[C:1]([C:3]1[C:4]2[N:13]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)[N:12]=[C:11]([C:19]3[CH:20]=[C:21]([C:24]([NH2:26])=[O:25])[S:22][CH:23]=3)[C:5]=2[C:6]([O:9]C)=[N:7][CH:8]=1)#[N:2].[I-].[Na+].Cl[Si](C)(C)C>C(#N)C>[C:1]([C:3]1[C:4]2[N:13]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)[N:12]=[C:11]([C:19]3[CH:20]=[C:21]([C:24]([NH2:26])=[O:25])[S:22][CH:23]=3)[C:5]=2[C:6](=[O:9])[NH:7][CH:8]=1)#[N:2]To a solution of 4-(7-cyano-1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxamide (53.3 mg) in acetonitrile (10 mL) were added sodium iodide (43.5 mg) and chloro(trimethyl)silane (0.147 mL), and the mixture was stirred at 60° C. for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue was washed successively with water and ethyl acetate to give the title compound (50.3 mg).
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