Tag: M.W:100-200

Application of 18820-82-1, 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 18820-82-1 as follows.

A mixture containing 5 mL water and PdCl2 (0.4800 g,2.71 mmol) was added into a 10 mL methanol solution of Na2mnt(1.8600 g, 9.99 mmol). This mixture was stirred and refluxed forone hour, and then a 20 mL water solution of N-hydrogenpyridiniumbromide (3.3200 g, 20.70 mmol) was added into there fluxed reactants in drops, over which time a sediment appeared. Deep orange microcrystals were obtained after recrystallization of the sediment from diethyl ether (yield: 78%, based on PdCl2). IR(cm1): 3060(s), 3030(s), 1990(w), 1940(w), 1870(w), 1450(s),1150(s), 1070(s), 764(s). Elemental anal. Calcd for C18H12N6PdS4(FW 547.008): C: 39.52%; H, 2.21%; N, 15.36%; Pd, 19.45%. Found: C,39.80; H, 2.53; N, 15.01; Pd,19.93%. 13C NMR (600 MHz, DMSO e d6)d (ppm): 155.3, 139.5, 125.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18820-82-1, its application will become more common.

Reference:
Article; Qiao, Fang; Wang, Chi-Feng; Chen, Xue-Xue; Wang, Peng; Chi, Yan-Hui; Cottrill, Ethan; Pan, Ning; Shi, Jing-Min; Zhu-Ge, Wei-Wei; Fu, Yong-Xing; Qian, Xiao-Ping; Xu, Jun; Journal of Molecular Structure; vol. 1100; (2015); p. 513 – 517;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6188-25-6, 6-Chloroimidazo[1,2-a]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, Safety of 6-Chloroimidazo[1,2-a]pyridine, blongs to pyridine-derivatives compound. Safety of 6-Chloroimidazo[1,2-a]pyridine

(ii) The whole amount of 7beta-[2-(2-amino-5-chlorothiazol-4-yl)-2(Z)-(carboxymethoxyimino)acetamido]-3-(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acid, 2.5 g of 6-chloroimidazo[1,2-a]pyridine and 2 g of sodium iodide are mixed in 20 ml of 50% acetonitrile in water and the mixture is heated at 70 C. for 90 minutes with stirring, and then cooled to room temperature. Two grams of sodium bicarbonate is added to the reaction mixture and the mixture is chromatographed on a column of silica gel (50 g). The column is washed with 0.3 l of acetone and then with 0.5 l of acetone_water=8:1 and the product is then eluted with acetone_water=5:2. Fractions containing the objective compound are concentrated and the residue is placed on a column of Sephadex LH-20 (Pharmacia Inc., Sweden) and eluted with water. Fractions containing the objective compound are lyophilized to give the above-identified compound. Elemental analysis for C22 H16 Cl2 N7 NaO7 S2.2H2 O: Calcd.(%): C, 38.60; H, 2.95; N, 14.33. Found (%): C, 38.40; H, 2.99; N, 14.06. IR spectrum numaxKBr cm-1: 1770, 1680, 1620, 1520, 1440, 1320. NMR spectrum (d6 -DMSO)delta: 2.04 and 3.40(2H, ABq, J=18 Hz), 4.25(2H, br.s), 4.97(1H, d, J=5 Hz), 5.40(2H, br.s), 5.66(1H, d. d, J=5 Hz and 8 Hz), 7.31(2H, br.s), 8.05(1H, d, J=6 Hz), 8.40(1H, d, J=3 Hz), 8.58(1H, d, J=7 Hz), 9.28(1H, br. s), 9.77(1H, d, J=6 Hz).

The synthetic route of 6188-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US4788185; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1824-81-3, 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. 1824-81-3, name is 2-Amino-6-picoline. A new synthetic method of this compound is introduced below.

