6-Hydroxyquinoline → 6-(3-Chloro-5-nitropyridin-2-yloxy)quinoline

HRID 2388042Notes

Reaction equation

HRID 2388042 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([OH:11])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.Cl[C:13]1[C:18]([Cl:19])=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[CH:15][N:14]=1>>[Cl:19][C:18]1[C:13]([O:11][C:7]2[CH:6]=[C:5]3[C:10](=[CH:9][CH:8]=2)[N:1]=[CH:2][CH:3]=[CH:4]3)=[N:14][CH:15]=[C:16]([N+:20]([O-:22])=[O:21])[CH:17]=1

Participants

3

Reactant 2

HCID 113746-HydroxyquinolineHCID 27631062,3-Dichloro-5-nitropyridine

Product 1

HCID 688026046-(3-Chloro-5-nitropyridin-2-yloxy)quinoline

Procedure

Quinolin-6-ol was reacted with 2,3-dichloro-5-nitro pyridine to obtain 6-(3-chloro-5-nitropyridin-2-yloxy)quinoline which was further converted to 5-chloro-6-(quinolin-6-yloxy)pyridin-3-amine as per the procedure described in preparation 1 step iii and iv.

Sources & evidence

ORD record
ord-c593050396b94ce3b02d8a44de2555ec
Source dataset
uspto-grants-2012_09
Patent number
US08269010B2

Reaction notes

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