Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | N~1~,N~1~-Dimethylbenzene-1,3-diamine--hydrogen chloride (1/1) | HCID 12646050 | — |
| Reactant | 4-Chloro-8-methoxyquinoline-3-carbonitrile | HCID 22466699 | — |
| Solvent | Glycol monoethyl ether | HCID 8076 | — |
| Product | HCID 22466722 | HCID 22466722 | — |
Reaction Steps
Using an analogous procedure to that described in Example 274. A reaction mixture of 250.0 mg (1.1 mmol) of 4-chloro-8-methoxy -3-quinolinecarbonitrile, 273.3 mg (3.0 mmol) of pyridine and 261.4 mg (1.25 mmol) of 3-dimethylaminoaniline hydrochloride in 10 mL of 2-ethoxyethanol was heated at 100° C. for 1.5 hr. The work up gave 294.8 mg (73.4%) of the product as a deep greenish yellow solid, m.p. 222-225° C., mass spectrum (electrospray, m/e): M+H 319.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06002008 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-d219b97ef36f46f98af753347edc02e7 |
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| Source note | uspto-grants-1999_12 |
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