Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 944317-53-7, 4-Methyl-5-nitro-2-(trifluoromethyl)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, COA of Formula: C7H5F3N2O2, blongs to pyridine-derivatives compound. COA of Formula: C7H5F3N2O2

Into a 1L 3-necked round-bottom flask was placed 4-methyl-5-nitro-2- (trifluoromethyl)pyridine (60 g, 291.26 mmol, 1 equiv), Fe (48.9 g, 873.79 mmol, 3 equiv), NH4CI (77.2 g, 1456.31 mmol, 5 equiv), and H2O (500 mL). The resulting mixture was stirred for 2 at 80 C. The resulting solution was extracted with ethyl acetate. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1/10) to give (27 g, 60.76%) of the title compound as a white solid. LC-MS: (ES, m/z): [M+H]+ 177.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944317-53-7, 4-Methyl-5-nitro-2-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; ALAM, Muzaffar; BECK, Hilary, Plake; DILLON, Michael, Patrick; GONZALEZ-LOPEZ, Marcos; SUTTON, James, Clifford, Jr.; (248 pag.)WO2019/156987; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1000522-43-9, Adding some certain compound to certain chemical reactions, such as: 1000522-43-9, name is 2-(5-Chloropyridin-2-yl)acetic acid,molecular formula is C7H6ClNO2, 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 1000522-43-9.

4-Cyclopropyl-[1,2,3]triazol-1-yl)acetic acid (Preparation 121 , 85 mg, 0.508 mmol) and (4-Aminopyridin-2-yl)-(7-tert-butyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)methanone (Preparation 29, 100 mg, 0.338 mmol) were dissolved in THF (5 mL), followed by the addition of Et3N (0.165 mL, 1 .18 mmol) and 1 -propylphosphonic acid cyclic anhydride (50% solution in EtOAc, 0.507 mL, 0.845 mmol) at room temperature. The resultant mixture was stirred at room temperature for 16 hours and then diluted with ethyl acetate (20 mL). The organic layer was washed with aqueous saturated NaHCO3 solution, water, brine, dried over sodium sulphate and evaporated to dryness in vacuo. The crude residue was purified using preparative TLC eluting with 3% MeOH in DCM to afford the title compound as brown solid in 25% yield, 37 mg. 1H NMR (400 MHz, DMSO-d6): delta ppm 0.72-0.73 (m, 2H), 0.90-0.93 (m, 2H), 1 .82 (s, 9H), 1 .95-1 .98 (m, 1 H), 5.29 (s, 2H), 7.82 (d, 1 H), 7.86 (s, 1 H), 8.23 (s, 1 H), 8.65 (d, 1 H), 8.97 (s, 1 H), 9.20 (s, 1 H), 9.59 (s, 1 H), 1 1 .16 (br, 1 H). LCMS Rt = 3.17 minutes MS m/z 445 [M+H]+. The following examples were prepared according to Method 2 (Example 36) followed by method 1 Step 2 using 4M HCI in dioxan, using (4-aminopyridin-2-yl){7-[(1 R)-1 -methyl- 2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone (Preparation 22) or (4-aminopyridin-2-yl){7-[(1 S)-1 -methyl-2-(tetrahydro-2H-pyran-2- yloxy)ethyl]-7H-pyrrolo[2,3-d]pyrimidin-5-yl}methanone (Preparation 23) and the appropriate acetic acids.

