Water → 3--Amino-6-trifluoromethyl-2-(2'-fluoro[1,1'-biphenyl]-4-vl)-4-quinolinecarboxylic acid

HRID 1073271Notes

Reaction equation

HRID 1073271 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]2=O.Cl.[NH2:17][CH2:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=2[F:33])=[CH:23][CH:22]=1)=O.[OH2:34]>>[NH2:17][C:18]1[C:19]([C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])=[CH:23][CH:22]=2)=[N:8][C:9]2[C:5]([C:6]=1[C:7]([OH:34])=[O:12])=[CH:4][C:3]([C:2]([F:15])([F:14])[F:1])=[CH:11][CH:10]=2

Participants

4

Reactant 3

HCID 962WaterHCID 123514965-(trifluoromethyl)-2,3-dihydro-1H-indole-2,3-dioneHCID 221583512-Amino-1-(2'-fluoro[1,1'-biphenyl]-4-yl)-ethanone hydrochloride

Product 1

HCID 150859683--Amino-6-trifluoromethyl-2-(2'-fluoro[1,1'-biphenyl]-4-vl)-4-quinolinecarboxylic acid

Procedure

A solution of 6.45 g of 5-triflouromethylisatin in water was reacted with 7.97 g of 2-amino-1-(2'-fluoro[1,1'-biphenyl]-4-yl)-ethanone hydrochloride (example 17) by the procedure described in example 18, giving 9.0 g of the desired compound as a yellow solid, mp 255°-260° C.

Sources & evidence

ORD record
ord-aa4f02af4a0149f890b7dc9413926264
Source dataset
uspto-grants-1990_11
Patent number
US04968702

Reaction notes

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