1-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → 7-(4-Amino-2-isoindolinyl)-1-ethyl-6-fluoro-1 4-dihydro-4-oxoquinoline-3-carboxylic acid

HRID 1494735Notes

Reaction equation

HRID 1494735 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:14])=[C:10](F)[CH:11]=2)[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].[NH2:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:21]=1[CH2:22][NH:23][CH2:24]2>CN(C=O)C>[NH2:19][C:20]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:21]=1[CH2:22][N:23]([C:10]1[CH:11]=[C:12]3[C:7]([C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4][N:3]3[CH2:1][CH3:2])=[CH:8][C:9]=1[F:14])[CH2:24]2

Participants

4

Reactant 2

HCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 14795861Isoindolin-4-amine

Product 1

HCID 147958067-(4-Amino-2-isoindolinyl)-1-ethyl-6-fluoro-1 4-dihydro-4-oxoquinoline-3-carboxylic acidYield 54.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

177 mg of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 282 mg of 4-amino-isoindoline, and 1.5 ml of anhydrous DMF were processed in the same manner as in Example 2 to produce 141 mg of the target compound.

Sources & evidence

ORD record
ord-1b7b75d10d164f259575cef83e9a7568
Source dataset
uspto-grants-1991_06
Patent number
US05026856

Reaction notes

Loading…