HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 118432106, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | HCID 118431980 | HCID 118431980 | — |
| Catalyst | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118432106 | HCID 118432106 | 100.2% |
Reaction Steps
To a solution of 5-(5-bromo-thiophen-2-yl)-1-(2,4-difluoro-phenyl)-4,5-dihydro-1H-pyrazole-3-carbaldehyde (9.1 g, 22.4 mmol) prepared in Step 5 and CF3TMS (5.7 mL, 38.1 mmol) in tetrahydrofuran (100.0 mL), was slowly added a solution of TBAF (1.0 M, in tetrahydrofuran 0.5 mL, 0.5 mmol) at 0° C. The reaction mixture was stirred at room temperature for 1 hour and then a 6N hydrochloric acid solution was added thereto. The reaction mixture was stirred at room temperature for 1 hour and then extracted with ethyl acetate. The extract was washed distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 9.9 g of the titled compound as a yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376420B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d7e81be0adee42699d929ff06844ade4 |
| Source note | uspto-grants-2016_06 |