1-(4-Fluorophenyl)-4-oxo-7-(4-pyridyl)quinoline-3-carboxamide → 7-Chloro-1-(4-fluorophenyl)-4-oxo-quinoline-3-carboxamide

HRID 1032736Notes

Reaction equation

HRID 1032736 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:22])[C:7]([C:19](O)=[O:20])=[CH:8][N:9]2[C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.FC1C=CC([N:30]2C3C(=CC=C(C4C=CN=CC=4)C=3)C(=O)C(C(N)=O)=C2)=CC=1>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:22])[C:7]([C:19]([NH2:30])=[O:20])=[CH:8][N:9]2[C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 4433701-(4-Fluorophenyl)-4-oxo-7-(4-pyridyl)quinoline-3-carboxamideHCID 117233691,4-Dihydro-7-chloro1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylic acid

Product 1

HCID 4787677-Chloro-1-(4-fluorophenyl)-4-oxo-quinoline-3-carboxamide

Procedure

1,4-Dihydro-7-chloro-1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxamide [IV; R=H, R1 =4-FC6H4, R2 =H, R6 =H, X=Cl]was prepared from 2.65 g 1,4-dihydro-7-chloro1-(4-fluorophenyl)-4-oxo-3-quinolinecarboxylic acid by the procedure of Example 1, part (h), and was obtained (1.26 g) in the form of a colorless solid, m.p. 253-255° C when recrystallized from acetonitrile.

Workup

  1. customwas obtained (1.26 g) in the form of a colorless solid, m.p. 253-255° C when
  2. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-5e31782f02204b289bfe135a064d244e
Source dataset
uspto-grants-1990_09
Patent number
US04959363

Reaction notes

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