[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][S:8][CH2:9][CH2:10][NH2:11])[N:6]=1.C1(N)C(F)=C(F)C(F)=C([NH2:21])C=1F.Cl.Cl.CO[C:28]1[C:32](OC)=[N:31][S:30](=[O:35])[N:29]=1>CO>[NH2:21][C:28]1[C:32]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:5]2[N:6]=[C:2]([NH2:1])[S:3][CH:4]=2)=[N:31][S:30](=[O:35])[N:29]=1A solution of 2-[(2-aminothiazol-4-yl)methylthio]ethylamine (from the dihydrochloride, 2.62 g; 10.0 mmoles) [prepared in Example 122, Step A] in 20 ml of methanol was added dropwise over 30 minutes to a cold (5°) solution of 3,4-dimethoxy-1,2,5-thiadiazole 1-oxide (1.62 g; 10.0 mmoles) in 50 ml of methanol. After stirring for 1.5 hours, anhydrous ammonia was bubbled into the solution for 30 minutes and the solution kept at 5° for 17 hours. The reaction mixture was evaporated under reduced pressure and the residue was chromatographed on a Preparative HPLC system using μ-porasil silica gel. The appropriate fractions were combined and evaporated under reduced pressure to give the title compound as an amorphous solid; the NMR spectrum (100 MHz) in d6 dimethyl sulfoxide showed the presence of approximately 0.4 moles of ethanol.
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