1224288-92-9 | Pyrimidines

22-Sep News The origin of a common compound about 1224288-92-9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224288-92-9, its application will become more common.

Related Products of 1224288-92-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1224288-92-9 as follows.

To a mixture of methyl 3-fluoro-5-((2R,4S)-4-fluoropyrrolidin-2-yl)benzoate (400.00 mg, 2.24 mmol, 1.00 eq) in dioxane (50.00 mL) was added DIPEA (868.45 mg, 6.72 mmol, 3.00 eq) and5-chloropyrazolo [1 ,5-ajpyrimidine-3 -carbonitrile (540.00 mg, 2.24 mmol, 1.00 eq). The mixturewas stirred at 100C for 16 hrs. The mixture was concentrated to give the crude product. The crude product was purified by column chromatography on silica gel (PE:EtOAc = 10:1-3:1) to give methyl 3-((2R,4S)- 1 -(3-cyanopyrazolo[ 1 ,5-ajpyrimidin-5-yl)- 4-fluoropyrrolidin-2-yl)-5- fluorobenzoate (650.00 mg, 1.70 mmol, yield: 75.89%) as a yellow oil. ?H-NMR (400 MHz, CD3OD) 5 ppm 8.30-8.24 (m, 1H), 6.94-6.83 (m, 2H), 5.64 (t, 1H, J = 9.2 Hz), 5.41 (d, 1H, J = 52.0Hz), 4.48-4.3 8 (m, 2H), 3.97 (s, 3H), 2.79-2.69 (m, 1H), 2.20-2.06 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224288-92-9, its application will become more common.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; WENGLOWSKY, Steven, Mark; MIDUTURU, Chandrasekhar, V.; BIFULCO, Neil, Jr; KIM, Joseph, L.; (91 pag.)WO2017/87778; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

2 Sep 2021 News Simple exploration of 1224288-92-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1224288-92-9, 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1224288-92-9, 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 1224288-92-9, blongs to pyrimidines compound. SDS of cas: 1224288-92-9

A mixture of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile (343 mg, 1.92 mmol) and 2-(2,5-difluorophenyl)pyrrolidine (Intermediate 2, 343 mg, 1.87 mmol) in DMSO (10 mL) was heated at 180 C. for 1 hour and cooled to room temperature. The reaction mixture was diluted with water and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=2:1 to 1:1) to afford 5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (611 mg, 98%) as a ivory solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 2.05-2.11 (3H, m), 2.47-2.55 (1H, m), 3.67-4.10 (2H, m), 5.20 (0.7H, s), 5.65 (0.3H, s), 5.96 (0.7H, s), 6.43 (0.3H, s), 6.69-6.73 (1H, m), 6.96-7.09 (2H, m), 8.01-8.31 (3H, m).

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Simple exploration of 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224288-92-9, its application will become more common.

Related Products of 1224288-92-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1224288-92-9, name is 5-Chloropyrazolo[1,5-a]pyrimidine-3-carbonitrile. A new synthetic method of this compound is introduced below.

To a mixture of 5-chloropyrazolo[1,5-ajpyrimidine-3-carbonitrile (40.00 mg, 223.99 umol, 1.00 eq) and 3- [(2R)-4,4-difluoropyrrolidin-2-ylj -5-fluoro-pyridine (61.62 mg, 223.99 umol, 1.00eq) in n-BuOH (2.00 mL) was added DIPEA (144.74 mg, 1.12 mmol, 5.00 eq). The resulting mixture was stirred at 100C for 16 hrs. The mixture was concentrated and the crude product was purified by acidic prep-HPLC (TFA system). (R)-5-(4,4-difluoro-2-(5-fluoropyridin-3 – yl)pyrrolidin- 1 -yl)pyrazolo [1 ,5-ajpyrimidine-3 -carbonitrile (48.70 mg, 85.09 umol, yield: 38%) was obtained as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224288-92-9, its application will become more common.