Tag: M.W:100-200

Related Products of 5470-70-2, 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.5470-70-2, name is Methyl 6-methylnicotinate, molecular formula is C8H9NO2, molecular weight is 151.16, as common compound, the synthetic route is as follows.

[01 10j To a solution of methyl 6-methylnicotinate (0.5 g, 3.31 mmol) in carbon tetrachloride (15 mL) was added N-bromosuccinimide (0.647 g, 3.63 mmol) followed by azobisisobutyronitrile (0.054 g, 0.33 mmol). The reaction mixture was heated at 75 C for 18 h. The reaction mixture was diluted with dichloromethane, washed with water, dried over anhydrous sodium sulfate, filtered and concentrated. The crude was purified by silica gel column chromatography, using 50% ethyl acetate in hexane to afford methyl 6- (bromomethyl)nicotinate (0.28 g, 37% yield) as a brownish solid. Calculated M+H: 229.97; Found M+H: 230.01.

Statistics shows that 5470-70-2 is playing an increasingly important role. we look forward to future research findings about Methyl 6-methylnicotinate.

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; WO2015/48503; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 133081-24-0, Adding some certain compound to certain chemical reactions, such as: 133081-24-0, name is 6-Hydrazinylnicotinic acid,molecular formula is C6H7N3O2, 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 133081-24-0.

A solution of DOTA tri-t-butyl ester (225 mg, 0.393 mmol), HOBt (50 mg, 0.33 mmol), and EDC (62 mg, 0.32 mmol) in 50:50 dichloromethane:acetonitrile (2.0 mL) was stirred at ambient temperatures under nitrogen for 5 minutes, and treated with 6-hydrazinictoic acid (50 mg, 0.32 mmol). The solution was stirred for 60 hours and concentrated under reduced pressure. The residue was purified by HPLC on a Phenomenex Luna Cl 8 column (21.2 x 250 mm) using a 0.9%/min gradient of 9 to 36% acetonitrile containing 0.1% TFA at a flow rate of 20 niL/min. The main product peak eluting at 32.9 minutes was lyophilized to give the title compound as an off-white solid (3.0 mg, 1.0%). MS (ESI): 708.4 (60, M+H).

According to the analysis of related databases, 133081-24-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB PHARMA COMPANY; WO2007/5491; (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. 5470-70-2, name is Methyl 6-methylnicotinate, molecular formula is C8H9NO2, 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. Product Details of 5470-70-2

250mL single-neck flask was added methyl 6-methylpyridine-3-carboxylate (10g, 66.15mmol) and 1,4-dioxane (100mL), was added under stirring selenium dioxide (14.7g, 132mmol), nitrogen heated to 85 under the protection of the reaction overnight. Cooling to room temperature, filtered, and the solvent was removed by rotary evaporation, the crude product was purified by silica gel column chromatography (petroleum ether / ethyl acetate (v / v) = 1/1), give a pale yellow solid 1.6g, Yield: 15percent.

With the rapid development of chemical substances, we look forward to future research findings about 5470-70-2.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Wang, Xiaojun; Yang, Xinye; Zhou, Pingjian; Yang, Chuanwen; Lin, Jihua; Xiong, Shaohui; Zhang, Yingjun; Xiao, Ying; Wang, Hui; Cao, Shengtian; Wu, Fangyuan; Ouyang, Luo; (74 pag.)CN105524053; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116632-24-7, 2-Amino-4,6-dichloropyridine, 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

A mixture of 4,6-dichloropyridin-2-amine (2.0 g, 12.3 mmol), ethynylbenzene (2.51 g, 24.5 mmol), copper(I) iodide (234 mg, 1.23 mmol), Dichlorobis(triphenylphosphine)- palladium(II) (1.0 g, 1.23 mmol) and triethylamine (4.3 ml, 31 mmol) is stirred under argon atmosphere in ACN (20 ml) with THF (10 ml) for 6 h at 90C. The mixture is diluted with water and extracted with EtOAc. The combined organic layers are dried over MgS04, concentrated in vacuo and the product purified by NP chromatography. Yield: 1.2 g (43%). HPLC-MS: M+H=229; tR=l .96 min (*Method_2).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116632-24-7, 2-Amino-4,6-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; REISER, Ulrich; BADER, Gerd; SPEVAK, Walter; STEFFEN, Andreas; PARKES, Alastair L.; WO2013/127729; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2002-04-2, 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine, 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, 2002-04-2, blongs to pyridine-derivatives compound. name: 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine

