HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Chloro-2-fluoroaniline | HCID 93898 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride | HCID 21991039 | — |
| Solvent | 2-Pentanol | HCID 22386 | — |
| Product | 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride | HCID 21991022 | 73.6% |
Reaction Steps
A solution of 4-chloro-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride (130 mg, 0.32 mmol), (prepared as described for the starting material in Example 13), and 4-chloro-2-fluoroaniline (70 mg, 0.48 mmol), in 2-pentanol (4 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-(4-chloro-2-fluoroanilino)-6-methoxy-7-(3-pyrrolidinopropoxy)cinnoline hydrochloride (110 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07087602B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-bbcfff9f2a264929a15bd17703e21756 |
| Source note | uspto-grants-2006_08 |