[CH3:1][NH2:2].C1COCC1.[Cl:8][C:9]1[N:14]=[C:13]([Cl:15])[C:12]([C:16](Cl)=[O:17])=[CH:11][N:10]=1.C(OCC)(=O)C>C(Cl)Cl.CCCCCC>[Cl:8][C:9]1[N:14]=[C:13]([Cl:15])[C:12]([C:16]([NH:2][CH3:1])=[O:17])=[CH:11][N:10]=1
To a solution of methyl amine (2M) in THF (2.4 mL, 4.70 mmol) in DCM (50 ml), TEA (963 mg, 9.50 mmol) and 2,4-dichloropyrimidine-5-carbonyl chloride (1 g, 4.70 mmol) were added slowly at −78° C. for 1 h. TLC showed completion of starting material (TLC system: 10% ethyl acetate in hexane (Rf): 0.3). The reaction mixture was diluted with DCM (50 ml), washed with water (2×30 ml) and a saturated solution of NaHCO3. The organic layer was separated, dried over sodium sulphate, and concentrated. Crude compound was purified by column chromatography using silica gel (100-200 mesh) with 5% ethyl acetate in hexane to obtain 2,4-dichloro-N-methylpyrimidine-5-carboxamide as white solid. Yield: (400 mg, 33%). 1HNMR (400 MHz, CDCl3) δ 8.98 (s, 1H), 6.50 (br s, 1H), 3.07 (d, 3H, J=4.8 Hz).
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