CN(C)C=O.[CH2:6]([O:10][C:11]1[CH:16]=[C:15](Cl)[N:14]=[CH:13][N:12]=1)[C:7]#[C:8][CH3:9].C(=O)([O-])[O-].[K+].[K+].[CH3:24][C:25]1([CH3:30])[CH2:29][CH2:28][NH:27][CH2:26]1>C(OCC)(=O)C>[CH2:6]([O:10][C:11]1[CH:16]=[C:15]([N:27]2[CH2:28][CH2:29][C:25]([CH3:30])([CH3:24])[CH2:26]2)[N:14]=[CH:13][N:12]=1)[C:7]#[C:8][CH3:9]
Into 4 ml of N,N-dimethylformamide was resolved 0.37 g of 4-(2-butynyloxy)-6-chloropyrimidine, 0.56 g of potassium carbonate and 0.2 g of 3,3-dimethylpyrrolidine was added therein, and the mixture was stirred for 6 hours at 80%. The reaction mixture was cooled to near room temperature, ethyl acetate was added therein, and the mixture was washed with a saturated sodium chloride aqueous solution three times. The organic layers were dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.11 g of 4-(2-butynyloxy)-6-(3,3-dimethylpyrrolidin-1-yl)pyrimidine (hereinafter, referred to as Compound (27)).
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