Stannous Chloride → 8-Aminoquinoline-5-carbonitrile
Reaction equation
[N+:1]([C:4]1[C:13]2[N:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:7]([C:14]#[N:15])=[CH:6][CH:5]=1)([O-])=O.Cl[Sn]Cl>Cl.CCO>[NH2:1][C:4]1[C:13]2[N:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:7]([C:14]#[N:15])=[CH:6][CH:5]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
In a similar fashion using route 19 general procedure 29, 8-nitroquinoline-5-carbonitrile 471 (350 mg, 1.7 mmol), SnCl2 (1.3 g, 7.0 mmol), 6N HCl (4 drops) and EtOH (10 ml) gave the title compound (250 mg, 86%) which was used in the next step without further purification.
Sources & evidence
- ORD record
- ord-a15db445fa89492ebebd978bc81edd05
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102688B2
Reaction notes
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