(4-METHYL-2-PHENYL-5-PYRIMIDINYL)METHANOL synthesis

Yield:111921-61-0 81%

Reaction Conditions:

with carbon tetrabromide;triphenylphosphine in dichloromethane at 20; for 22 h;

Steps:

58.58D 58D. 5-(bromomethyl)-4-methyl-2-phenylpyrimidine

[00364] 58D. 5-(bromomethyl)-4-methyl-2-phenylpyrimidine: To a stirred solution of (4-Methyl-2-phenyl-5-pyrimidinyl)methanol (89.6 mg, 0.447 mmol) and carbon tetrabromide (196 mg, 0.585 mmol) in dichloromethane (2.3 mL) at rt was added triphenylphosphine (152 mg, 0.573 mmol). The mixture was stirred at rt for 22.0 h and then evaporated. The residue was chromatographed (Si0₂ 230-400 mesh, 3/2 CH₂C1₂/Hex) to afford 58D (96 mg, 0.36 mmol, 81 % yield) as a white solid: LC-MS Anal.Calc'd for C₁₂H_uBrN₂ 262, found [M+H] = 263, 265.

References:

WO2014/78608,2014,A1 Location in patent:Paragraph 00364