[OH:1]O.[CH3:3][C:4]1[C:5]2[CH:19]=[C:18]([C:20]#[N:21])[CH:17]=[CH:16][C:6]=2[S:7][C:8]=1[CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1.[OH-].[Na+].O>C(O)C>[CH3:3][C:4]1[C:5]2[CH:19]=[C:18]([C:20]([NH2:21])=[O:1])[CH:17]=[CH:16][C:6]=2[S:7][C:8]=1[CH2:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1Hydrogen peroxide (1.6 ml of 30% w/v solution) was added to a stirred solution of 3-methyl-2-(3-pyridylmethyl)benzo[b]thiophene-5-carbonitrile (the product of Example 12(ii)) (0.30 g) in ethanol (3.5 ml) followed by 6N sodium hydroxide solution (1.6 ml). The resulting micture was heated at 50°-55° C. with stirring for 2 hours and then cooled and poured into water. The solid was filtered off, washed with water and crystallised from ethanol/water to give 3-methyl-2-(3-pyridylmethyl)benzo[b]thiophene-5-carboxamide (0.21 g), m.p. 194°-195°.
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