HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [3-(2-Benzenesulfonyl-4-cyanobenzyl)-5-fluoro-2-methylindol-1-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | [3-(2-Benzenesulfonyl-4-cyanobenzyl)-5-fluoro-2-methylindol-1-yl]acetic acid methyl ester | HCID 67044517 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [3-(2-Benzenesulfonyl-4-cyanobenzyl)-5-fluoro-2-methylindol-1-yl]acetic acid | HCID 58201244 | 54.3% |
Reaction Steps
A solution of [3-(2-benzenesulfonyl-4-cyanobenzyl)-5-fluoro-2-methylindol-1-yl]acetic acid methyl ester (0.11 g) in tetrahydrofuran (0.30 mL) was treated with 1.0 M aqueous lithium hydroxide solution (2.0 mL), and the resulting mixture was stirred at room temperature for 2 hours. The mixture was acidified by the addition of 1.0 M aqueous hydrochloric acid solution and concentrated under reduced pressure. The residue was purified by preparative reverse-phase HPLC, eluting with a mixture of acetonitrile and water (2:3 to 19:1 by volume) to afford the title compound as a white solid (0.058 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394836B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-86d9a3cd8d244e8d9256cee1ef4637ee |
| Source note | uspto-grants-2013_03 |