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. 1000522-43-9, 2-(5-Chloropyridin-2-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; ANDREWS, Mark, David; BAGAL, Sharanjeet, Kaur; BROWN, David, Graham; GIBSON, Karl, Richard; OMOTO, Kiyoyuki; RYCKMANS, Thomas; SABNIS, Yogesh; SKERRATT, Sarah, Elizabeth; STUPPLE, Paul, Anthony; WO2014/53967; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18087-99-5, (4,6-Dimethylpyridin-2-yl)methanol, 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, 18087-99-5, blongs to pyridine-derivatives compound. Quality Control of (4,6-Dimethylpyridin-2-yl)methanol

b) Preparation of 4,6-dimethyl-pyridme-2-carbaldehyde Manganese dioxide (3.17 g, 36.5 mmol) was added to a solution of (4,6- dimethyl-pyridin-2-yl)-methanol (1.0 g, 7.30 mmol) in chloroform (30 mL) and heated at reflux overnight. The reaction mixture was cooled to 0 C and filtered over celite, washing with further chloroform. The filtrate was evaporated to give a residue which was purified by column chromatography over silica gel (60-120 mesh) using 10 % ethyl acetate in hexane as eluent to afford 4,6-dimethyl-pyridine-2-carbaldehyde (0.5 g, 51 %) as a light brown liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18087-99-5, its application will become more common.

Reference:
Patent; F2G LTD; WO2008/62182; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 157402-44-3 ,Some common heterocyclic compound, 157402-44-3, molecular formula is C12H9NO, 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 vigorously-stirred solution of 6-phenyl-2-pyhdine aldehyde (0.50 g, 2.73 mmol) in 30 mL of anhydrous Et2O under N2, was added a solution of methyllithium (1.7 mL of 1.6 M solution in Et2O, 3.0 mmol) at ambient temperature. After 12 h, the reaction was quenched with 5 mL saturated aqueous ammonium chloride. This solution was extracted with 3 x 10 mL EtOAc. The organic fractions were pooled, dried over Na2SO4 and concentrated. After removing the volatiles in vacuo, the resultant yellow oil was chromatographed on silica with 10% EtOAc/hexanes. Clean fractions were combined and the volatiles were removed to provide 0.25 g of the product as a yellow oil (50%).

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. 157402-44-3, 6-Phenylpicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS INC.; WO2008/85658; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 5315-25-3, name is 2-Bromo-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H6BrN

At room temperature, m-chloroperbenzoic acid (82 g, 475 mmol) was added to a solution of 2-bromo-6-methylpyridine 28 (40 g, 232.5 mmol) in chloroform (400 mL). The mixture was heated at 65 C. for 20 h and then was cooled to 0 C. for 3 h. After filtration of the precipitate, the filtrate was concentrated under reduced pressure. An aqueous solution of sodium hydroxide 2 M (100 mL) was added to this residue and this solution was extracted with dichloromethane (4×100 mL). The organic phases were combined, dried over magnesium sulfate, filtered and concentrated under reduced pressure to give compound 29 in the form of a yellow solid, which was used in the rest of the synthesis without additional purification (35.48 g, 81%). M.p.: 48-55 C. 1H NMR (400 MHz, CDCl3) delta: 7.55 (dd, J=7.9; 1.6 Hz, 1H), 7.23 (dd, J=7.9; 1.6 Hz, 1H), 7.01 (t, J=7.9 Hz, 1H), 2.57 (s, 3H); 13C NMR (100 MHz, CDCl3) delta: 151.2, 133.5, 128.7, 125.3, 125.2, 19.3. HRMS (ESI+) calculated for C6H7NOBr [M+H]+, m/z 187.9711. found: 187.9698. Rf=0.33 (silica, dichloromethane-methanol 96:4).

With the rapid development of chemical substances, we look forward to future research findings about 5315-25-3.

Reference:
Patent; CISBIO BIOASSAYS; LAMARQUE, Laurent; PARKER, David; BUTLER, Stephen J.; DELBIANCO, Martina; US2015/361116; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74420-15-8, 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. 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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.

22.0 g (111.66 mmol) of the intermediate product (A) is dissolved in 350 ml of THF, and n-BuLi (49.13 mL, 122.82 mmol) is slowly added at -78 C. After 1 hour, TsCl (25.55 g, 133.99 mmol) was added and stirred for 4 hours under a stream of nitrogen

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 74420-15-8, 3-Bromo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; Cheil Industries Co., Ltd.; Hong, Jin Suk; Yu, Dong Gyu; Yu, Uhn Sun; Lee, Han Ir; Kang, Dong Min; Lee, Sang Sin; Jang, Yuna; Jung, Su Young; Han, Su Jin; (31 pag.)KR2015/15252; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89466-18-2, Adding some certain compound to certain chemical reactions, such as: 89466-18-2, name is 6-Bromo-2-methoxypyridin-3-amine,molecular formula is C6H7BrN2O, 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 89466-18-2.

Example Al 4 a) Preparation of intermediate 31A mixture of formic acid (12.8 ml, 340 mmol) and acetic acid anhydride (8.54 ml, (91 mmol) was stirred at r.t. for 40 min. Subsequently, a solution of 3-amino-6-bromo- 2-methoxy-pyridine (5 g, 24.6 mmol) in THF (30 ml) was added dropwise to the mixture. The resulting r.m. was stirred overnight at 60 0C, and was then cooled and poured into ice-water, resulting in the precipitation of a solid. The solid was filtered off, washed with water, and dried. Yield: 5.2 g of intermediate 31 (76 %).

According to the analysis of related databases, 89466-18-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; BISCHOFF, Francois, Paul; GIJSEN, Henricus, Jacobus, Maria; PIETERS, Serge, Maria, Aloysius; MINNE, Garrett, Berlond; WO2010/145883; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6635-90-1, 2-Methoxy-4-methyl-5-nitropyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

1. The mixture of 2-methoxy-4-methyl-5-nitropyridine (1.68g, 10.0 mmol) and 1,1- dimethoxy-N,N-dimethylmethanamine (14 Ml, 103 mmol) in 10 mL of DMF was heated at 130C overnight, cooled to RT, diluted with EtOAc, washed with water and brine, dried (MgS04), and concentrated. The residue was dissolved in 70 mL of EtOH. To this solution was added 1.06 g of 10% Pd/C. The mixture was stirred under 1 atm of hydrogen atmosphere over 4 days, filtered through a pad of Celite, and washed with EtOH. The filtrate was concentrated to give crude 5-methoxy-lH-pyrrolo[2,3-c]pyridine (quant). H NMR (399 MHz, DMSO-d6) delta ppm 11.26 (1 H, br. s.), 8.33 (1 H, s), 7.53 (1 H, d, 7=2.7 Hz), 6.73 – 6.88 (1 H, m), 6.32 (1 H, d, 7=3.1 Hz), 3.30 (3 H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6635-90-1, 2-Methoxy-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; SRI INTERNATIONAL; JONG, Ling; CHANG, Chih-Tsung; PARK, Jaehyeon; (71 pag.)WO2016/114816; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 74420-15-8, 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 74420-15-8, name is 3-Bromo-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A. 3-Bromo-1H-pyrrolo[2,3-b]pyridine and ammonia (0.5M in 1,4-dioxane) is heated to reflux. After 5 h the solution is concentrated. The residue is chromatographed on a silica gel plug to give 1H-pyrrolo[2,3-b]pyridin-3-ylamine.

According to the analysis of related databases, 74420-15-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 88912-26-9, 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 88912-26-9 as follows.

THF (25 ml_), 2-{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2- fluorophenyl}acetohydrazide (700 mg, 1.98 mmol), 2,5-dichloro-4-pyridinecarboxylic acid (380 mg, 1.98 mmol), HATU (380 mg, 1.98 mmol) and DIPEA (0.700 ml_, 3.96 mmol) were combined and stirred at rt for 45 min. Burgess Reagent (2.36 g, 9.90 mmol) was added and the reaction stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The solvent was removed and the crude material purified via silica gel chromatography to give 340 mg of the title compound. 1H NMR (DMSO-d6) delta 8.74 (s, 1 H), 7.98 (s, 1 H), 7.77 (m, 1 H), 7.50 (m, 3 H), 7.46 (m, 1 H), 4.50 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88912-26-9, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem