1221171-70-5 | Page 2 of 2 | Pyridine-derivatives

Some tips on 2-Chloro-6-(trifluoromethoxy)pyridine

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, 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. A new synthetic method of this compound is introduced below., SDS of cas: 1221171-70-5

c) 6-chloro-2-(trifluoromethoxy)-3-(trimethylsilyl)pyridine (1-6); A LDA solution was prepared from n-BuLi 2.5M in hexane (22 mL; 56.80 mmol; 1.1 eq) and diisopropylamine (8 mL; 56.80 mmol; 1.1 eq) in THF (40 mL) at 0C. To the LDA solution at -78 C, a solution of 2-chloro-6-(trifluoromethoxy)pyridine (10.2 g; 51.64 mmol; 1 eq) in THF (40 mL) was added dropwise over 30 minutes. The solution was stirred at -78 C for 2 hours, after what TMSCI (7.20 mL; 56.80 mmol; 1.1 eq) was added dropwise. The reaction mixture was allowed to warm up to room temperature and stirred 1 hour. Water (120 mL) was then added. The aqueous layer was extracted with diethylether (3 x 120 mL), and the combined organic layers were dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude was purified on silica gel using petroleum ether (100 %) as an eluent to afford 6-chloro-2- (trifluoromethoxy)-3-(trimethylsilyl)pyridine in 94 % yield as a colorless oil.1H- MR (CDC13): delta (ppm) 0.33 (s, 9H); 7.21 (d, 1H); 7.77 (d, 1H).

Reference:
Patent; VIVALIS; CIAPETTI, Paola; TROUCHE, Nathalie; VENKATA PITHANI, Subhash; GUEDAT, Philippe; BERECIBAR, Amaya; WO2012/93174; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 2-Chloro-6-(trifluoromethoxy)pyridine

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 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine.

Synthetic Route of 1221171-70-5, 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 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-Chloro-2-trifluoromethoxy nicotinic acid (37); At 0 0C, diisopropylamine (1.3 g, 1.8 mL, 12.6 mmol, 1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 8.3 mL, 12.6 mmol, 1 eq) in THF (25 mL). At -100 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 2.5 g, 12.6 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 4 h at – 85 0C. The mixture was then poured onto an excess of freshly crushed dry ice before being treated with an aqueous solution of sodium hydroxide (5%, 25 mL). The resulting aqueous layer was collected, washed with diethylether (15 mL) and acidified to pH 4 by dropwise addition of hydrochloric acid (6 N, 8 mL). After extraction with ethyl acetate (3 x 20 mL), the combined organic layers were dried over sodium sulfate before being evaporated to afford pure 6-chloro-2-trifluoromethoxy nicotinic acid (37, 1.9 g, 7.9 mmol, 69%) as a white powder; m.p. 139-142 0C.1H NMR (CDCl3, 300 MHz): delta = 8.32 (d, J = 8.2 Hz, 1 H), 7.29 (d, J= 8.2 Hz, 1 H). -19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75 MHz): delta = 167.5, 154.2, 153.4, 145.3, 122.1, 119.3 (q, 7 = 260 Hz), 113.5. – C7H3ClF3NO3 (241): calcd. (%) C 34.81, H 1.25, N 5.80; found C 34.88, H 1.32, N 5.78.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 2-Chloro-6-(trifluoromethoxy)pyridine

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. 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, other downstream synthetic routes, hurry up and to see.

Application of 1221171-70-5 ,Some common heterocyclic compound, 1221171-70-5, molecular formula is C6H3ClF3NO, 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 solution of LDA (2 M, 2.5 mL) in THF ( 27.0 mL) was added dropwise a solution of 2-chloro-6-(trifluoromethoxy)pyridine (900 mg, 4.6 mmol) in THF (9.0 mL) at -78C under N2. The mixture was stirred at -78C for 2 h. A solution of I2 (1.3 g, 5.0 mmol, 1.0 mL) in THF (9.0 mL) was added at -78C. Then the mixture was slowly warmed to 25C and stirred for 12 h. The reaction was quenched with saturated H4C1 (15.0 mL) and extracted with ethyl acetate (15.0 mL chi 3). The combined organic phase was washed with brine (15 mL chi 3), dried over anhydrous Na2S04, filtered and concentrated to give a residue. The residue was purified by prep-TLC (Si02) to give 6-chloro-3-iodo-2-(trifluoromethoxy)pyridine (1.2 g, 3.0 mmol, 65.2% yield). 1H MR (400MHz, CHLOROFORM-i ) delta 8.10 (d, J= 8.1 Hz, 1H), 7.03 (d, J= 8.1 Hz, 1H).

