Electric Literature of 63155-11-3 ,Some common heterocyclic compound, 63155-11-3, molecular formula is C8H10N2O2, 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.
To a mixture of ethyl 2-pyrimidin-2-ylacetate (900 mg, 5.42 mmol) in THF (20 mL) was added LDA (3.25 mL, 6.5 mmol) at -78 C, then the mixture was stirred at -78 C for 2 hours. To the mixture was added iodomethane (922.46 mg, 6.5 mmol), then the mixture was stirred at -78 C to 20 C for 3 hours. The mixture was quenched with sat. NH4C1 (30 mL), then the mixture was extracted with EtOAc (50 mL x 2). The combined organic phase was washed with water (20 mL) and brine (20 mL), dried over Na2S04, filtered and concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0% to 20% to 45%) to give the product (730 mg, 4.05 mmol, 75% yield) as oil. 1H NMR (CDC13, 400MHz) deltaH = 8.72 (d, 2H), 7.19 (t, 1H), 4.19 (q, 2H), 4.14 – 4.07 (m, 1H), 1.62 (d, 3H), 1.22 (t, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,63155-11-3, its application will become more common.
Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia