Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 67363376 | HCID 67363376 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67362031 | HCID 67362031 | 61% |
Reaction Steps
610 mg (1.9 mmol) of 5-(3,3-dimethyl-2-oxo-butoxy)-1-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid were dissolved in 20 ml of dry THF under argon and cooled to 0° C. 1.4 ml of a 3 M solution of methylmagnesium bromide in diethyl ether (4.2 mmol) were added over 10 min. The mixture was allowed to reach room temperature overnight and then diluted with 50 ml of water and 30 ml of EA. After phase separation, the aqueous phase was adjusted to pH=3 by addition of 1 M hydrochloric acid. The precipitate which formed was dissolved by addition of 40 ml of DCM, the organic phase was separated, dried over sodium sulfate and evaporated. 390 mg (61%) of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08664257B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-7070a1938f0e46f18e4811e583ab4075 |
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| Source note | uspto-grants-2014_03 |
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