0.83 g) was added to the reaction mixture under ice-cooling, and the mixture was stirred at 60° C. for 1 hr. The reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:10-4:6) was concentrated under reduced pressure to give the object compound (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329691B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-02fbfb1f3dab4070894e3fb340e8526f |
| Source note | uspto-grants-2012_12 |