[NH2:1][C@@H:2]([CH3:11])[C:3]([NH:5][CH2:6][C:7]([F:10])([F:9])[F:8])=[O:4].[Cl:12][C:13]1[N:18]=[C:17](Cl)[CH:16]=[CH:15][N:14]=1>C(O)(C)C.C(OCC)(=O)C>[Cl:12][C:13]1[N:18]=[C:17]([NH:1][C@@H:2]([CH3:11])[C:3]([NH:5][CH2:6][C:7]([F:8])([F:9])[F:10])=[O:4])[CH:16]=[CH:15][N:14]=1To a solution of (S)-2-amino-N-(2,2,2-trifluoroethyl)propanamide (FF) (1 g, 3.35 mol, 1 equiv.) in iso-propanol (10 mL), Huning's base (1.5 mL) was added, followed by 2,4-dichloropyrimidine (JJ). The resulting mixture was refluxed for 18 h. The reaction mixture was then diluted in ethyl acetate, washed with aqueous HCl 0.5 M and water, and dried over anhydrous Na2SO4. The crude oil was then purified by flash chromatography on silica gel, eluting with hexanes/ethyl acetate mixtures (100:0 to 0:100). The title compound HH was isolated as a white solid (600 mg, 63%).
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