HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Amino-4-fluoro-2-methylphenol | HCID 10154098 | — |
| Reactant | 4-Chloro-7-(2-methoxyethoxy)cinnoline | HCID 21991062 | — |
| Solvent | 2-Pentanol | HCID 22386 | — |
| Product | 4-(2-Fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride | HCID 21991069 | 84% |
Reaction Steps
A solution of 4-chloro-7-(2-methoxyethoxy)cinnoline (156 mg, 0.65 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (111 mg, 0.78 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (8 ml) and 5M isopropanolic hydrogen chloride (1 ml) was heated at 120° C. for 2.5 hours. The solid was filtered off, washed with isopropanol and then ether and dried under vacuum to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-7-(2-methoxyethoxy)cinnoline hydrochloride (207 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087602B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-cbd7290e07da4dfdac2dff3ae8a033b9 |
| Source note | uspto-grants-2006_08 |