HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(2-Benzyloxy-5-bromo-benzyl)-5-Trifluoromethyl-1H-pyrazole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-Pyrazole-3-carboxylic acid, 5-(trifluoromethyl)-, ethyl ester | HCID 2726919 | — |
| Reactant | 1-(Benzyloxy)-4-bromo-2-(bromomethyl)benzene | HCID 11783220 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2-Benzyloxy-5-bromo-benzyl)-5-Trifluoromethyl-1H-pyrazole-3-carboxylic acid ethyl ester | HCID 86685694 | 67.7% |
Reaction Steps
To a solution of 5-trifluoromethyl-1H-pyrazole-3-carboxylic acid ethyl ester (0.114 g, 0.55 mmol) and 1-benzyloxy-4-bromo-2-bromomethyl-benzene (0.196 g, 0.55 mmol) in DMF (2 ml) cooled at RT under N2 atmosphere was added K2CO3 (0.19 g, 1.375 mmol) The mixture was stirred at RT overnight, then acidified with HCl (2M, aq.) and extracted with EtOAc. The organic layer was separated, washed with brine, dried (MgSO4) and evaporated to dryness. The residue was purified by MPLC (10 g SiO2 cartridge, eluent 90% iso-hexane-10% EtOAc) yielding 0.18 g of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859606B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-20b1429b548b44b5bfa2a91d6553e60d |
| Source note | uspto-grants-2014_10 |