Tag: M.W:200-300

Electric Literature of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

Di-i-propylamine (260.9 mg, 364.4 muL, 2.578 mmol) was dissolved in dryTHF (1.900 mL) and cooled to -700C. n-BuLi (986.4 muL of 2.5 M, 2.466 mmol) was added slowly dropwise, and the resultant mixture was stirred at 00C for -2 minutes and recooled to -700C. A solution of 2-fluoro-3-iodo-pyridine (500 mg, 2.242 mmol) in dry THF (1.400 mL) was added slowly dropwise and the resultant was stirred at -700C for -2.5 hours. 2,2,2-trifluoroacetaldehyde was added via cannula (bp. is – 200C) and the resultant mixture was stirred at -700C for ~1.5 hours. The reaction was quenched at -700C by the rapid addition of water (~2mL) and the resulting mixture was partitioned with EtOAc. The aqueous phase was extracted with EtOAc (3 x 2OmL) and the combined organics were dried over Na2SO4, filtered and concentrated under reduced pressure to give a mobile light brown oil (581.7mg). The resulting mixture was purified by column chromatography (5% EtOAc in DCM, -10OmL silica, loaded in DCM) to give a slightly yellow gum that solidified under high-vacuum to give a light yellow solid (225.2mg, 31% Yield).

According to the analysis of related databases, 113975-22-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/73300; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69045-84-7, 2,3-Dichloro-5-(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, HPLC of Formula: C6H2Cl2F3N, blongs to pyridine-derivatives compound. HPLC of Formula: C6H2Cl2F3N

Powdered potassium hydroxide (9.35 g, 0.15 mol, 3 eq. ) is placed together with 70 ml dry DMSO in a 250 ml three-necked-bottom and under dry argon atmosphere the nitromethane (6.1 g, 0.1 mol, 2 eq) solved in 30 ml dry DMSO is added within 30 min slowly with mechanical stirring while cooling with an ice bath to maintain the temperature at 20 C. STIRRING of the reaction mixture at 20C is continued for additional 15 min. Then 2,3-dichloro-5-trifluoromethylpyridine (10.80 g, 0.05 mol, 1 eq. ) is added as one portion without endo-or exothermic reaction. The mixture is heated to 50 C, stirred for 3 h at this temperature and then allowed to cool to room temperature. The dark brown crude product is poured into 500 ml of water, acidified by addition of diluted hydrochloric acid and followed by three extractions with 50 ml ethyl acetate each. The combined organic layers are washed with three 30 ml portions of water and are subsequently dried over anhydrous sodium sulphate. After filtration the solvent is removed at 20C and under 150 mbar reduced pressure. Yield: 9.72 g 3-chloro-2-nitromethyl-5-trifluoromethylpyridine (73.9 % theoretical yield, 91. 4 % purity)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2004/96772; (2004); 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. 110651-92-8, name is 7-Chloro-6-nitrothieno[3,2-b]pyridine, molecular formula is C7H3ClN2O2S, 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. HPLC of Formula: C7H3ClN2O2S

A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (156 mg, 0.727 mmol), [(5S)- 5-amino-5,6-dihydro-2H-pyran-2-yl]methyl acetate (129 mg, 0.754 mmol) and N,N- diisopropylethylamine (0.26 mL, 1.5 mmol) in isopropyl alcohol (1.7 mL) was heated at 90 C for 2 h. The reaction mixture was concentrated and purified with flash chromatography to give the desired product (0.21 g 83%). LCMS calculated for CisHieNsOsS (M+ H)+: m/z = 350.1 ; Found: 350.0.

With the rapid development of chemical substances, we look forward to future research findings about 110651-92-8.

Reference:
Patent; INCYTE CORPORATION; SCHERLE, Peggy A.; LIU, Xuesong; WO2015/157257; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1190862-72-6, Adding some certain compound to certain chemical reactions, such as: 1190862-72-6, name is 5-Bromo-6-methylnicotinic acid,molecular formula is C7H6BrNO2, 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 1190862-72-6.

5-Bromo-6-methyl – nicotinic acid (0.20 g, 0.93 mmol) and 4-(4-methyl – piperazinyl small-ylmethyl) -3-trifluoromethyl – phenylamine (0.23g, 0.85 mmol ) was dissolved in N, N- dimethylformamide (10 mL), were addedunder ice-cooling 2 – (; 7-aza-benzotriazole) -Nu, Nu, Nu ‘, Nu’- tetramethylhexafluorophosphate (0.39 g, 1.02 mmol) and diisopropylethylamine (0.20 mL,1.27 mmol), and stirring was continued overnight. The reaction mixture waspoured into water, extracted with ethyl acetate, the organic phaserespectively, 5% dilute hydrochloric acid, saturated sodium bicarbonatesolution, washed with water and saturated brine, dried over anhydrous sodiumsulfate, and concentrated under reduced pressure, silica gel columnchromatography to give 5-bromo-6-methyl -N- [4- (4- methyl -piperazin-1-ylmethyl) -3-trifluoromethyl – phenyl] – nicotinamide (yellowsolid, 0.26 g ), yield 65%.

According to the analysis of related databases, 1190862-72-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Pharmaceuticals Holding Co.,Ltd .; WAN, HUIXIN; LI, CHUNLI; SHI, Chen; Liu, Haiyan; Li, Ping; XIA, Guangxin; HAN, Yanan; (52 pag.)CN103420977; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 56187-37-2, 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. 56187-37-2, name is 2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetic acid. A new synthetic method of this compound is introduced below.

