Category: 944401-56-3

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. 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine. A new synthetic method of this compound is introduced below., name: 5-Bromo-4-(trifluoromethyl)pyridin-2-amine

To a dry flask was added 5-bromo-4-(trifluoromethyl)pyridin-2-amine (2200.91 mmol), potassium acetate (446 mg, 4.55 mmol), bis(pinacolato)diboron (279 mg,1.10 mmol, 1.1 eq.) and dioxane (5 mL). N2 was bubbled through the solution for 1.5 minutes, at which time 1 ,1- bis(diphenylphosphino)ferrocene-palladium(II) (32 mg, 45iimol) was added. The reaction was stirred at 100 C for 16 hours under N2. After cooling to room temperature, the dioxane was removed in vacuo. EA was added and the resulting slurry was sonicated and filtered. Additional ethyl acetate was used to wash the solid. The combined organic was concentrated and the crude material was purified by silica gel chromatography using Petroleum ether : Ethyl acetate (10:1) affording to compound 30 (60 mg, 23%) as a light yellow solid. ?H NMR (400 MHz, CDC13): 8.47 (s, 1H), 6.76 (s, 1H), 5.15 (bs, 2H), 1.34 (s, 12H).

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Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS, INC.; GUO, Chuangxin; TONG, Youzhi; (160 pag.)WO2017/219800; (2017); A1;,
Pyridine – Wikipedia,
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Synthetic Route of 944401-56-3 ,Some common heterocyclic compound, 944401-56-3, molecular formula is C6H4BrF3N2, 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 5-bromo-4-(trifluoromethyl)-pyridin-2-amine (6, 7.47 g, 31 mmol) and DMAP (366 mg, 3.0 mmol) in CH2Cl2 (120 mL) were added triethylamine (8.6 mL, 62 mmol) followed by di-tert-butyl dicarbonate (7.6 mL, 33 mmol) at 0 C. The reaction mixture was stirred at rt for 5 h. The organic solution was washed with water and brine, dried over MgSO4. The organic solvent was removed, and the residue was purified by silica gel chromatography with 1:20 EtOAc/PE to give 7 as white solid (6.67 g, 92% yield, Rf = 0.56 in 1:10 EtOAc/PE). 1H NMR (400 MHz, CDCl3) delta: 9.07 (s, 1H), 8.58 (s, 1H), 8.42 (s, 1H), 1.58 (s, 9H). 13C NMR (100 MHz, CDCl3) delta: 152.3, 152.1, 151.7, 139.4 (q, J = 33 Hz), 121.7 (q, 1JCF = 275 Hz), 110.9 (q, J = 6 Hz), 108.9, 82.3, 28.3. MS (ESI + APCI) m/z: 341.0 [M-H]-, 343.0 [M+H]+.

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. 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Peng, Wei; Tu, Zheng-Chao; Long, Zi-Jie; Liu, Quentin; Lu, Gui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 644 – 654;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944401-56-3, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)pyridin- 2-amine:To a dry 25 ml flask was added 5-bromo-4-(trifluoromethyl)pyridin-2-amine (300 mg, 1.24 mmol, 1.0 eq.), potassium acetate (366 mg, 3.73 mmol, 3.0 eq.), bis(pinacolato)diboran (348 mg, 1.37 mmol, 1.1 eq.) and dioxane (8 ml). Argon was bubbled through the solution for 15 minutes, at which time 1 ,1- bis(diphenylphosphino)ferrocene-palladium(ll)dichloride dichloromethane complex (50.8 mg, 60 mumol, 0.05 eq.) was added. The reaction was refluxed in a 115 0C oil bath for 8 hours under argon. After cooling to room temperature, the dioxane was removed in vacuo. Ethyl acetate was added and the resulting slurry was sonicated and filtered. Additional ethyl acetate was used to wash the solid. The combined organic extracts were concentrated and the crude material was partially purified by silica gel chromatography (hexane/ethyl acetate 6:4). Upon removal of solvent, hexane was added, decantation was done and resulting colorless solid was dried on a high vacuum for three days. Analytical data:1H NMR (400 MHz, CDCI3): delta 8.49 (S1 1H), 6.71 (s, 1H), 4.86 (s, 2H), 1.33 (s, 12H),1.27 (s, 2H), 1.24 (s, 2H).19F (400 MHz, CDCI3): delta -64.24.ESI-MS (70 eV, m/z): calcd. for Ci2H16BF3N2O2 [M+H] +: 289.13, found 289.10.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2010/52569; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-4-(trifluoromethyl)pyridin-2-amine

Example 9: Preparation of 5-(1 -ethoxyvinyl)-4-(trifluoromethyl)pyridin-2 -amine Bis(triphenylphosphine)palladium(ll)dichloride (0.74g, 1.0373 mmol) and 5-bromo-4- (trifluoromethyl)pyridin-2-amine ( 5 g, 20.75mmol) were stirred in dimethylformamide(10 mL) under nitrogen and the tributyl(1-ethoxyvinyl)stannane (7.5g, 20.75 mmol) was added. The mixture was heated to 80C for 2h, then to 100 degrees for a further 2h). The mixture was poured into saturated brine (250 mL) and was extracted with three portions of dichloromethane. The extracts were dried over anhydrous magnesium sulphate, and the solution was evaporated, giving an orange oil (4.0g, 83%) H NMR (CDCI3) 8.19(s, 1 H); 6.70(s, 1 H); 4.77(bs, 2H); 4.28(d,1 H); 4.23(d, 1 H); 3.86(q, 2H); 1.35(t,3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; CLOUGH, John Martin; BOEHMER, Jutta Elisabeth; PHADTE, Mangala; SONAWANE, Ravindra; LONGSTAFF, Adrian; MORRIS, James Alan; DESSON, Timothy Robert; HOTSON, Matthew Brian; RUSSELL, Sally; LING, Kenneth; BARNETT, Susan Patricia; BACON, David Philip; MOSELEY, Donn Warwick; MOUND, William Roderick; DOWLING, Alan John; WO2015/18432; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 944401-56-3, Adding some certain compound to certain chemical reactions, such as: 944401-56-3, name is 5-Bromo-4-(trifluoromethyl)pyridin-2-amine,molecular formula is C6H4BrF3N2, 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 944401-56-3.

Method 4: N’-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)-N,N-dimethylformimidamide (I9) (0161) (0162) 2-amino-6-(trifluoromethyl)pyridine (25.0 g, 156 mmol, 1.0 eq.) in dimethyl acetal (25.1 mL, 188 mmol, 1.2 eq.) was added and the mixture was heated at 70 C for 6 hours. The solvent was oratory evaporated under reduced pressure and the residue was recrystallized from hexane to yield the desired 29 product I9 as an off-white solid (65% yield). 1H NMR (400 MHz, CDCl3): delta 8.46 (s, 1 H), 8.38 (s, 1 H), 7.18 (s, 1 H), 3.11 (s, 3 H), 3.08 (s, 3 H); 19F{1H} NMR (376 MHz, CDCl3): delta – 65.0 (s, 3 F).

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. 944401-56-3, 5-Bromo-4-(trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universitaet Basel; Bohnacker, Thomas; Rageot, Denise; Sele, Alexander Markus; Beaufils, Florent; Wymann, Matthias; (51 pag.)EP3231799; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem