[NH2:1][C:2]1[C:3]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:4]=2[S:5][C:6]=1C(O)=O.[NH:15]1[CH2:21][CH2:20][CH2:19]N[CH2:17][CH2:16]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CN1CCCC1=O.C(OCC)(=O)C>[F:14][C:11]1[CH:12]=[CH:13][C:3]2[C:2]([N:1]3[CH2:19][CH2:20][CH2:21][NH:15][CH2:16][CH2:17]3)=[CH:6][S:5][C:4]=2[CH:10]=1Heat a solution of 3-amino-6-fluoro-benzo[b]thiophene-2-carboxylic acid (5.0 g, 24 mmol) in 1-methyl-2-pyrrolidinone (5 ml) to 100° C. for 2 h., and then, introduce a stream of nitrogen, to cool the solution to room temperature. Add homopiperazine (9.5 g, 95 mmol) and p-toluene sulfonic acid monohydrate (9.0 g, 47 mmol) and heat the mixture to 145° C. for 4 h. After that time, cool the reaction mixture to room temperature, dilute with ethyl acetate (30 mL) and wash with brine (3×15 mL). Separate the organic layer and dry over MgSO4. Evaporate the solvent and purify the crude product by column chromatography (SiO2, 100 g CH2Cl2/MeOH 9:2, then
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