2. Dissolve 10.80 g of 2-amino-6-methylpyridine (Compound 9) in 500 mL of acetonitrile, add 33.7 g of N-iodosuccinimide, and react at room temperature for 3 h. The precipitate was filtered, washed with 200 mL of cold acetonitrile, and dried under vacuum to obtain 12.2 g (compound 10) as an off-white solid with a yield of about 52%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1824-81-3, 2-Amino-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; China Agricultural University; Wang Zhanhui; Shen Jianzhong; Wen Kai; Li Chenglong; Yu Xuezhi; Zhang Suxia; Shi Weimin; Yu Wenbo; (19 pag.)CN110713457; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6188-23-4 , The common heterocyclic compound, 6188-23-4, name is 6-Bromoimidazo[1,2-a]pyridine, molecular formula is C7H5BrN2, 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 To a solution of 6-bromoimidazo [l ,2-a]pyridine (20 g, 101.5 mmol) in ACN (300 mL) was added N-iodosuccinimide (22.8 g, 101.5 mmol) at rt and stirred for 5 h. The reaction mixture was filtered and washed with hot acetonitrile to afford 6-bromo-3-iodoimidazo[l,2- ajpyridine (22 g, 67%) as a pale yellow solid. 1H NMR (400 MHz, CDC13) delta 8.29 (s, 1H), 7.58 (d, J= 9.2 Hz, 1H), 7.35 (d, J= 7.6 Hz, 1H), 7.27 (s, 1H).

The synthetic route of 6188-23-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113118-83-5, 5-Methoxynicotinaldehyde, 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, Product Details of 113118-83-5, blongs to pyridine-derivatives compound. Product Details of 113118-83-5

A 250 mL round bottom flask equipped with a magnetic stirring bar, nitrogen inlet, and septum was charged with THF (100 mL) and butyllithium (7.29 mL, 18.23 mmol). After cooling to -78C, 2-(naphthalen-2-yl)acetonitrile (3.05 g, 18.23 mmol) was added, and after 60 minutes, 5-methoxynicotinaldehyde (2.5 g, 18.23 mmol) was added via syringe. After stirring at (-78C) for 3 hours, the reaction was quenched by the addition of acetic acid (2.1 mL) while stirring at -70C. The aqueous layer was extracted with Et20 (2 x 250 mL), and the combined organic extracts were washed with brine (250 mL) and dried (MgSC^). The material was concentrated in vacuo to give a crude aldol (6 g). ISCO purification on silica gel eluting with 0-100% of ethyl acetate in hexane afforded the product as an antv.syn mixture (4 g, 72%). 1H NMR (500 MHz, CDCk) delta 2.80 (d, J=3.7 Hz, 1 H), 3.78 (s, 3 H), 4.24 (d, J=5.2 Hz, 1 H), 5.12 (d, J=3.4 Hz, 1 H), 7.18 – 7.38 (m, 4 H), 7.47 – 7.61 (m, 2 H), 7.73 – 7.93 (m, 5 H), 8.04 (d, J=1.5 Hz, 1 H), 8.23 (d, J=2.7 Hz, 1 H).

The synthetic route of 113118-83-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH; VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.; RICHELSON, Elliott; FAUQ, Abdul H.; CARLIER, Paul R.; MONCEAUX, Christopher J.; WO2014/159251; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73027-79-9, 4,6-Dichloronicotinic 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, SDS of cas: 73027-79-9, blongs to pyridine-derivatives compound. SDS of cas: 73027-79-9

4,6-Dichloro-N-(2-hydroxyethyl’)-N-methylpyridine-3-carboxamide,cKpgammacl oOxalyl chloride (1.12 mL, 12.50 mmol), followed by DMF (2 drops), were added to a mixture of 4,6-dichloronicotinic acid (2g, 10.42 mmol) in 4M HCl in dioxane (2.62 mL, 10.42 mmol) and DCM (40 mL). The reaction was stirred at RT for 2 hours, the volatiles removed in vacuo and the residue dissolved in DCM (20 mL). The solution was added dropwise to a mixture of 2-(methylamino)ethanol (0.93 mL, 11.46 mmol) and triethylamine (3.2 mL, 22.92 mmol) in DCM (20 mL) and the mixture stirred at RT for 20 hours. The mixture was concentrated in vacuo and ethyl acetate (100 mL) added to the residue. The organics were washed with water (100 mL), saturated sodium bicarbonate solution (50 mL), brine (50 mL), dried (MgSO4), filtered and the solvent removed in vacuo to give a yellow oil. The residue was chromatographed on silica, eluting with a gradient of 50-100% ethyl acetate in isohexane, to give the desired compound (1.8 g). 1E NuMR delta (CDCl3): 2.90 & 3.11 (2xs, 3H), 3.17 – 3.91 (m, 4H), 7.35 – 7.40 (m, IH), 8.28 – 8.33 (m, IH); m/z 249 (M+H)+; The hydroxyl-containing compounds used in the synthesis of Examples 2a-2c were prepared in an analogous fashion from 2-(methylamino)ethanol and the appropriate carboxylic acid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73027-79-9, 4,6-Dichloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/7040; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 929617-35-6, 5-Bromo-1H-pyrazolo[3,4-c]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: C6H4BrN3, blongs to pyridine-derivatives compound. COA of Formula: C6H4BrN3

