HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → [3-(5-benzenesulfonyl-1-methyl-1H-imidazol-4-ylmethyl)-5-fluoro-2-methyl-indol-1-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | [3-(5-benzenesulfonyl-1-methyl-1H-imidazol-4-ylmethyl)-5-fluoro-2-methylindol-1-yl]acetic acid methyl ester | HCID 67045042 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [3-(5-benzenesulfonyl-1-methyl-1H-imidazol-4-ylmethyl)-5-fluoro-2-methyl-indol-1-yl]acetic acid | HCID 58201236 | 91.7% |
Reaction Steps
A mixture of [3-(5-benzenesulfonyl-1-methyl-1H-imidazol-4-ylmethyl)-5-fluoro-2-methylindol-1-yl]acetic acid methyl ester (0.027 g), methanol (3.0 mL) and 1.0 M aqueous sodium hydroxide solution (0.12 mL) was stirred at room temperature for 1 hour. The mixture was treated with tetrahydrofuran (1.0 mL) and 1.0 M aqueous sodium hydroxide solution (0.24 mL), and stirred at room temperature for 4 hours and then at 40° C. for 30 minutes. The mixture was concentrated under reduced pressure and acidified by the addition of 1.0 M aqueous hydrochloric acid solution. The resulting precipitate was collected by filtration, washed with water and dried to afford the title compound as a white solid (0.024 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394836B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-9c7ddff6ae5e4b4fa66246c93dcdb712 |
| Source note | uspto-grants-2013_03 |