[SH2:1].[CH:2]([NH:6][C:7]1[C:12]([C:13]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:20])=[C:11]([Cl:21])[N:10]=[C:9]([C:22]#[N:23])[N:8]=1)([CH2:4][CH3:5])[CH3:3].O.C(O)(=O)C>C(N(CC)CC)C.CN1CCCC1=O>[CH:2]([NH:6][C:7]1[C:12]([C:13]2[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:20])=[C:11]([Cl:21])[N:10]=[C:9]([C:22](=[S:1])[NH2:23])[N:8]=1)([CH2:4][CH3:5])[CH3:3]
At room temperature, hydrogen sulfide was introduced for 5 minutes into a solution of 1.0 g (2.9 mmol) of 4-sec-butylamino-6-chloro-5-(2-chloro-6-fluorophenyl)pyrimidine-2-carbonitrile in 0.36 g of triethylamine and 12 ml of N-methylpyrrolidone. After the reaction had ended, 20 ml of water were added, the mixture was neutralized with acetic acid and extracted with methyl tert-butyl ether and the organic phase was washed with water, dried over magnesium sulfate and concentrated.
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