Tag: M.W:200-300

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 914358-72-8, name is 5-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-3-chloro-2-methylpyridine (1.03 g, 5 mmol) and (i-PrO)3B (2.24 mL, 10 mmol) in THF (10 mL) was added n-BuLi (3.75 mL, 1.6 M in hexane, 6 mmol) drop-wise at – 78 oC. After the mixture was stirred at -78 oC for 1 hr, it was quenched with water. The solvent was removed under reduced pressure and the aqueous layer was washed with Ether (2 x 10 mL). The aqueous layer was then adjusted to pH~8 with 1N aqueous HCl solution and extracted with EA (3 x 50 mL). The combined organic layers were dried over Na2SO4, and concentrated to give 5-chloro-6-methylpyridin-3-ylboronic acid (650 mg, 76% yield) as a white solid. Retention time (LC-MS): Retention 0.458 min. MH+ 172

The synthetic route of 914358-72-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertand, L.; WU, Xinyuan; (351 pag.)WO2016/44792; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate, molecular formula is C8H6F3NO2, molecular weight is 205.134, as common compound, the synthetic route is as follows.COA of Formula: C8H6F3NO2

IV. (5-trifluoromethyl-2-pyridinyl)methanol To a solution of methyl 5-trifluoromethyl-pyridine-2-carboxylate (2 g, 9.75 mmol) in MeOH (30 mL) at 0C was added NaB (738 mg, 19.5 mmol) portionwise. The mixture was stirred at room temperature for 2 h and concentrated. The residue was diluted with water (30 mL), acidified to pH~5 (IN HC1), extracted with EA (3 X 50 mL), dried, concentrated and purified by column chromatography on silica gel to give the title compound as a colorless oil (1.6 g, 93% yield): 1H NMR (400 MHz, CDC13) delta ppm 8.82 (s, 1H), 7.90-7.92 (m, 1H), 7.40-7.42 (m, 1H), 4.82-4.83 (m, 2H), 3.44-3.46 (m, 1H); ES-LCMS m/z 178 ( +H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124236-37-9, Methyl 5-(trifluoromethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; QIN, Donghui; CHRISTENSEN, IV, Siegfried Benjamin; WU, Chengde; ZHANG, Zhiliu; YU, Haiyu; YUAN, Jiangxing; LIN, Xiaojuan; XU, Shanli; LV, Maoyun; YAO, Chen; LI, Lei; HUANG, Xing; GAO, Min; WO2013/166621; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.182275-70-3, name is 2-Iodo-6-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.category: pyridine-derivatives

EXAMPLE 20.1 (+-)-3-[(6R,8aS-6-[(6-methoxypyridin-2-yl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile A mixture of 3-[(6R,8aS)-6-ethynylhexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl]pyrazine-2-carbonitrile (300 mg, 1.18 mmol), 2-iodo-6-methoxypyridine (278 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (137 mg, 0.118 mmol), copper iodide (46 mg, 0.24 mmol), diisopropylethylamine (0.45 mL, 2.6 mmol) and DMF (40 mL) was stirred at RT overnight. 5% EDTA.Na2.2H2O(aq) (2 mL) was added and the reaction mixture was stirred at room for additional 30 min and then concentrated. Flash column chromatography gave the title compound (280 mg, 65%). 1H NMR (400 MHz, CDCl3): delta (ppm) 8.26 (d, 1H), 8.02 (d, 1H), 7.50 (t, 1H), 7.08 (d, 1H), 6.70 (d, 1H), 4.60 (t, 2H), 3.96(s, 1H), 3.52 (d, 1H), 3.38-3.26 (m, 2H), 3.02 (t, 1H), 2.38-2.18 (m, 3H), 2.14-2.04 (m, 1H), 2.00-1.90 (m, 1H), 1.72-1.60 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,182275-70-3, 2-Iodo-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1245913-20-5 ,Some common heterocyclic compound, 1245913-20-5, 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 1: 6-(3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)-3-hydroxyazetidin-1-yl)-2-(trifluoromethyl)nicotinonitrile (0255) 44 3-(2-chloro-4-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)phenyl)azetidin-3-ol hydrochloride, (3c, 300 mg, 0.60 mmol), 90 6-chloro-2-(trifluoromethyl)nicotinonitrile (148 mg, 0.72 mmol), 23 potassium carbonate (371 mg, 6.0 mmol) and 8 DMF (3.0 mL) were combined and the mixture was heated at 80 C. for 4 hrs in a sealed tube. 31 Water (20 mL) was added and the resulting mixture was extracted with EtOAc (50 mL×3), the combined organic phases were washed with brine (20 mL), dried over Na2SO4, filtered, and concentrated in vacuo. Silica gel column chromatography gave the desired 91 product.

