Introduction of a new synthetic route about 4-Chloro-6-methoxypyrimidine

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Related Products of 26452-81-3 , The common heterocyclic compound, 26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

ARBF containing 4-chloro-6-methoxy pyrimidine (3.13 g, 21.62 mmol), 4- chloro-2-(tetramethyl- 1,3 ,2-dioxaborolan-2-yl) aniline (7.31 g, 21.62 mmol), Na2CO3 (2.29 g, 21.62 mmol), DME (86 ml), EtOH (10.81 ml) and water (10.81 ml) was equipped with a condenser. The mixture was purged with Ar for several mm thenPd(dppf)C12.CH2C12 adduct (1.77 g, 2.16 mmol) was added. The reaction was heated at90 °C for 5 h. The reaction was cooled to rt, diluted with water and extracted withEtOAc. The organic layer was washed with brine, concentrated and purified by normalphase chromatography to give 4-chloro-2-(6-methoxypyrimidin-4-yl)aniline (2.86 g, 56.1percent yield) as yellow solid. MS (ESI) m/z. 236.0 (M+H)t ?H NMR (500MHz, CDC13) oe8.78 (d, J=1.1 Hz, 1H), 7.49 (d, J=2.5 Hz, 1H), 7.15 (dd, J=8.8, 2.5 Hz, 1H), 6.99 (d, J=1.1 Hz, 1H), 6.67 (d, J=8.8 Hz, 1H), 5.89 (br. s., 2H), 4.03 (s, 3H).

The synthetic route of 26452-81-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; PINTO, Donald J. P.; CORTE, James R.; EWING, William R.; (163 pag.)WO2016/205482; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia