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With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; In acetonitrile; at 20 - 100℃;Inert atmosphere;
[0586] Synthesis of methyl 4, 6-dimethylpyrimidine-2-carboxylate: [0587] To a stirred solution of 2-chloro-4, 6-dimethylpyrimidine (1 g, 7.05 mmol) in MeOH: CH3CN (4: 1, 20 mL) under argon atmosphere were added triethyl amine (1.98 mL, 14.02 mmol) and Pd(dppf)2Cl2 (1 g, 1.40 mmol) at room temperature; heated to 100 C and stirred for 20 h under CO pressure in steel bomb. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 30% EtOAc/ Hexanes to afford methyl 4,6-dimethylpyrimidine-2-carboxylate (400 mg, 34%) as an off- white solid. [0588] 1H-NMR (CDCI3, 400 MHz): delta 7.20 (s, 1H), 4.07 (s, 3H), 2.61 (s, 6H); LC-MS: 87.29%; 167.2 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 1.47 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: 30% EtOAc/ Hexanes (R 0.3).
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