In a dry reaction flask, 137.66 g of 3,5-dichloro-4-pyridone-1-acetic acid (0.62 mol) and 222.64 gDibenzothiazyl disulfide (DM, 0.6696 mol) was dissolved in 500 mL of dichloromethane and 54 g (0.682 mol) of pyridine was added.The reaction was stirred at room temperature for 1 hour, and then an aqueous solution of triethyl phosphite (118.47 g of triethyl phosphite dissolved in 150 mL of methylene chloride, 0.713 mol) was added dropwise slowly.1-2 hours dropwise addition is complete, the reaction temperature was controlled at 20-25 C for 1-2 hours, filtered and the filtrate cooled down to below 10 C,Crystals were precipitated, suction filtered and dried to give 234.8 g of cefoxitin side chain acid active ester (0.6063 mol). The yield was 97.1% and the HPLC purity was 99.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56187-37-2, 2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Wang Jun; Zuo Cuiyong; Gao Feifei; (10 pag.)CN105017286; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17282-40-5, 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 17282-40-5 as follows.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-40-5, its application will become more common.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1214334-70-9, 5-Bromo-6-methoxypicolinic 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, Computed Properties of C7H6BrNO3, blongs to pyridine-derivatives compound. Computed Properties of C7H6BrNO3

A solution of 5-bromo-6-methoxypicolinic acid (1.08 g, 4.45 mmol, 1.05 equiv.) in DCM (40.0 mL) at ambient temperature was treated with a catalytic amount of DMF (4 drops) and oxalyl chloride (1.17 mL, 13.4 mmol, 3.0 equiv.). The resultant mixture was stirred at ambient temperature for 1 h at which point LCMS monitoring showed completion of the reaction. The mixture was concentrated, diluted with anhydrous THF (20.0 mL), concentrated again and dried under high vacuum for 1 hour. The residue was diluted in anhydrous THF (20.0 ml), treated with triethylamine (1.86 mL, 13.4 mmol, 3.0 equiv.) and cooled to 0 C. A solution of (R)-2-(benzofuran-2-yl)-2-(4- methoxybenzylamino)ethanol (1.32 g, 4.45 mmol, 1.0 equiv.) in THF (20.0 ml) was quickly added and the resultant mixture was stirred at 0 C for 30 minutes. A saturated aqueous solution of NaHCO3 and EtOAc were then successively added. The layers were separated,and the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by normal phase chromatography on silica (0-40% EtOAc / hexanes) to afford amide as white foam (1.78 g, 78%). LCMS (ES+) [M+Hj+: 511.2/513.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214334-70-9, 5-Bromo-6-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1013648-04-8, Adding some certain compound to certain chemical reactions, such as: 1013648-04-8, name is Methyl 2,6-dichloro-4-methylnicotinate,molecular formula is C8H7Cl2NO2, 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 1013648-04-8.

a) Synthesis of 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylesterTo a solution of 5.3 g (24.1 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester in CCI4 (92 ml) were added 3.1 g (26.5 mmol) N-Bromosuccinimide, 395 mg (2.4 mmol) AIBN and 1.45 ml (25.3 mmol) acetic acid. The mixture was irradiated with a 200W Wolfram lamp at 60 C for 24 h. Subsequently the mixture was filtered through celite and the filtrate was concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 97:3) provided 5.2 g of a mixture of 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid methylester and 4-(bromomethyl)-2,6-dichloro-pyridine-3-carboxylic acid methylester which was used in subsequent reactions without further purification.

According to the analysis of related databases, 1013648-04-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; KUeHNERT, Sven; BAHRENBERG, Gregor; KLESS, Achim; SCHROeDER, Wolfgang; LUCAS, Simon; WO2012/52167; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-22-2, 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.183208-22-2, name is 5-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H7BrN2, molecular weight is 211.06, as common compound, the synthetic route is as follows.

To a solution of 5-bromo-1-methyl-1H-pyrrolo[2,3-bjpyridine (800 mg, 3.8 mmol) in MeOH (15 mL) were added Pd(dppf)C12 (272 mg, 0.38 mmol) and TEA (1.15 g, 11.4 mmol). The mixture was stirred at 80 C under CO (1 atm) overnight. The solvent was removed and the residue was purified by silica gel column (100-200 mush, PE/EA = 10/1) to give 1-methyl-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (665 mg, yield: 91%) as a yellow solid.?HNMR (300 MI-Tz, CDC13): = 9.00 (s, 1H), 8.57 (d, J= 1.2 Hz, 1H), 7.25 (d, J= 3.6 Hz, 1H), 6.55 (d, J 3.3 Hz, 1H), 3.96 (s, 3H), 3.92 (s, 3H). MS: m/z 191.0 (M+H).

The chemical industry reduces the impact on the environment during synthesis 183208-22-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
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. 180340-69-6, name is 6-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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. SDS of cas: 180340-69-6

REFERENCE EXAMPLE 191 Methyl 6-amino-5-bromopyridine-3-carboxylate 6-Amino-5-bromopyridine-3-carboxylic acid (10 g, 50 mmol) is dissolved in saturated methanolic HCl (100 ml) and refluxed for 24 hours. The solvent, methanol, is re-moved under reduced pressure and the residue is dissolved in ice cold water. The aqueous solution is neutralized with 0.1N NaOH and the solid which separates is filtered; washed well with water and air dried to yield 10 g of product as a solid: mass spectrum 231 (M+).

With the rapid development of chemical substances, we look forward to future research findings about 180340-69-6.

Reference:
Patent; American Cyanamid Company; US5532235; (1996); A;; ; Patent; American Cyanamid Company; US5654297; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem