7-Chloro-4-methoxy-8-nitro-quinoline → 7-Chloro-4-methoxyquinolin-8-amine
Reaction equation
[Cl:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]2[C:5]([C:6]([O:15][CH3:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1>[Pd].CCO>[Cl:1][C:2]1[C:11]([NH2:12])=[C:10]2[C:5]([C:6]([O:15][CH3:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
7-Chloro-4-methoxy-8-nitro-quinoline (Intermediate 69) (261 mg, 1.1 mmol) was treated with 10% palladium on carbon (11.6 mg, cat) in EtOH (20 ml) in a Parr pressure reaction system and placed under a hydrogen atmosphere at 5 Barr pressure whilst stirring overnight. The pressure was released and the catalyst removed by filtration through celite. The solvent was removed in vacuo to give the title compound (246 mg, 100%).
Workup
- customthe catalyst removed by filtration through celite
- customThe solvent was removed in vacuo
Sources & evidence
- ORD record
- ord-6fb5f34f3b7c420994def6d68139fd9f
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102688B2
Reaction notes
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