5-Bromo-2-iodo-4-methoxypyrimidine synthesis

Yield:1443792-51-5 16%

Reaction Conditions:

with hydrogen iodide;sodium iodide in water at 40; for 16 h;

Steps:

5-bromo-2-iodo-4-methoxypyrimidine

Prepared using General Procedure 16: To a stirred solution of 5-bromo- 2-chloro-4-methoxypyrimidine (100 mg, 0.447 mmol) in 57 % aq. HI (1.0 mL) was added sodium iodide (125 mg, 0.838 mmol). The reaction mixture was stirred at 40°C for 16 h, cooled, then quenched with NaHC0₃ (5 mL) and extracted with EA (3 x 5 mL). The combined organics were washed with brine, dried over MgS0₄ and concentrated to afford 22.0 mg (16%) of 5-bromo-2-iodo-4-methoxypyrimidine as an off-white solid. LCMS-ESI (m/z) calculated for C₅H₄BrIN₂0: 314.9; found 315.9 [M+H]⁺, t_R = 8.22 min. (Method 2). 1H NMR (400 MHz, DMSO) δ 8.25 (s, 1H), 4.07 (s, 3H).

References:

WO2013/90454,2013,A2 Location in patent:Paragraph 00387