Day: February 18, 2021

Reference of 863704-60-3 ,Some common heterocyclic compound, 863704-60-3, molecular formula is C12H8FNO2, 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.

B) 6-(4-Fluorophenyl)picolinic acid-N-oxide A mixture of picolinic acid derivative (1.0 g,, 4.6 mmol), Na2HPO4 (1.2 g) and mCPBA (1.1 g, ~70% from Aldrich) in CH2ClCH2Cl (30 mL) was stirred at rt for 2 h. Additional Na2HPO4 (0.8 g) and mCPBA (1.0 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred for 3 h at rt. Another Na2HPO4 (0.5 g) and mCPBA (0.5 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred at rt overnight. Next morning CHCl3 (160 mL) and 2N aq HCl (50 mL) were added to the reation mixture, the organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by flash column on silica gel eluding with EtOAc/MeOH/HOAc//700:240:60 to obtain the desired product contaminated by mCPBA. This impure material was purified by preparative HPLC to obtain the desired product (175 mg, 16%) as a white solid. 1H NMR (DMF-d7) 8.45 dd, 1H, J=8.3, 2.2 Hz), 8.15 (d, 1H, J=2.2 Hz), 8.13-8.00 (mn, 4H), 7.45 (t, 2H, 8.7 Hz).

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. 863704-60-3, 6-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/60613; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 6959-48-4, name is 3-(Chloromethyl)pyridine hydrochloride, molecular formula is C6H7Cl2N, 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. Recommanded Product: 3-(Chloromethyl)pyridine hydrochloride

General procedure C: A suspension of 2-morpholino-naphth[2,1-e]-1,3-oxazine 10b, 13b, and 13c (1 mmol), cesium carbonate (8.5 mmol) and 2-(bromomethyl)-pyridine hydrobromide, 3-(chloromethyl)-pyridine hydrochloride (2 mmol) in acetonitrile, according to the previously reported procedure.10 The solid was collected and recrystallised from a suitable solvent.

With the rapid development of chemical substances, we look forward to future research findings about 6959-48-4.

Reference:
Article; Ihmaid, Saleh; Al-Rawi, Jasim; Bradley, Christopher; Angove, Michael J.; Robertson, Murray N.; Clark, Rachel L.; Bioorganic and Medicinal Chemistry; vol. 19; 13; (2011); p. 3983 – 3994;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 624734-22-1 ,Some common heterocyclic compound, 624734-22-1, molecular formula is C7H2ClF3N2, 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.

Step D 1-methyl-5-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-3-amine A solution of 2-chloro-5-(trifluoromethyl)nicotinonitrile (as prepared in the previous step, 342 mg, 1.65 mmol) in ethanol (10 mL) in a 50-mL round-bottom flask, was treated with MeNH2NH2 (100 L, 2.05 mmol). The reaction mixture was stirred overnight at 90 C. The resulting mixture was concentrated under vacuum. The residue was purified by chromatography over a silica gel column with dichloromethane/ethylacetate (1:1), to give the title compound as a yellow solid. 1H NMR(CHLOROFORM-d) delta: 8.69 (d, J=1.5 Hz, 1H), 8.15 (s, 1H), 4.24 (br. s., 2H), 3.97 (s, 3H); LC-MS (ES, m/z) 217[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. 624734-22-1, 2-Chloro-5-(trifluoromethyl)nicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang, Xuqing; Sui, Zhihua; Lanter, James C.; US2011/306592; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 796851-03-1, 2,5-Dichloro-4-iodopyridine, 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, Recommanded Product: 2,5-Dichloro-4-iodopyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2,5-Dichloro-4-iodopyridine

a) A mixture of 2,5-dichloro-4-iodopyridine (0.2 g, 0.73 mmol), 7-amino-2-methyl- 3H-isoindol-l-one (0.118 g, 0.73 mmol), palladium(II) acetate (6.56 mg, 0.03 mmol), 9,9- dimethyl-4,5-bis(diphenylphosphino)xanthene (0.025 g, 0.04 mmol) and cesium carbonate (0.476 g, 1.46 mmol) were suspended in dioxane (5 mL). The mixture was heated at 1000C for 30 minutes in a microwave reactor and then allowed to cool to room temperature. The mixture was loaded onto an SCX column and the product eluted first with MeOH and then with a 7M solution OfNH3 in MeOH. Fractions containing product were combined and evaporated. A solid recovered from the top of the column was washed with water, dried in vacuo, and combined with the evaporated residue to afford 7-[(2,5-dichloropyridin-4- yl)amino]-2-methyl-3H-isoindol-l-one (0.160 g, 71% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 3.07 (3H, s), 4.50 (2H, s), 7.25 – 7.28 (IH, m), 7.48 (IH, s), 7.56 – 7.63 (2H, m), 8.36 (IH, s), 9.80 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 308.01 and 309.97 and 311.99.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,796851-03-1, 2,5-Dichloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine, molecular formula is C5H4BrClN2, 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.