A solution of (i?)-3-methoxy-4-(l-phenyl-2-((triisopropylsilyl)oxy)ethoxy)benzoic acid (0.1.0 g, 2.2 mmol, 1 eq.), 5-(4-pyridyl)-l,3,4-thiadiazol-2-yl amine (0.467g, 2.6 mmol, 1.2 eq.), HATU (1.35 g, 3.5 mmol, 1.5 eq.) and diisopropylethylamine (480 mu^, 2.75 mmol, 1.2 eq.) in NMP (10 mL) was stirred at 70 C for 16 hours. The cooled reaction mixture was added to water (100 mL) and the crude product filtered and partitioned between dichloromethane (100 mL) and water (15 mL). The layers were separated and the aqueous extracted with a mixture of dichloromethane (100 mL) and methanol (10 mL). The combined extracts were dried with magnesium sulfate, evaporated in vacuo and purified by silica gel column chromatography using a 20 – 100 % ethyl acetate in iso- exane gradient to afford (R)-3 -methoxy-4-(l -phenyl-2-((triisopropylsilyl)oxy)ethoxy)-N-(5-(pyridin-4-yl)- l,3,4-thiadiazol-2-yl)benzamide as a white solid (0.784 g, 60% yield). NMR (400 MHz, DMSO) 13.16 (IH, s), 8.79 (2H, dd, J=1.6, 4.5 Hz), 7.99 (2H, dd, J=1.6, 4.4 Hz), 7.84 (IH, d, J=2.0 Hz), 7.68 (IH, dd, J=2.1, 8.6 Hz), 7.52 – 7.48 (2H, m), 7.40 (2H, dd, J=7.6, 7.6 Hz), 7.37 – 7.32 (IH, m), 7.09 (IH, d, J=8.9 Hz), 5.62 (IH, dd, J=4.5, 6.5 Hz), 4.14 (IH, dd, J=6.8, 10.6 Hz), 4.00 (IH, dd, J=4.5, 10.8 Hz), 3.97 (3H, s), 1.15 – 1.08 (3H, m), 1.07 – 1.02 (18H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2002-04-2, its application will become more common.

Reference:
Patent; GENKYOTEX SA; MACHIN, Peter; SHARPE, Andrew; LOCK, Christopher James; CHAMBERS, Mark S; HODGES, Alastair; ALLEN, Vivienne; ELLARD, John M; (189 pag.)WO2016/98005; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5346-38-3 ,Some common heterocyclic compound, 5346-38-3, molecular formula is C6H6N2S, 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 25 mL N,N-dimethyl formamide (DMF) containing alpha-b r omo a c e t o p heno n e ( 1 . 1 g , 5 . 5 m m o l ) , 2-pyridinecarbothioamide (760 mg, 5.5 mmol) was added.After kept stirring for 24 h, the reaction mixture was diluted with 200 mL EtOAc followed by washing with brine. Theorganic layer was dried over anhydrous Na2SO4 and evaporatedunder reduced pressure. Separation through flash columnchromatography using a mixture of n-hexane andEtOAc as eluents provided a white solid as the product. Yield: 81.0 %. Mp: 72-73 C. IR (film, cm-1): 3111, 3057,1576, 1499, 1462, 1461, 1273, 1240, 1065, 993, 781, 740,683. 1H NMR (CDCl3, 300 MHz, ppm) delta = 7.37-7.39 (m,2H), 7.46-7.51 (m, 2H), 7.63 (s, 1H), 7.83-7.88 (m, 1H), 8.03(d, 2H, J = 7.0 Hz), 8.36 (d, 1H, J = 7.8 Hz), 8.58 (d, 1H,J = 4.6 Hz).13C NMR (CDCl3, 75 MHz, ppm) delta = 115.3,119.9, 124.5, 126.4, 128.2, 128.8, 134.5, 137.1, 149.5,151.5, 156.7, 168.8. Anal. Calcd. (%) for C14H10N2S: C70.56, H 4.23, N 11.76. Found: C 70.48, H 4.31, N 12.01.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5346-38-3, its application will become more common.

Reference:
Article; Yang, Ming-Yang; Zhao, Xiao-Long; Zheng, Ming-Hua; Wang, Yue; Jin, Jing-Yi; Journal of Fluorescence; vol. 26; 5; (2016); p. 1653 – 1657;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7464-14-4, 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.7464-14-4, name is 2-Hydroxy-5-methyl-3-nitropyridine, molecular formula is C6H6N2O3, molecular weight is 154.12, as common compound, the synthetic route is as follows.

(Reference Example 5-1) At room temperature, to a mixed solvent solution of 5-methyl-3-nitropyridin-2-ol (5.0 g) in tetrahydrofuran (200 ml) and methanol (200 ml) was added 10% palladium carbon (0.5 g), followed by stirring for 24 hours under a hydrogen atmosphere. The reaction solution was filtered through Celite, and then the filtrate was concentrated under reduced pressure to afford 3-amino-5-methylpyridin-2-ol (4.03 g). 1H NMR (400 MHz, CDCl3) delta: 2.03(s, 3H), 4.11 (br s, 2H), 6.53 (s, 1H), 6.59 (s, 1H), 12.21 (br s, 1H).

