HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {1-[1-(4-Bromo-phenyl)-ethyl]-3,5-diethyl-1H-pyrazol-4-yl}-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | [1-(4-Bromo-phenyl)-ethyl]-hydrazine | HCID 12489386 | — |
| Reactant | Ethyl 4-oxo-3-propanoylhexanoate | HCID 50988004 | — |
| Reactant | 1,1-Dimethylethyl 4-oxo-3-propanoylhexanoate | HCID 86631165 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | {1-[1-(4-Bromo-phenyl)-ethyl]-3,5-diethyl-1H-pyrazol-4-yl}-acetic acid ethyl ester | HCID 66707671 | 86.3% |
Reaction Steps
To a solution of 4-oxo-3-propionyl-hexanoic acid ethyl ester (500 mg) (preparation analagous to that of 1,1-dimethylethyl 4-oxo-3-propanoylhexanoate in WO2007/141267) in methanol (20 ml) at room temperature was added [1-(4-bromo-phenyl)-ethyl]-hydrazine (0.75 g). After overnight stirring, water was added and the mixture extracted 3 times with ethyl acetate. The organic layer was separated; washed with water and brine solution, then dried and concentrated to afford 792 mg of the title compound. Retention time HPLC: 1.58 min (Method D), ESI mass spectrum: (Br) [M]+=393/395.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791272B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b98dad0bbace4ecd99748fe456f93128 |
| Source note | uspto-grants-2014_07 |