HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5-Amino-4-fluoro-2-methylphenol | HCID 10154098 | — |
| Reactant | 4-Chloro-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline | HCID 21991061 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | 2-Pentanol | HCID 22386 | — |
| Product | 4-(2-Fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochloride | HCID 21991028 | 89.2% |
Reaction Steps
A suspension of 4-chloro-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline (150 mg, 0.46 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (78 mg, 0.56 mmol), (prepared as described for the starting material in Example 11), in 2-pentanol (3 ml) and a 5M solution of hydrogen chloride in isopropanol (105 μl) was heated at reflux for 90 minutes. The solid obtained was filtered off, washed with isopropanol followed by ether to give 4-(2-fluoro-5-hydroxy-4-methylanilino)-6-methoxy-7-[(2-methylthiazol-4-yl)methoxy]cinnoline hydrochloride as a pale yellow solid (190 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087602B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-0e7581b52af94d42a3848dfce08231a1 |
| Source note | uspto-grants-2006_08 |