HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {5-Fluoro-3-[3-(pyridine-3-sulfonyl)thiophen-2-ylmethyl]-2-methylindol-1-yl}acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | {5-Fluoro-3-[3-(pyridine-3-sulfonyl)thiophen-2-ylmethyl]-2-methylindol-1-yl}acetic acid methyl ester | HCID 67044320 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {5-Fluoro-3-[3-(pyridine-3-sulfonyl)thiophen-2-ylmethyl]-2-methylindol-1-yl}acetic acid | HCID 58201242 | 82.5% |
Reaction Steps
A mixture of {5-fluoro-3-[3-(pyridine-3-sulfonyl)thiophen-2-ylmethyl]-2-methylindol-1-yl}acetic acid methyl ester (0.025 g) and tetrahydrofuran (0.8 mL) was treated with 2.0 M aqueous sodium hydroxide solution (0.5 mL), and the resulting mixture was stirred at room temperature for 1 hour. The mixture was acidified by the addition of 1.0 M aqueous hydrochloric acid solution, extracted with ethyl acetate and the combined organic extract was dried over magnesium sulfate. The solvent was removed under reduced pressure and the residue triturated with diethyl ether to afford the title compound as a white solid (0.020 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394836B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-1edc2a5dcf064d23acbd922933f5cd56 |
| Source note | uspto-grants-2013_03 |