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

HRID 1032739Notes

Reaction equation

HRID 1032739 reaction equation
[Cl:1]C1C=C2C(C(=O)C(C(O)=O)=CN2C2C=CC=CC=2)=CC=1.[F:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]2[C:38]3[C:33](=[CH:34][CH:35]=[C:36](C4C=CN=CC=4)[CH:37]=3)[C:32](=[O:45])[C:31]([C:46]([NH2:48])=[O:47])=[CH:30]2)=[CH:25][CH:24]=1>>[Cl:1][C:36]1[CH:37]=[C:38]2[C:33]([C:32](=[O:45])[C:31]([C:46]([NH2:48])=[O:47])=[CH:30][N:29]2[C:26]2[CH:27]=[CH:28][C:23]([F:22])=[CH:24][CH:25]=2)=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 4433701-(4-Fluorophenyl)-4-oxo-7-(4-pyridyl)quinoline-3-carboxamideHCID 148520137-Chloro-1,4-dihydro-4-oxo-1-phenyl3-quinolinecarboxylic acid

Product 1

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

Procedure

7-Chloro-1,4-dihydro-4-oxo-1-phenyl-3-quinolinecarboxamide [IV; R=H, R1 =C6H5, R2 =H, R6 =H, X=Cl]was prepared from 3.60 g 7-chloro-1,4-dihydro-4-oxo-1-phenyl3-quinolinecarboxylic acid by the procedure of Example 1, part (h), and was obtained (3.00 g) in the form of a colorless solid, m.p. 297-299° C. when recrystallized from DMF.

Workup

  1. customwas obtained (3.00 g) in the form of a colorless solid, m.p. 297-299° C. when
  2. customrecrystallized from DMF

Sources & evidence

ORD record
ord-91ba59f667094deea0cc2c85c13492e7
Source dataset
uspto-grants-1990_09
Patent number
US04959363

Reaction notes

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