[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[OH:13].[Cl:14]N1C(=O)CCC1=O.P(Br)(Br)Br.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(=O)C.CN(C=O)C.O>[Cl:14][C:7]1[CH:8]=[N:9][C:10]2[C:5]([C:6]=1[OH:13])=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=23-Chloro-6-methoxy-quinolin-4-ol was prepared as described in WO 02\40474 by heating 6-methoxy-quinolin-4-ol with N-chloro-succinimide in acetic acid at 65° C. (96%) and (11 g) in dry DMF (80 mL) cooled in ice, was treated with phosphorus tribromide (15.6 g) and stirred at room temperature for 3.5 h. It was treated with iced-water, basified with sodium carbonate solution, and the solid collected and washed with water and dried in vacuo to afford a yellow solid (13.2 g).
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