5-Bromo-4,6-dimethoxypyrimidine,97%

White powder

General procedure: Method A ( Buchwald-Hartwia ) To a mixture of C-1 (1 eq), BB-8 (1.3 eq) and sodium tert-butoxide (2 eq) in toluene (3 to 10 mL/mmol) under N2, was added BINAP (0.2 eq) and Pd2(dba)3 (0.1 eq). The rxn mixture was flushed with N2, heated at a given temperature and stirred for a given time (see Table 25). It was partitioned between water and EtOAc and the org. phase was washed with brine, dried over MgSC>4 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc. When necessary an additional purification by prep. LC-MS was performed.[357] A mixture of A mixture of To AY-1 (1.25 g, 5.49 mmol)In anhydrous MeOH (15 mL)NaOMe (2.37 g, 43.89 mmol) was added to the solution.The mixture was stirred at rt for 1 h. The solution was filtered and concentrated.The residue was purified by flash chromatography on SiO2 to give Intermediate AY.To a solution of AY-1 (1.25g, 5.49 mmol) in anhydrous MeOH (15 mL) is added NaOMe (2.37g, 43.89 mmol). The mixture is stirred at rt for 1 h. The solution is filtered and concentrated. The residue is purified by Si02 flash chromatography to yield intermediate AY. MS (ES+): m/z 218.9 [M+H]+.A mixture of 2-methyl-5-(tributylstannyl)-2H-tetrazole (1.85 g, 4.96 mmol), Step 3) 4, 6-dimethoxy-5- (2-methyl-2H-tetrazol-5-yl) pyrimidine A mixture of 2-methyl-5- (tributylstannyl) -2H-tetrazole (1.85 g, 4.96 mmol) , 5-bromo-4, 6-dimethoxypyrimidine (543 mg, 2.48 mmol) and 1, 1'-bis (diphenylphosphino) ferrocene-palladium (II) dichloride dichloromethane complex (204 mg, 0.25 mmol) in dried DMF (10 mL) was heated to 120 and stirred for 24 hours under N2atmosphere, then cooled to room temperature. The reaction mixture was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) 10/1) to afford the title compound as a white solid (300 mg, 55) . MS (ESI, pos. ion. ) m/z: 223.2 [M+H]+ 1H NMR (600 MHz, CDCl3) delta (ppm) : 8.55 (s, 1H) , 4.45 (s, 3H) , 4.00 (s, 6H)C. Preparation of 4, 6-dimethoxy-5-(pyridin-4-yl)pyrimidine A mixture of B. Preparation of

Molecular Weight:219.04
XLogP3:1.5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:217.96909
Monoisotopic Mass:217.96909
Topological Polar Surface Area:44.2
Heavy Atom Count:11
Complexity:113
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes