HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7-(2,4-Dichlorophenylamino)-8-fluoro-4-methyl-cinnoline-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 7-(2,4-Dichlorophenylamino)-8-fluoro-4-methyl-cinnoline-6-carboxylic acid methyl ester | HCID 68637129 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 7-(2,4-Dichlorophenylamino)-8-fluoro-4-methyl-cinnoline-6-carboxylic acid | HCID 68637811 | 60.5% |
Reaction Steps
To a solution of 7-(2,4-dichlorophenylamino)-8-fluoro-4-methyl-cinnoline-6-carboxylic acid methyl ester (54 mg, 0.14 mmol) in THF-water (3 mL/l mL) was added 1 N aqueous LiOH (0.30 mL, 0.30 mmol) at room temperature. After 30 minutes, the reaction mixture was adjusted to pH 6-7 with 1 N aqueous HCl, diluted with water, and extracted with EtOAc-THF. The organic layer was washed with water, dried over MgSO4, filtered, and concentrated in vacuo to give 31 mg (60%) of the crude product (31 mg, 60%), which was used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772234B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-4c04f5257a674d569f11cff072161cf5 |
| Source note | uspto-grants-2010_08 |