Tag: M.W:100-200

Electric Literature of 13534-98-0, Adding some certain compound to certain chemical reactions, such as: 13534-98-0, name is 4-Amino-3-bromopyridine,molecular formula is C5H5BrN2, 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 13534-98-0.

3-Bromo-5-iodopyridin-4-amine A solution of potassium iodide (2.88 g, 17.34 mmol) and iodine (2.75 g, 10.84 mmol) in water (21 mL) was added dropwise to a solution of 4-amino-3-bromopyridine (2.5 g, 14.45 mmol) and sodium carbonate (0.919 g, 8.67 mmol) in water (10 mL) and the mixture was stirred at reflux for 20 h. The mixture was diluted with water and EtOAc and the layers were separated. The organic layer was extracted with EtOAc three times. The combined organic layers were washed with sat. Na2S2O3 three times, dried over MgSO4, filtered off and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CyHex/EtOAc, 50:50 to 0:100) to give product (951 mg, 22%) and starting material (1.66 g) as light yellow solids.

According to the analysis of related databases, 13534-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-03-8, 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.884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

3-amino-2-bromo-5-fluoropyridine 84A (25 g, 131 mmol, Astatech Chemical, Inc) was treated with ZnCN2 (16.9 g, 1.1 equiv., 144 mmol), Pd(Ph3)4(11.3 g, 0.075 equiv., 9.8 mmol) and DMF (200 mL) and then heated to 115 C. After 6 h, the reaction mixture was allowed to cool and then concentrated under reduced pressure to a solid. The solid was washed with EtOAc (2¡Á100 mL). The organic layers were combined and washed with water (3¡Á100 mL), saturated NH4Cl solution (100 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide 84B that was used without further purification. LCMS (m/z): 138.87 [M+H]+; tR=0.59 min. on LC/MS Method A.

The chemical industry reduces the impact on the environment during synthesis 884495-03-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic acid, 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, Application In Synthesis of 5-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid

Triethylamine (98 pL, 0.70 mmol) was added to a mixture of 5-chloropyridine-2- carboxylic acid (44.6 mg, 0.283 mmol) in ethyl acetate (5 mL). The resulting solution was treated with 2,4,6-tripropyl-1 ,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in ethyl acetate; 0.169 mL, 0.284 mmol), and the reaction mixture was heatedat 65 C for 20 minutes, whereupon P5 (100 mg, 0.177 mmol) was added and stirring was continued for 16 hours at 65 C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (100 mL) and washed sequentially with water (2 x 150 mL), saturated aqueous sodium bicarbonate solution (250 mL), and saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in dichloromethane (3 mL) and treated with trifluoroacetic acid (0.68 mL, 8.8 mmol). After the reaction mixture hadstirred at room temperature for 16 hours, dichloromethane (100 mL) was added, and the resulting solution was treated with saturated aqueous sodium bicarbonate solution (350 mL). The organic layer was washed with saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. Chromatography on silica gel (Gradient: 0% to 100% ethyl acetate in heptane) affordedthe product as a yellow solid. Yield: 61.2 mg, 0.110 mmol, 62%. 1H NMR (400 MHz, CDCI3) oe 10.42 (br s, 1H), 8.60 (dd, J=2.4, 0.6 Hz, 1H), 8.25 (dd, J=8.4, 0.6 Hz, 1H), 8.17-8.05 (m, 2H), 7.91 (dd, J=8.3, 2.4 Hz, 1H), 7.78 (5, 1H), 7.57-7.51 (m, 1H), 7.46 (br dd, J=7.7, 7.0 Hz, 2H), 3.85 (AB quartet, JAB=11.9 Hz, IIVAB=8O.9 Hz, 2H), 3.22 (dd, J=12.9, 4.1 Hz, 1H), 3.09-3.00 (m, 1H), 2.61 (dd, J=13.1, 2.7 Hz, 1H), 2.32-1.97 (m,5H), 1.95-1.82(m, 2H), 1.77-1.64(m, 1H).

