[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([N:15]2[CH2:20][CH2:19][O:18][C:17]3[CH:21]=[N:22][CH:23]=[CH:24][C:16]2=3)=[O:14])[CH:5]=[C:6]([N+:10]([O-:12])=[O:11])[C:7]=1[O:8]C.[Cl-].[Li+].N1CCNCC1.C(=O)([O-])O.[Na+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:13]([N:15]2[CH2:20][CH2:19][O:18][C:17]3[CH:21]=[N:22][CH:23]=[CH:24][C:16]2=3)=[O:14])[CH:5]=[C:6]([N+:10]([O-:12])=[O:11])[C:7]=1[OH:8]
In a 25 ml flask, (3-chloro-4-methoxy-5-nitro-phenyl)-(2,3-dihydro-pyrido[3,4-b][1,4]oxazin-1-yl)-methanone (176 mg, 0.441 mmol), lithium chloride (42.7 mg, 1.006 mmol), piperazine (65 mg, 0.755 mmol) and N,N-dimethyl formamide (5 ml) were added and stirred at 1000 for 30 minutes. Lithium chloride (42.7 mg, 1.006 mmol) was further added thereto and then stirred at 1000 for 2 hours. After neutralizing with saturated solution of sodium hydrogen carbonate to pH 8 to 9, the mixture was adjusted to pH 6 again by using 1N hydrochloric acid to form solid. The resulting solid was filtered and recrystallized from methanol and tetrahydrofuran to obtain the target compound 36 as yellow solid (153 mg, 91%).
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