HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 7-hydroxy-3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 7-Hydroxy-3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid | HCID 136338325 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 7-hydroxy-3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate | HCID 136338326 | — |
Reaction Steps
DMF (5 drops) was added to a suspension of 7-hydroxy-3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (12.5 g, 27.6 mmol) in dichloromethane (120 mL). Oxalyl chloride (3.62 mL, 41.4 mmol) was added slowly. The mixture was stirred at room temperature for 1 h. Methanol (30 mL) was added, and the mixture was stirred overnight at room temperature. The solvent was removed under reduced pressure to provide methyl 7-hydroxy-3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate. This material was used without further purification. MS (m/z) 468.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658636B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-a4ca43b5683c4e2f8af2d10c3bdb5a63 |
| Source note | uspto-grants-2014_02 |