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. 1245913-20-5, 6-Chloro-2-(trifluoromethyl)nicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Gilead Sciences, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Farand, Julie; Gege, Christian; Kropf, Jeffrey E.; Xu, Jianjun; (35 pag.)US2017/355693; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 166266-19-9, Adding some certain compound to certain chemical reactions, such as: 166266-19-9, name is 5-Iodo-3-methylpyridin-2-amine,molecular formula is C6H7IN2, 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 166266-19-9.

To a cooled (0 C.) solution of ethyl (1E)-N-(2,4,6-trimethylphenyl)sulfonyloxyethanimidate (0.732 g, 2.56 mmol) in dioxane (3.2 mL) was added 70% perchloric acid (2.75 mL, 32.2 mmol) dropwise. Following the addition, the temperature was maintained at 0 C. for 10 minutes and then ice-cold water (13 mL) was added at once. The resulting precipitate was collected by vacuum filtration and washed with water (caution: this compound has been reported to be potentially explosive when dry). The white solid was immediately dissolved in DCM (5.5 mL), dried over Na2SO4, and filtered. The filtrate was then added dropwise to a cooled (0 C.) solution of 5-iodo-3-methylpyridin-2-amine (0.3 g, 1.28 mmol) in DCM (11 mL). The reaction was warmed to room temperature and stirred for 3.5 h. Diethyl ether was added and the resulting white solid was collected by vacuum filtration to provide the title compound (517 mg, 89%). 1H NMR (500 MHz, DMSO-d6) delta 8.28 (br s, 2H), 8.22 (d, J=2.1 Hz, 1H), 7.97 (s, 1H), 6.81 (br s, 2H), 6.73 (s, 2H), 2.49 (s, 6H), 2.19 (s, 3H), 2.17 (s, 3H).

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. 166266-19-9, 5-Iodo-3-methylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Gyuris, Mario; Laforteza, Brian Ngo; Lebold, Terry Patrick; Meyer, Stephen Todd; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; Wade, Warren Stanfield; Gerencser, Janos; (87 pag.)US2018/111933; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.64064-71-7, name is 6-Bromo-3-nitroimidazo[1,2-a]pyridine, molecular formula is C7H4BrN3O2, molecular weight is 242.03, as common compound, the synthetic route is as follows.HPLC of Formula: C7H4BrN3O2

C. 3-Nitro-6-phenylthioimidazo [1,2-a] pyridine A solution of 1.61 g. (0.012 mole) of sodium thiophenoxide and 2.42 g. (0.01 mole) of 6-bromo-3-nitroimidazo [1,2-a] pyridine in 10 ml. N-methylpyrolidinone is heated at 150 C for 0.40 minutes under a nitrogen atmosphere. The cooled solution is poured onto 100 ml. of ice-water and the resultant suspension is extracted with ethyl acetate. The combined extracts are washed with saturated aqueous sodium chloride and dried over magnesium sulfate. Evaporation of the solvent to a small volume and dilution with N-hexane yields crystalline material. The solids are purified by chromatography on silica gel. Elution with methylene chloride yields pure 3-nitro 6-phenylthioimidazo [1,2-a] pyridine m.p. 108-109 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64064-71-7, 6-Bromo-3-nitroimidazo[1,2-a]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4096264; (1978); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine, 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, 777931-67-6, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-2-chloro-6-methoxypyridine

Into a 100-mL vial maintained with an inert atmosphere of nitrogen, to a solution of 3-bromo-2-chloro-6-methoxypyridine (2.00 g, 8.900 mmol, 1.00 equiv.) in 1,4-dioxane (20 mL), added Pd(dppf)Cl2.CH2Cl2 (0.36 g, 0.450 mmol, 0.05 equiv.), Zn(CH3)2 (17 mL, 17.000 mmol, 2.00 equiv.). The resulting solution was stirred 16 h at 90 C. The mixture was concentrated under vacuum. The residue product was purified by chromatogram on silica gel with ethyl acetate/petroleum ether (2:98) to yield 2-(6-(1-ethyl-4-fluoro-1H-indazol-6-yl)-2-methoxypyridin-3-yl)-3-methylbutanal as yellow oil. Mass spectrum (ESI, m/z): Calculated for C7H8ClNO, 158.0 [M+H], found 157.8.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,777931-67-6, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (181 pag.)US2019/47961; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 878197-68-3, 5-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde, 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: 878197-68-3, blongs to pyridine-derivatives compound. Recommanded Product: 878197-68-3

To a solution of X4-019-5a (1.7 g, 16.7 mmol) and THF (10 ml) was added n-BuLi (5.6 ml, 14.1 mmol, 2.5 M in hexanes) dropwise at -20 C. After stirred at -20 C for 20 mm, the mixture was added slurry of X4-019-5 (1.5 g, 6.7 mmol) in THF (30 ml) dropwise at -20 C and stirred at -10 C for 7 hours. After quenching with sat NH4C1 aq. (pH = 8), the mixture was extracted with DCM/iPrOH (10/1). The organic layer was washed with sat NaHCO3 aq., dried over Na2SO4, filtered and concentrated in vacuum. The residue was purified by column chromatography to give product X4-019-6 (785 mg, 48%) as yellow oil. LC-MS (Agilent LCMS 1200-6 120, Column: Waters X-Bridge C18 (50mm *4.6 mm*3.5 iim); Column Temperature: 40C; Flow Rate: 2.0 mL/min; Mobile Phase: from 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] to 0% [water + 10 mM NH4HCO3] and 100% [CH3CN] in 1.6 mm, then under this condition for 1.4 mm, finally changed to 95% [water + 10 mM NH4HCO3] and 5% [CH3CN] in 0.1 mm and under this condition for 0.7 mm). Purity: 94.5%, Rt = 1.31 mm; MS Calcd.: 224.13; MS Found: 245.1: [M+H]t

The synthetic route of 878197-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (190 pag.)WO2017/223243; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 62150-47-4, Ethyl 4-bromopicolinate, 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, 62150-47-4, blongs to pyridine-derivatives compound. SDS of cas: 62150-47-4

Equip a three-liter, three-neck round bottom flask with an addition funnel, a reflux condenser, a nitrogen inlet, and a temperature probe. Charge with methylmagnesium bromide (3.2M in 2-methyltetrahydrofuran, 239.07 mL, 765.01 mmol) and cool in an ice bath. To the addition funnel, add a solution of ethyl 4-bromopyridine-2-carboxylate (80.0 g, 347.73 mmol) in THF (800.0 mL). Add the solution dropwise to the methylmagnesium bromide solution while keeping the internal temperature below 25 C. Remove the cooling bath and allow stirring at 25 C. for 30 minutes. Cool the reaction mixture to 5 C. and quench carefully with the dropwise addition of aqueous hydrochloric acid solution (1M) while keeping the internal temperature below 30 C. Add additional aqueous hydrochloric acid solution (1M) until the mixture reaches a pH of around 7. Remove the cooling bath and dilute with ethyl acetate (EtOAc; 200 mL). Isolate the organic layer, dry over anhydrous sodium sulfate, filter through a CELITE plug and rinse with EtOAc. Concentrate the filtrate to give an orange oil. Purify by using a silica gel plug eluting with hexane/EtOAc (3/1) to give the title compound (63.15 g; 84.0% yield) as a colorless oil. MS (m/z): 216/218 (M+1/M+3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62150-47-4, its application will become more common.

Reference:
Patent; ELi Lilly and Company; MCMILLEN, William T.; JOSEPH, Sajan; PARTHASARATHY, Saravanan; PEI, Huaxing; SAWYER, Jason Scott; BEIGHT, Douglas W.; ZHAO, Gaiying; COATES, David A.; WOLFANGEL, Craig D.; (43 pag.)US2016/96823; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 178876-83-0, 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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.

a) 6-Amino-3-methyl-pyridine-2-carboxylic acid methyl ester; To a solution of 6-amino-3-bromo-pyridine-2-carboxylic acid methyl ester (3 g, 12.99 mmol) and trimethyl boroxine (1.8 mL, 2.99 mmol) in 1,4 dioxane (30 mL) was added K2CO3 (3.5 g, 25.97 mmol) under an argon atmosphere. To this was added PdCl2 (dppf)2.CH2Cl2 (530 mg, 0.65 mmol) and stirred at 115 C. for 4 h. The reaction mixture was cooled to room temperature and water was added to residue. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/hexane as eluent. The title compound was obtained as an off white solid (1.9 g, 88%).MS ESI (m/e): 166.8 [(M+H)+].1H NMR (DMSO, 400 MHz): delta(ppm)=7.31 (d, J=8.4 Hz, 1H), 6.53 (d, J=8.36 Hz, 1H), 5.99 (s, 2H), 3.77 (s, 3H), 2.21 (s, 3H).

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 178876-83-0, Methyl 6-amino-3-bromopicolinate.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem