Category: 31575-35-6

Reference of 31575-35-6, 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. 31575-35-6, name is 2-Fluoropyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 1 -[(2E)-3 -(piperidin-4-yl)prop-2-enoyl] -5 ,6-dihydropyridin-2(111)-one TFA salt (100 mg, 0.29 mmol, 1 eq) in ethanol (5 mL) was added DIPEA (0.22 mL,1.28 1 mmol, 4.4 eq) and 2-fluoropyrimidine ( 45 mg, 0.469 mmol, 1.6 eq) and the reaction mixture was allowed to stir at 100C in microwave for 30 minutes. Progress of reaction was monitored by LCMS and TLC. After completion, reaction mixture was concentrated under reduced pressure to yield crude product which further purified by Combi-Flash on silica gelusing ethyl acetate-hexane as eluent to yield 1- { (2E)-3 -[1 -(pyrimidin-2-yl)piperidin-4-yl]prop-2-enoyl}-5,6-dihydropyridin-2(1I])-one (30 mg, 23 %).LCMS: 313 [M+H]1H NMR (400 MHz, CHC13) 5 8.29 (d, 2 H), 6.92 (m, 3 H), 7.00-6.80 (m, 3H), 6.42 (t, 1H), 6.00(d, 1H), 4.80-4.70 (m, 2H), 3.98 (t, 2H), 3.02-2.88 (m, 2H), 2.60-2.39 (m, 3H), 1.90-1.80 (m,2H), 1.63-1.40 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31575-35-6, 2-Fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AURANSA INC.; PROTTER, Andrew, Asher; GREEN, Michael, John; CHANG, Hak, Jin; PHAM, Son, Minh; CHAKRAVARTY, Sarvajit; LUEDTKE, Gregory, R.; (254 pag.)WO2019/103897; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 31575-35-6 ,Some common heterocyclic compound, 31575-35-6, molecular formula is C4H3FN2, 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.

Example 182 N-(3-Chloro-4-fluorophenyl)-N’-hydroxy-2-((pyrimidin-2-ylamino)methyl)-1H-imidazo[4,5-b]pyridine-7-carboximidamide A solution of (7-(4-(3-chloro-4-fluorophenyl)-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-1-(methylsulfonyl)-1H-imidazo[4,5-b]pyridin-2-yl)methyl methanesulfonate (59 mg, 0.114 mmol) in acetonitrile (3 mL) was treated with ammonia (0.5 M solution in dioxane, 1.9 mL, 0.97 mmol) and stirred at room temperature overnight. The solution was then divided into two batches of equal volume. One of the batches was concentrated under reduced pressure and the resulting residue taken up in DMSO (1 mL). The solution was treated with N,N-diisopropylethylamine (0.061 mL, 0.35 mmol) followed by 2-fluoropyrmidine (23 mg, 0.23 mmol) and stirred for at room temperature for 48 h. The mixture was then treated with water (1 mL) and 2 M sodium hydroxide (0.5 mL) and stirred for 15 min, then acidified acetic acid, diluted with dimethyl sulfoxide, and purified by reverse phase preparative HPLC to provide the desired product. C18H14ClFN8O. 413.1 (M+1).

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. 31575-35-6, 2-Fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Sciences, Inc.; Bartlett, Mark J.; Codelli, Julian Andrew; Corkey, Britton Kenneth; Cosman, Jennifer Leigh; Elbel, Kristyna; Loyer-Drew, Jennifer Alissa; Sperandio, David; Van Veldhuizen, Joshua; Yang, Hai; Yeung, Suet Chung; (251 pag.)US2016/333009; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia