HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → Trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)benzoyl]-naphthalen-2-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoromethanesulfonyl chloride | HCID 79000 | — |
| Reactant | 6-Methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-ol | HCID 21931628 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)benzoyl]-naphthalen-2-yl ester | HCID 11685250 | — |
Reaction Steps
Dissolve (2-hydroxy-6-methoxy-naphthalen-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone in CH2Cl2 (10 volumes) in a three neck round bottom flask equipped with a stir bar and N2 source and chill to 0° C. in an ice/brine bath. Add pyridine (1.3 equivalents). Add trifluoromethane sulfonyl chloride (1.2 equivalents) via syringe over 15 minutes. After 15 minutes, quench the reaction with H2O (10 volumes), wash with 1 N HCl (5 volumes), wash with 1.0 N NaHCO3, and dry over Na2SO4. Concentrate to give the title compound in quantitative yield. Use the product without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08217032B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-080b964c0cb142899a3ea8b8273d5a5f |
| Source note | uspto-grants-2012_07 |