919116-36-2 | Pyrimidines

The origin of a common compound about 919116-36-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, 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, Computed Properties of C6H4ClF3N2S, blongs to pyrimidines compound. Computed Properties of C6H4ClF3N2S

To a mixture of 4-(3-iodo-l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazolo[3,4-b]pyridin-6- yl)-3-methylisoxazole (952 mg, 2.32 mmol), 4-chloro-2-(methylthio)-5- (trifluoromethyl)pyrimidine (637 mg, 2.78 mmol), and hexamethylditin (486 uL, 2.32 mmol) in toluene (13 mL), purged with nitrogen (5 min), was added Pd(PPh3)4 (268 mg, 232 umol), and the reaction mixture was stirred at 105 C until full conversion (24 h). The reaction mixture was poured into a freshly prepared solution of aqueous potassium fluoride (1.0 g in 50 mL), and stirred for 30 min. The resulting mixture was filtered on Celite pad, and the filtrate was extracted with ethyl acetate (3×30 mL). The organic layers were combined, washed with brine (30 mL), dried over anh. Na2S04, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc in hexanes, 10 to 70% gradient) to afford the title compound (529 mg, 1.11 mmol, 48% yield).

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; MARINEAU, Jason J.; CHUAQUI, Claudio; CIBLAT, Stephane; KABRO, Anzhelika; PIRAS, Henri; WHITMORE, Kenneth Matthew; LUND, Kate-Lyn; (200 pag.)WO2019/143719; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 919116-36-2

With the rapid development of chemical substances, we look forward to future research findings about 919116-36-2.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 919116-36-2, name is 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, molecular formula is C6H4ClF3N2S, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine

To a solution of 3,5-dimethyl-4-(l-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan- 2-yl)- 1 //-pyrrolo| 2,3-/;|pyridin-6-yl )isoxazole (9.61 g, 20.1 mmol) in degassed 2:1 mixture of dioxane/water (100 mL) was added CS2CO3 (13.06 g, 40.1 mmol), and obtained suspension was degassed for 30 min. 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine (US20130017194) (5.04 g, 22.1 mmol) and tetrakis(triphenylphosphine)palladium(0) (2.32 g, 2.01 mmol) were added, and the reaction mixture was stirred at 100 C. After 2 h, another portion of 4-chloro-2- (methylthio)-5-(trifluoromethyl)pyrimidine (1.00 g, 4.38 mmol) was added, and the reaction mixture was heated for another 30 min at 100 C. After cooling down to RT, the mixture was diluted with EtOAc (100 mL) and water (75 mL), and pH was adjusted to pH 8 with sat. aq. NaHC03. Crude product was extracted with EtOAc (3 x 75 mL), combined organic phase was then washed with water (2 x 50 mL) and brine (75 mL), separated, dried over Na2S04, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc in hexanes, 0 to 100% gradient) to provide an orange paste, which was then re-purified by reverse phase chromatography (Cl 8, MeCN in aq. 10 mM ammonium formate pH 3.8, 0 to 100% gradient) to give the title compound as a brown solid (2.05 g, 3.76 mmol, 19% yield).

With the rapid development of chemical substances, we look forward to future research findings about 919116-36-2.

Extracurricular laboratory: Synthetic route of 919116-36-2

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. 919116-36-2, 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference of 919116-36-2, Adding some certain compound to certain chemical reactions, such as: 919116-36-2, name is 4-Chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine,molecular formula is C6H4ClF3N2S, 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 919116-36-2.

To a reaction vessel charged with 4-chloro-2-(methylthio)-5-(trifluoromethyl)pyrimidine (1.98 g, 8.66 mmol) and sodium iodide (3.89 g, 26.0 mmol) was added hydriodic acid (28 mL, 57 %). The vessel was sealed and the mixture allowed to stir for 48h at rt before being poured into water. The resulting precipitate was collected by vacuum filtration, washed with sat. aq. NaHC03 sol. and dried under vacuum to give the title compound as a pale yellow solid (1.46 g, 53 %). LCMS (Method 1 ) Rt 3.003 min.

Reference:
Patent; BIONOMICS LIMITED; HARVEY, Andrew John; RIPPER, Justin Anthony; HUFF, Belinda Cheryl; PAUL, Dharam; WO2015/123722; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia