Synthetic Route of 20090-58-8 ,Some common heterocyclic compound, 20090-58-8, molecular formula is C5H6ClN3, 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.
4-chloro-5-methylpyrimidin-2-amine (100 mg, 0.697 mmol), 1- (methylsulfonyl)piperazine (458 mg, 2,79 mmol) and potassium carbonate (289 mg, 2.090 mmol) were suspended in DMA (2322 m.) and heated to 105 C for 16 h. After cooling to rt, the reaction mixture was decanted into EtOAc and H20. The aqueous phase was extracted with EtOAc (2x). The combined organic layers were washed with 10% Li Cl solution, dried over MgSOr and concentrated to a amber oil which was dried under vacuum to afford the titled compound (134 mg, 71%). 1H NMR (400 MHz, DMSO-d6) d 7.74 (s, 1H), 6.02 (s, 2H), 3.44 – 3.35 (m, 4H), 3.25 – 3.17 (m, 4H), 2.91 (s, 3H), 2.03 (s, 3H); LC/MS | M H i 272.1; LC RT 0 48 min (Column: BEH C18 2 1 x 50mm; Mobile Phase A: water with 0.05% TFA; Mobile Phase B: acetonitrile with 0.05% TFA; Temperature: 50 C; Gradient: 2-98% B over 1.7 min; Flow: 0.8 mL/min).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 20090-58-8, 4-Chloro-5-methylpyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; TARBY, Christine M.; NORRIS, Derek J.; LO, Julian C.; AHUJA, Vijay T.; SEITZ, Steven P.; GAVAI, Ashvinikumar V.; TOKARSKI, John S.; RAJASAGI, Mohini; WICHROSKI, Michael; BROEKEMA, Matthias; (155 pag.)WO2019/213340; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia