Reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([OH:19])[C:8]([C:12]([NH:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])=[N:9]2)=[CH:4][C:3]=1[O:20][CH2:21][C:22]([F:25])([F:24])[F:23]>C(O)=O>[ClH:1].[OH:19][C:7]1[C:8]([C:12]([NH:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])=[N:9][C:10]2[C:5]([CH:6]=1)=[CH:4][C:3]([O:20][CH2:21][C:22]([F:25])([F:23])[F:24])=[CH:2][CH:11]=2Participants
3
Procedure
0.5 g (1.3 mmol) of N-((7-chloro-3-hydroxy-6-(2,2,2-trifluoroethyloxy)quinolin-2-yl)carbonyl)glycine (title compound from Example 31) was dissolved in 26 ml of methanolic formic acid (4.4% strength), and a further 26 ml of methanolic formic acid were added at 20° C. After addition of 0.5 g of Pd/C (10%), the mixture was stirred at 20° C. for 1 hour, the catalyst was filtered off, the filtrate was concentrated and the residue was crystallized with diisopropyl ether. 250 mg of product were obtained, melting point>300° C. (sintering at 207° C.).
Sources & evidence
- ORD record
- ord-29db157c047e49c9aec1fa6bbd5e3bdc
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05726305
Linked notes
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