Statistics shows that 7464-14-4 is playing an increasingly important role. we look forward to future research findings about 2-Hydroxy-5-methyl-3-nitropyridine.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2471792; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13472-85-0, 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.13472-85-0, name is 5-Bromo-2-methoxypyridine, molecular formula is C6H6BrNO, molecular weight is 188.02, as common compound, the synthetic route is as follows.

A 2.5 M hexane solution of n-butyllithium (23 mL, 58 mmol) was added over 30 minutes to a -78 C. solution of 5-bromo-2-methoxypyridine (10 g, 53 mmol) in ether (120 mL), keeping the temperature below -65 C. The slurry was stirred for 30 minutes, and then trimethylborate (6.1 mL) was added quickly to the reaction solution. Again the temperature was maintained below -65 C. The solution was stirred for 10 minutes, warmed to 15 C. and then cooled to -78 C. Peracetic acid (56 mmol) was added dropwise, while the temperature was kept at or below -65 C. After addition, the reaction was warmed briefly to -50 C., cooled back to -65 C., then stirred at approximately 25 C. overnight. The reaction was quenched with water (100 mL), and then extracted with ether (3*150 mL). The organic portions were combined and washed with aqueous NaHSO3 solution and brine. The organic portions were extracted two times with 2N aqueous NaOH solution. The pooled basic aqueous fractions were washed with Et2O and then acidified with NaHSO4. The product precipitated out as oil; the aqueous mixture was extracted three times with Et2O, the pooled ether fractions were dried with Na2SO4, and stripped of solvent in vacuo. Yielded 3.6 g of a brown solid.

The chemical industry reduces the impact on the environment during synthesis 13472-85-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Brewster, William Kirkland; Klittich, Carla Jean Rasmussen; Balko, Terry William; Breaux, Nneka Tuere; Erickson, William Randal; Hunter, James Edward; Lowe, Christian Thomas; Ricks, Michael John; Siddall, Thomas Lyman; Yerkes, Carla Nanette; Zhu, Yuanming; US2006/89370; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 770-08-1, 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. 770-08-1, name is 5-Ethylpicolinic acid, molecular formula is C8H9NO2, 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 IV; Preparation of [1-(6-trichloromethylpyridin-3-yl)ethyl](methyl)-oxido-lambda4-sulfanylidenecyanamide (5); A mixture of 5-ethylpyridine-2-carboxylic acid (1.98 g, 13 mmol), phenyl-phosphonic dichloride (2.8 g, 14.3 mmol), phosphorus pentachloride (7.7 g, 32 mmol) was stirred and slowly heated. Once a clear yellow liquid was formed, the mixture was heated to reflux overnight. After cooling, the volatiles were removed under reduced pressure. The residue was carefully poured into saturated sodium carbonate aqueous solution cooled in an ice-water bath. The aqueous phase was then extracted with CH2Cl2 two times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated, and partially purified on silica gel eluted with 10 percent EtOAc in hexane to give 2.7 g of crude product containing both 5-ethyl-2-(trichloromethyl)pyridine and 5-(1-chloro-ethyl)-2-(trichloromethyl)pyridine in an approximate 3:1 ratio (GC data, masses calcd for C8H8Cl3N and C8H7Cl4N [M]+223 and 257 respectively. Found 223 and 257 respectively).

According to the analysis of related databases, 770-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences, LLC; US2010/168177; (2010); 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. 16179-97-8, name is 2-(Pyridin-2-yl)acetic acid hydrochloride. A new synthetic method of this compound is introduced below., Formula: C7H8ClNO2

To a solution of 2-(pyridin-2-yl)acetic acid hydrochloride salt MMMMMM (50.0 g, 288.0 mmol, 1.0 equiv.) in methanol (500 mL, 0.5M) at 0 C was added thionyl chloride (31.5 mL, 432.0 mmol, 1.5 equiv.) dropwise. The reaction was stirred at 0 C for 60 minutes or until the reaction was determined to be complete by LCMS or TLC. The reaction was carefully quenched with sodium carbonate and the aqueous layer extracted with ethyl acetate. The combined organic layers were washed with water, brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting product (NNNNNN, 41.5 g, 275.0 mmol, 95%) was used in the next step without further purification.

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, 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; KEANEY, Gregg F.; WANG, John; GERARD, Baudouin; ARAI, Kenzo; LIU, Xiang; ZHENG, Guo, Zhu; KIRA, Kazunobu; TIVITMAHAISOON, Parcharee; PRAJAPATI, Sudeep; GEARHART, Nicholas C.; KOTAKE, Yoshihiko; NAGAO, Satoshi; KANADA SONABE, Regina, Mikie; MIYANO, Masayuki; MURAI, Norio; BUONAMICI, Silvia; YU, Lihua; PARK, Eunice, Sun; CHAN, Betty; SMITH, Peter, G.; THOMAS, Michael P.; PAZOLLI, Ermira; LIM, Kian, Huat; (54 pag.)WO2017/87667; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem