HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(4-Chloro-phenyl)-6-(4-hydroxy-3-methoxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 68950353 | HCID 68950353 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(4-Chloro-phenyl)-6-(4-hydroxy-3-methoxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one | HCID 68949999 | 71.1% |
Reaction Steps
Dissolve 2-(4-chloro-phenyl)-6-(3-methoxy-4-triisopropylsilanyloxy-phenyl)-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one (1.68 g, 3.1 mmol) in THF (20 mL) and add 1.0 M solution of tetrabutyl ammonium fluoride in THF (3.1 mL, 3.1 mmol). Stir at RT for 1 h. Slowly add 1N HCl until pH is approximately 1. A precipitate begins to form. Allow to sit at RT for 2-3 h. Filter the resulting solid to yield 850 mg (71% yield) of the desired product. MS/ES m/z (35Cl) 386.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263772B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-c18935d7b09e4e889a980a1004605eeb |
| Source note | uspto-grants-2012_09 |