Cl.CO.[N:4]1[N:8]2[CH2:9][CH2:10][NH:11][CH2:12][C:7]2=[CH:6][C:5]=1[CH2:13][OH:14].CS[C:17]1[S:18][CH2:19][CH2:20][N:21]=1>C(OCC)C>[S:18]1[CH2:19][CH2:20][N:21]=[C:17]1[N:11]1[CH2:10][CH2:9][N:8]2[N:4]=[C:5]([CH2:13][OH:14])[CH:6]=[C:7]2[CH2:12]1Hydrogen chloride (2 mol/l) solution in diethyl ether (0.7 ml) was added to the methanol (20 ml) solution of (4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-yl)-methanol (1.08 g) and 2-methylsulfanyl-4,5-dihydrothiazole (1.03 g). The reaction mixture was refluxed for 4 days. The mixture was quenched with small amount of saturated potassium carbonate solution, dried (MgSO4) and filtered. The filtrate was concentrated under reduced pressure. The residue was applied to silica-gel column chromatography, then the column was eluted with 10% methanol in chloroform. The titled compound was obtained as a white solid (1.49 g, 89%).
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