The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; ZHANG, Lei; O’NEILL, Brian Thomas; VERHOEST, Patrick Robert; MIKOCHIK, Peter Justin; MURRAY, John Charles; HOU, Xinjun; (161 pag.)WO2017/51276; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of Thieno[3,2-b]pyridin-7(4H)-one

From thieno[3,2-b]pyridin-7-ol (300 mg, 2.00 mmol) and POBr3 (2.80 g, 10.0 mmol) and the mixture was heated at 65 C for 6 h. After cooling, NaOH (aq) (5 mL), water (5 mL) and chloroform (5 mL) were added. The phases were separated and the aqueous phase was extracted with more chloroform (2 * 5 mL). The organic phase was dried (MgSO4) and filtered. Removal of the solvent gave compound 1as a yellow solid (363 mg, 85%), m.p. 67-68 C. 1H NMR (400 MHz, CDCl3): delta 7.46 (1H, d, J = 5.2 Hz, 6-H), 7.67 (1H, d, J = 5.6 Hz, HetAr-H), 7.83 (1H, d, J = 5.6 Hz, HetAr-H), 8.51 (1H, d, J = 5.2 Hz, 5-H) ppm. 13C NMR (100.6 MHz, CDCl3): delta 121.7 (6-CH), 125.9 (CH), 126.9 (C), 131.4 (CH), 135.7 (C), 147.5 (5-CH), 156.4 (C) ppm. HRMS (EI-TOF): calcd for C7H479BrNS [M]+ 212.9248. Found 212.9248. Calcd for C7H481BrNS [M]+ 214.9227. Found 214.9227.

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, 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Article; Queiroz, Maria-Joao R.P.; Peixoto, Daniela; Calhelha, Ricardo C.; Soares, Pedro; Dos Santos, Tiago; Lima, Raquel T.; Campos, Joana F.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Vasconcelos, M. Helena; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 855 – 862;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 56026-36-9, Adding some certain compound to certain chemical reactions, such as: 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate,molecular formula is C8H9NO3, 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 56026-36-9.

A mixture of methyl 6-(hydroxymethyl)nicotinate (7 g , 37 mmol) and Mn02 (32,3 g , 372 mmol) in DCM ( 200 mL ) was stirred at 20 C for 4 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel (PE/EtOAc = 5/1) to afford methyl 6-formylnicotinate (6 g , 97%).MS-ESI (m/z): 166.2 (M+l) + (LC-MS method C; Ret. time: 0.36 min).

According to the analysis of related databases, 56026-36-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); 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. 350-03-8, name is 1-(Pyridin-3-yl)ethanone, molecular formula is C7H7NO, 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. Computed Properties of C7H7NO

General procedure: Definite quantities of catalyst, chiral diamine, base, solvent, and heteroaromatic methyl ketones were placed into a 60mL stainless steel autoclave equipped with a magnetic stirrer bar. The autoclave was purged with hydrogen three times and the hydrogen pressure was increased to the desired level. The mixture was then stirred at room temperature for a suitable time. At the end of the reaction, the reactor was decompressed. Finally, the products were separated by centrifugation and analyzed by a GC instrument with an FID detector and beta-DEX120 capillary column. The ee value was calculated from the equation: ee (%)=100¡Á(S-R)/(S+R).

With the rapid development of chemical substances, we look forward to future research findings about 350-03-8.

Reference:
Article; Li, Chun; Zhang, Lin; Zheng, Congye; Zheng, Xueli; Fu, Haiyan; Chen, Hua; Li, Ruixiang; Tetrahedron Asymmetry; vol. 25; 10-11; (2014); p. 821 – 824;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 1173081-96-3

To a stirred solution of 5-bromo-3-(sec-butyl(methyl)amino )-2-methylbenzoic acid(500 mg, 1.666 mmol), EDC (479 mg, 2.498 mmol), and HOBT (383 mg, 2.498 mmol) indimethyl sulfoxide (DMSO) (40 mL) was added N-methylmorpholine (0.732 mL, 6.66mmol), followed by 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride (377mg, 1.999 mmol). The reaction mixture was stirred at 25 oc for 16 h. The reaction mixture was poured onto ice water (50 mL), stirred for 10 min, allowed to stand for 10 min, andthen filtered. The collected solid was rinsed with water (50 mL), followed by 10%MeOH/ice water (50 mL) and diethyl ether (25 mL). The contents were filtered and dried to afford 400 mg of crude product. The product was purified by silica gel chromatography(eluent: 100% EtOAc) to afford the title compound (200 mg, 27% yield) as an off-whitesolid. 1H NMR (400 MHz, DMSO-d6) 8 ppm 0.83 (t, 3H, J = 7.5 Hz), 0.96 (d, 3H, J = 6.4Hz), 1.41-1.49 (m, 1H), 1.51-1.57 (m, 1H), 2.11 (s, 6H), 2.18 (s, 3H), 2.53 (s, 3H), 2.90-2.96 (m, 1H), 4.23 (d, 2H, J = 4.9 Hz), 5.85 (s, 1H), 6.99 (s, 1H), 7.14 (s, 1H), 8.17 (t, 1H,J = 4.9 Hz), 11.5 (s, 1H). LCMS(ES) [M+Ht 434.5.

