With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, molecular weight is 163.9927, as common compound, the synthetic route is as follows.SDS of cas: 5177-27-5
To a mixture containing 2,4-dichloropyrimidin-5-amine (900 mg, 5 5 mmol), 4- ethynyl-l,2~dimethoxy benzene (980 mg, 6.0 mmol), copper(I) iodide (105 mg, 0 55 mmol) and Pd(Ph3P)4 (190 mg, 0 17 mmol) in a screw cap vial was added nitrogen gas purged TEA (15 mL). The vial was fitted with a Teflon lined septum cap. The system was evacuated under vacuum (via a needle from a mtrogen/vacuum manifold line) and backfilled with nitrogen gas. The needle was removed and the vial was heated at 100 C for 3 h. The reaction mixture was cooled to room temperature and concentrated. The resulting slurry was dissolved in THF/DCM/MeOH mixture and adsorbed to 10 g silica and transferred to an empty cartridge. The cartridge was fitted to a Teledyne ISCO CombiFlash Rf chromatography system and purified on a 24 g ISCO silica gel column which was eluted over a 15 min gradient with 5%-100% hexanes/EtOAc to afford 2- chloro-4-((3,4-dimethoxyphenyl)ethynyl)pyrimidin-5-amine (1.3 g, 4.5 mmol, 82 % yield), MS m/z (290, M+H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,5177-27-5, 5-Amino-2,4-dichloropyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; MUSSARI, Christopher P.; WHITELEY, Brian K.; KUMAR, Sreekantha Ratna; RAMACHANDRA REDDY, Anupama Kandhi; (134 pag.)WO2019/126083; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia