4,7-Dichloroquinoline → HCID 22646582, compound

HRID 393639Notes

Reaction equation

HRID 393639 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[C:20]([OH:21])=[CH:19][C:17]([NH2:18])=[C:16]([F:22])[CH:15]=1>CC(O)CCC>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:18][C:17]3[CH:19]=[C:20]([OH:21])[C:14]([Cl:13])=[CH:15][C:16]=3[F:22])=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 68664,7-DichloroquinolineHCID 1586545-Amino-2-chloro-4-fluorophenol

Product 1

HCID 22646582HCID 22646582, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 223862-PentanolSolvent

Procedure

Using an analogous procedure to that described for Example 15, 4,7-dichloroquinoline (198 mg, 1 mmol) was reacted with 4-chloro-2-fluoro-5-hydroxyaniline (194 mg, 1.2 mmol), (as described in EP 61741 A2), in 2-pentanol (5 ml) to give 7-chloro-4-(4-chloro-2-fluoro-5-hydroxyanilino)quinoline (258 mg, 72%).

Sources & evidence

ORD record
ord-931a69c61529415189b3e377bfc6a9b7
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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