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, 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride.

Reference:
Patent; GLAXOSMITHKLINE LLC; BURGESS, Joelle, Lorraine; DUQUENNE, Celine; KNIGHT, Steven, David; MILLER, William, Henry; NEWLANDER, Kenneth, Allen; VERMA, Sharad, Kumar; WO2013/173441; (2013); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 5470-66-6, 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 5470-66-6, name is 4-Nitro-2-picoline N-oxide. This compound has unique chemical properties. The synthetic route is as follows.

4-NITROPICOLINE-N-OXIDE (10.0 g, 64.9 mmol) and DIMETHYLSULFATE (6.39 mL, 64.5 mmol) were heated at 70 C for 6 hours under a nitrogen gas (N2) atmosphere. The dark brown mixture, which solidified upon cooling to room temperature was dissolved in 20 mL of water, cooled to -10 C WHILE vigorously stirring, and treated dropwise with a solution of KCN (5.04 g, 77.4 mmol) in 20 mL of water. The mixture was warmed to room temperature overnight. The resulting black heterogeneous mixture was dissolved in 50 ML of ethyl acetate and 50 mL of water. The phases were separated and the aqueous layer was extracted with two 50 mL portions of ethyl acetate. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in VACUO. Flash chromatography (20% to 50% ethyl acetate in hexanes, gradient) afforded the product as a brown solid (2.80 g, 27% yield). 2-Cyano-6-methyl-4-nitropyridine (1.9 g, 11.6 mmol) in a mixture of 50 mL of ethanol and 15 ML of saturated aqueous ammonium chloride (NH4C1) solution was heated with indium powder (7.00 g, 60.9 mmol) to 60 C for 3 days. 20 mL of water was then added, and the slurry was filtered through CELTES filter aid and the pad was washed with methanol. The filtrate was concentrated IN VACUO to remove volatile organics and extracted with three 20 ML portions of dichloromethane. The combined extracts were dried over magnesium sulfate, filtered, and concentrated in vacuo. Chromatography on SI02 (30% ethyl acetate in hexanes to 100% ethyl acetate, gradient) gave the product as a tan solid (580 mg, 27% yield). 4-Amino-6-methylpyridine-2-carbonitrile was converted to the title product in 57% yield according to the procedure described for the preparation of 4-amino-3-bromo-2,6- dimethylpyridine.

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 5470-66-6, 4-Nitro-2-picoline N-oxide.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89284-61-7, 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 89284-61-7, name is 4-Chloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethanolamine (0.60 mL, 10.0 mmol), 4-chloronicotinonitrile (1.38 g, 10.0 mmol) and diisopropylethylamine (1.74 mL, 10.0 mmol) in isopropanol was heated at reflux for 2.5 hours. It was cooled to room temperature and loaded on to a 5Og SCX-2 cartridge preconditioned with methanol. The cartridge was eluted with methanol and then with a 2M solution of ammonia in methanol. Collecting appropriate fractions followed by evaporation of solvents gave the title compound as a beige solid (1.20 g, 74%). 1H NMR (d6-DMSO, 400MHz) 8.40 (s, IH), 8.21 (d, J = 6.3 Hz, IH), 6.94 (bs, IH), 6.77(d, J = 6.3 Hz, IH), 4.84 (bs, IH), 3.55 (t, J = 6.0 Hz, 2H), 3.31 (dt, J = 6.0 Hz, 6.0 Hz, 2H). [00301] Step 2: 4-(2-Triisopropylsilanyloxy-ethylamino)-nicotinonitrile

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 89284-61-7, 4-Chloronicotinonitrile.

Reference:
Patent; GENENTECH, INC.; WO2008/67481; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175461-33-3, 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 175461-33-3 as follows.

Sulfuric acid (60 mL) was cooled to 0 0C and (2,6-dichloro-pyridin-4-yl)- methylamine (11.9 g, 62.51 mmol) was added. Nitric acid (2.59 mL, 62.51 mmol) was added dropwise. The resulting yellow solution was stirred at 00C for 1 hour. The reaction mixture was poured into ice water (600 ml_). Ethyl acetate was added and the phases separated. The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with aqueous sodium carbonate, dried over magnesium sulphate, filtrated and evaporated to give a yellow solid. The solid was redissolved in sulfuric acid poured into ice water (500 ml_). The resulting solid was filtered off and washed with water to give (2,6-dichloro-3-nitro-pyridin-4-yl)-methyl- amine (10.5 g, 76%) as a yellow crystalline compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175461-33-3, its application will become more common.

Reference:
Patent; NeuroSearch A/S; WO2008/92942; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem