4-(DIMETHOXYMETHYL)-2-METHYLPYRIMIDINE

4-Dimethoxymethyl-2-methyl-pyrimidine (4.5 g, 26.7 mmol) was added to a solution of HBr (48% in H2O, 10 niL) and stirred at room temperature for 2 hours. It was then diluted with water and washed with diethylether (2x). The aqueous layer was carefully neutralized with saturated sodium carbonate and extracted with ethyl acetate (2x). The combined extracts were dried over MgSO4. 2-Propanol (100 mL) was added. To this solution, aniline (2.5 mL, 26.7 mmol) was added and followed with diphenylphosphite (5.1 mL, 26.7 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated. The residue was purified on silica gel column with 20% ethyl acetate/CH2Cl2 to give a yellow solid (3.3 g, 29% for 2 steps) as the desired product. MS (ESP+) m/z 432.2 (M + 1).3N HClaq (30 mL, 90.00 mmol) was added to 1.1.2 2-Methyl-pyrimidine-4-carbaldehyde oxime; To a solution of I. Preparation of pyrimidinyl-4-yl methylamine compounds; 1.1 Preparation of (2-methyl-pyrimidin-4-yl)-methylamine; 1.1.1 4-Dimethoxymethyl-2-methyl-pyrimidine; Acetamidine hydrochloride (3 mol) and 4-dimethylamino-1 , 1-dimethoxy-but-3-en-2-one (2 mol) were mixed in methanol (500 ml) and the reaction mixture was warmed to 400C. A solution of sodium methoxide in methanol (558 g, 30%) was added quickly and a brown suspension was formed. The reaction mixture was heated under reflux for 2 h, cooled to room temperature overnight followed by evaporation of methanol under reduced pressure. The resulting residue was taken up in dichloromethane (500 ml) and washed several times with water (100 ml_). The solvent was removed to give 307 g of black oil. The distillation of this oil gave a colourless liquid of boiling point 55-58C (0.5 mbar).

Molecular Weight:168.19
XLogP3:0.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:168.089877630
Monoisotopic Mass:168.089877630
Topological Polar Surface Area:44.2
Heavy Atom Count:12
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes