HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylate | HCID 46739259 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid | HCID 86692496 | 78.8% |
Reaction Steps
To a solution of 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1 g) in tetrahydrofuran (5 ml) were added 4 N aqueous solution of sodium hydroxide (5 ml) and water (5 ml), and stirred at room temperature overnight. After completion of the reaction, the organic solvent was evaporated in vacuo, then water and diethyl ether were added thereto, and the aqueous layer was separated. To the aqueous layer was added concentrated hydrochloric acid under ice-cooling to adjust the layer to pH 5, the precipitated solid was collected by filtration, and dried at 60° C. under air blow to give the titled compound (710 mg) as a white solid. MS (ESI) m/z: 256 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150555B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0e9563b88a6d4873b23b054302dcc170 |
| Source note | uspto-grants-2015_10 |