HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(3-{2,2,2-Trifluoro-1-[1-(4-fluorophenyl)-1H-benzotriazol-5-yl]-1-hydroxyethyl}indol-1-yl)propane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-[1-(2,2-Dimethyl-1,3-dioxolan-4-ylmethyl)-1H-indol-3-yl]-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-benzotriazol-5-yl]ethanol | HCID 59437233 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(3-{2,2,2-Trifluoro-1-[1-(4-fluorophenyl)-1H-benzotriazol-5-yl]-1-hydroxyethyl}indol-1-yl)propane-1,2-diol | HCID 59437247 | — |
Reaction Steps
At room temperature, approximately 200 μL of concentrated HCl was added to 1-[1-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-1H-indol-3-yl]-2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-benzotriazol-5-yl]ethanol (100 mg) in aqueous acetonitrile. After 90 minutes, LCMS showed one peak MS m/z 501 (MH+) for the desired product. The mixture was then concentrated and the residue diluted with sodium bicarbonate and extracted with ethyl acetate. The combined organic extracts were washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to afford 95 mg of the title compound as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658637B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-75565fcc203a4c49b6b5ab4b12728384 |
| Source note | uspto-grants-2014_02 |