4-Chloro-2-fluoroaniline → 4-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride

HRID 393638Notes

Reaction equation

HRID 393638 reaction equation
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][CH:4]=1.[Cl:25][C:26]1[CH:32]=[CH:31][C:29]([NH2:30])=[C:28]([F:33])[CH:27]=1>>[ClH:2].[Cl:25][C:26]1[CH:32]=[CH:31][C:29]([NH:30][C:3]2[C:12]3[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][CH2:18][N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[C:10]([O:13][CH3:14])[CH:11]=3)[N:6]=[CH:5][CH:4]=2)=[C:28]([F:33])[CH:27]=1

Participants

3

Reactant 2

HCID 938984-Chloro-2-fluoroanilineHCID 226466224-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride

Product 1

HCID 226466354-(4-Chloro-2-fluoroanilino)-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochlorideYield 25%

Procedure

Using an analogous procedure to that described for Example 31, 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride (300 mg, 0.73 mmol), (prepared as described for the starting material in Example 7), was reacted with 4-chloro-2-fluoroaniline (160 μl, 1.4 mmol) to give 4-(4-chloro-2-fluoroanilino)-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride (88 mg, 23%).

Workup

  1. custom(prepared

Sources & evidence

ORD record
ord-a4326fb56fa54f5da6d0eab262bc3141
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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