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 1221171-70-5

The synthetic route of 1221171-70-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, 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: 1221171-70-5, blongs to pyridine-derivatives compound. SDS of cas: 1221171-70-5

5-amino-2-chloro-6-trifluoromethoxypyridine (39); At 0 0C, diisopropylamine (1.7 g, 2.4 mL, 16.7 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 10.7 mL, 16.7 mmol, 1.1 eq) in THF (25 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 3.0 g, 15.2 mmol,1 eq) in THF (7 mL) was added dropwise followed after 2 h by benzenesulfonyl azide(3.3 g, 18.2 mmol, 1.2 eq). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of ammonium chloride (30 mL) and extracted with diethylehter (3 x 20 mL). The combined organic layers were dried over sodium sulfate and evaporated to afford a crude red oil of 5-azido-2-chloro-6- trifluoromethoxy pyridine. It was then dissolved in anhydrous diethylether (100 mL) and added dropwise to a suspension of lithium aluminium hydride (690 mg, 18.2 mmol, 1.2 eq) in diehtylether (100 mL). The reaction mixture was heated under reflux for 5 h before being treated with water (100 mL) and extracted with diethylether (3 * 80 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (3:7) as eluent which afforded pure 5-amino-2-chloro-6- trifluoromethoxy pyridine (39, 2.3 g, 10.8 mmol, 71%) as yellow crystals; m.p. 42-45 0C.1H NMR (CDCl3, 300 MHz): delta = 6.98 (d, J = 8.2 Hz, 1 H), 6.95 (d, J = 8.2 Hz, 1 H), 3.83 (bs, 2 H). – 19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75 MHz): delta = 142.5, 135.3, 131.1, 126.3, 122.7, 120.1 (q, J = 262 Hz). – C6H4ClF3N2O (212): calcd. (%) C 33.90, H 1.90, N 13.18; found C 33.54, H 2.06, N 13.00.

The synthetic route of 1221171-70-5 has been constantly updated, and we look forward to future research findings.

Brief introduction of 1221171-70-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, and friends who are interested can also refer to it.

Electric Literature of 1221171-70-5, 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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine. A new synthetic method of this compound is introduced below.

2-Chloro-5-iodo-6-trifluoromethoxy pyridine (41); At 0 0C, diisopropylamine (2.2 g, 3.1 mL, 22.2 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 14.2 mL, 22.2 mmol, 1.1 eq) in THF (35 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 4.0 g, 20.2 mmol,1 eq) in THF (10 mL) was added dropwise followed after 2 h by a solution of iodide (5.7 g, 22.2 mmol, 1.1 eq) in THF (10 mL). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of sodium sulfite (30 mL) and extracted with dichloromethane (3 x 20 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude dark oil was distilled under vacuum (b.p. 103-106 0C / 16 mbar) to afford pure 2-chloro-5-iodo-6- trifluoromethoxypyridine (41, 5.1 g, 15.7 mmol, 78%) as colorless needles; m.p. 33-350C.1H NMR (CDCl3, 300 MHz): delta = 8.11 (d, J = 8.1 Hz, 1 H), 7.03 (d, J= 8.1 Hz, I H). – 19F NMR (CDCl3, 282 MHz): delta = -57.1 – 13C NMR (CDCl3, 75 MHz): delta = 154.9, 151.7, 148.8, 142.0, 123.3, 120.4 (q, J = 264 Hz).

New learning discoveries about 1221171-70-5

The synthetic route of 1221171-70-5 has been constantly updated, and we look forward to future research findings.

Brief introduction of 1221171-70-5

Sources of common compounds: 2-Chloro-6-(trifluoromethoxy)pyridine

With the rapid development of chemical substances, we look forward to future research findings about 1221171-70-5.

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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, 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. HPLC of Formula: C6H3ClF3NO

I-Chloro–trifluoromethoxy-S-trimethylsilylpyridine (47); At 0 0C, diisopropylamine (0.9 g, 1.2 mL, 8.9 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 5.7 mL, 8.9 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxy pyridine (2, 1.6 g, 8.1 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 2 h at this temperature. Chlorotrimethylsilane (1.0 g, 1.2 mL, 8.9 mmol, 1.1 eq) was then added and the mixture was allowed to reach 25 0C before being neutralized with water (20 mL) and extracted with diethylether (3 chiltheta mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was distilled under vacuum to afford pure 2-chloro-6-trifluoromethoxy-5-trimethylsilylpyridine (47, 1.5 g, 5.5 mmol, 68%) as a colorless oil; b.p. 89-93 0C / 14 mbar.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 7.6 Hz, 1 H), 7.22 (d, J = 7.6 Hz, 1 H), 0.34 (s, 9 H). – 13C NMR (CDCl3, 75 MHz): delta = 159.5, 149.8, 147.7, 147.3, 121.5, 120.4 (q, J= 260 Hz), -1.7.

With the rapid development of chemical substances, we look forward to future research findings about 1221171-70-5.