Example 39 2′-amino-6-(6-chloroimidazo[ 1 ,2-a]pyridin-8-yl)- 1 ‘,2,2-trimethylspiro[chroman-4,4′- imidazol]-5′(l’H)-oneStep A: 3-Bromo-5-chloro-2-pyridinamine (487 mg, 2.35 mmol) was diluted with ethanol (4 mL), followed by the addition of 2-chloroacetaldehyde (614 , 4.69 mmol). The reaction was heated at reflux for 3 hours. The reaction was cooled and loaded onto silica gel eluting with 10-50% ethyl acetate/hexanes to yield 8-bromo-6-chloroimidazo[l,2-a]pyridine (300 mg, 1.30 mmol, 55.2% yield).Step B: 2’-Amino-r,2,2-trimethyl-6-(4,4,5,5-tetramethyl

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 26163-03-1, 3-Bromo-5-chloropyridin-2-amine.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 39856-50-3, 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 39856-50-3, name is 5-Bromo-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Piperazine-1 -carboxylic acid tert- butyl ester (3.0 g, 16.11 mmol), 5-bromo-2-nitro-pyridine (3.3 g, 16.11 mmol) and DIPEA (6.2 g, 48.32 mmol) in ethanol (30 ml.) are stirred at rt for 20 h. The reaction mixture is concentrated under reduces pressure and the residue is diluted with ethyl acetate and water. The organic layer is washed with water, brine, dried over MgS04, filtered and concentrated under reduces pressure. The residue is purified with column chromatography using silica gel (EtOAc/heptane) to afford the title compound. (0485) Yield: 1.34 g (27%) ESI-MS: m/z = 309 (M+H)+ Rt(HPLC): 0.89 min (Method 1

According to the analysis of related databases, 39856-50-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HYDRA BIOSCIENCES, INC.; BRUNETTE, Steven; CUI, Jianwen; LOWE, Michael D.; SARKO, Christopher Ronald; SURPRENANT, Simon; TURNER, Michael Robert; WU, Xinyuan; SMITH KEENAN, Lana Louise; BOUYSSOU, Thierry; (183 pag.)WO2019/158572; (2019); A1;,
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. 112193-41-6, name is 5-Bromonicotinohydrazide. A new synthetic method of this compound is introduced below., Product Details of 112193-41-6

To a solution 5-bromonicotinohydrazide (2 g, 9 mmol) in dioxane (48 mL) was added sodium bicarbonate (0.78 g, 9.2 mmol) and 20 mL of water. The reaction mixture was allowed to stir for 10 min. and then cynogen bromide (1.17g, 10 mmol) was added. The resulting clear solution was allowed to stir overnight at ambient temperature. At the conclusion of this period, a pinkish precipitate was collected by filtration to yield 5-(5-bromopyridin-3-yl)-l,3,4-oxadiazol-2-amine (3.4 g, 72 % yield). LCMS Method Y: retention time 1.43 min; [M+l] = 239.0, 241.0.

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, 112193-41-6, 5-Bromonicotinohydrazide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; JOHNSON, James A.; LLOYD, John; FINLAY, Heather; JIANG, Ji; NEELS, James; DHONDI, Naveen Kumar; GUNAGA, Prashantha; BANERJEE, Abhisek; ADISECHAN, Ashokkumar; WO2011/28741; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 799293-83-7, 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 799293-83-7 as follows.

3-Bromothieno[3,2-c]pyridin-4(5H)-one (1.09 g, 4.74 mmol) synthesized according to a known method (WO2004/100947) was suspended in DMF (24 mL), and potassium carbonate (1.96 g, 14.2 mmol) and methyl 4-toluenesulfonate (0.858 mL, 5.68 mmol) were added. The mixture was stirred overnight at room temperature. After adding a saturated sodium bicarbonate aqueous solution to the reaction mixture, the insoluble matter was filtered, and the filtrate was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was washed with diethyl ether to give Compound bc (670 mg, 58 %). ESI-MS: m/z 244 [M + H]+. 1H-NMR (CDCl3) delta (ppm): 7.23 (s, 1H), 7.19 (d, J = 7.8 Hz, 1H), 6.62 (d, J = 7.8 Hz, 1H), 3.60 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,799293-83-7, its application will become more common.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi; EP2708540; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1121-76-2, 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. 1121-76-2, name is 4-Chloropyridine 1-oxide. A new synthetic method of this compound is introduced below.

4-Chloropyridine-N-oxide (3.0 g, 23 mmol), 4-trifluoromethylphenylboronic acid (6.57 g, 34.6 mmol), K2CO3 (4.8 g, 35 mmol) and PdCl2 (dppf) (470 mg, 0.57 mmol) were stirred in DMSO (40 mL) under vacuum for 30 min. The flask was flushed with nitrogen, and the mixture was heated to 80 C. for 10 min. Upon cooling, the mixture was diluted with methylene chloride and washed with 5% lithium chloride solution (5¡Á), dried, concentrated, and the residue was purified by flash column chromatography (40 g ISCO column eluting with methylene chloride and a methanol/ammonia mixture (10:1); gradient 100% methylene chloride to 80% methylene chloride over 30 min at 40 mL/min) to provide the title compound (1.90 g, 34%) as a tan solid: ESI MS m/z 240 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1121-76-2, 4-Chloropyridine 1-oxide, and friends who are interested can also refer to it.

Reference:
Patent; ALBANY MOLECULAR RESEARCH, INC.; US2011/3738; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84249-14-9, 2-Amino-4-bromopyridine, 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, COA of Formula: C5H5BrN2, blongs to pyridine-derivatives compound. COA of Formula: C5H5BrN2

Dissolve 2-amino-4-bromopyridine (1.0 g, 5.8 mmol), di-tert-butyl dicarbonate (Boc2O, 1.4 g, 6.4 mmol) in t-BuOH (15 mL), heat the mixture at 50 C. overnight. Cool to room temperature, pour to water (50 mL), extract with EtOAc (15 mL*3). Combine the organic layers, dry over anhydrous Na2SO4; concentrate under reduced pressure to afford the crude product (1.24 g) which is used without further purification. MS: (M+1): 219.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84249-14-9, 2-Amino-4-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Zhang, Deyi; Zhang, Ruihao; Zhong, Boyu; Shih, Chuan; US2015/197511; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem