[C:1]1([CH:7]([CH3:20])[CH2:8][C:9]([C:11]2[N:18]3[C:14]([S:15][CH:16]=[C:17]3[CH3:19])=[N:13][CH:12]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C>[CH3:19][C:17]1[N:18]2[C:11]([CH:9]([CH2:8][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH3:20])[OH:10])=[CH:12][N:13]=[C:14]2[S:15][CH:16]=1A solution of 2-phenylpropyl-3-methylimidazo[2,1-b]thiazol-5-yl methanone (Formula B-3) (0.28 g) in ethanol (20 mL) was treated with NaBH4 (41.7 mg) and reacted for 48 hours. Solvent was evaporated and the residue was treated with water and the precipitated product was extracted into ethyl acetate. Drying and evaporation of the extract gave crude 3-Methyl-α-(2-phenylpropyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-5) (0.25 g) which deposited pure 3-Methyl-α-(2-phenylpropyl)imidazo[2,1-b]thiazole-5-methanol (Formula B-5) (0.23 g), m.p. 135-136°, from isopropanol solution.
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