General procedure: To a stirred solution of 5-bromo-1W-pyrazolo[3,4-c]pyridine (1 g, 5.07 mmol) in DMF (10mL), 60% NaH (0.405 g, 10.14 mmol) was added at 0C and it was stirred at RT for 30 min. Then, (bromomethyl)cyclobutane (1.12 g, 7.56 mmol) was added to the mixture at 0 C and it was stirred at RT for 16 h. The reaction mixture was poured into ice water (50 mL) and extracted with EtOAc (2 x 30 mL). The combined organic layers were washed with brine (20 ml). The combined organic layers were dried over anhydrous Na2SO4, filtered and the filtrate was concentrated under reduced pressure. The crude compound was purified by column chromatography using 10% EtOAc/pet ether as eluent to afford fraction-1 5-bromo-1-(cyclobutylmethyl)-1H-pyrazolo[3,4-c]pyridine (reference example 6) (500 mg) as an off-white solid, and 20% EtOAc/pet ether as eluent to afford fraction-2 5- bromo-2-(cyclobutylmethyl)-2W-pyrazolo[3,4-c]pyridine (reference example 7) (450 mg) as an off-white solid Reference example 6: LC-MS (method 1): Rt = 2.30 min; m/z = 265.86 (M+H+). Reference example 7: LC-MS (method 1): Rt = 2.06 min; m/z = 265.61 (M+H+).

The synthetic route of 929617-35-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORYZON GENOMICS, S.A.; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; (195 pag.)WO2018/149986; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 375368-83-5, Adding some certain compound to certain chemical reactions, such as: 375368-83-5, name is 3-Bromo-6-fluoro-2-methylpyridine,molecular formula is C6H5BrFN, 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 375368-83-5.

Step A. 5-bromo-6-methylpyridin-2-ol 3-Bromo-6-fluoro-2-methylpyridine (5 g, 0.021 mol) was added into HQ (6mol/L, 40mL), and the mixture was stirred, and refluxed for 2 hours. The product was detected by TLC. After the reaction was finished, the mixture was quenched with saturated aqueous NaHC(, filtered, and concentrated to afford the title compound.

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. 375368-83-5, 3-Bromo-6-fluoro-2-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAGMANN, William K.; LI, Bing; SZEWCZYK, Jason W.; WANG, Bowei; PARKER, Dann; BLIZZARD, Timothy; JOSIEN, Hubert; BIJU, Purakkattle; CHOBANIAN, Harry; GUDE, Candido; NARGUND, Ravi P.; PIO, Barbara; DANG, Qun; LIN, Linus S.; HU, Bin; CUI, Mingxiang; CHEN, Zhengxia; DAI, Meibi; ZHANG, Zaihong; LV, Ying; TIAN, Lili; WO2015/89809; (2015); 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. 6937-03-7, name is Methyl 2-aminoisonicotinate, molecular formula is C7H8N2O2, 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. name: Methyl 2-aminoisonicotinate

To solution of (2,4-dichloro-phenoxyacetic acid (0.200 g, 0.9 mmol), 2-amino isonicotinic acid methyl ester (207 mg, 1.36 mmol) and DMAP (0.222 g, 1.81 mmol) in DMF 13 mL was added PyBOP (946 mg, 1.81 mmol) at room temperature. Reaction mixture was stirred at room temperature. Resulting mixture poured onto ice cold water, was diluted by ethyl acetate. The organic phase was separated, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by flash silica gel column chromatography (EtoAC:Hexane=1:9-4:6) to give 2-[2-(2,4-dichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a colorless solid (0.229 g, 71% yield). 1H NMR (DMSO-d6, 300 MHz) 10.87 (1H, s, CONH), 8.53 (2H, d, J=4.8 Hz, pyridine), 7.58 (m, 2H, aromatic), 7.35 (1H, dd, J=1.8&9.0 Hz, pyridine), 7.11 (1H, d, J=8.4 Hz, aromatic), 4.98 (2H, s, OCH2), 3.88 (3H, s, OCH3).

With the rapid development of chemical substances, we look forward to future research findings about 6937-03-7.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF BIOSCIENCE AND BIOTECHNOLOGY; US2009/306078; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6443-85-2 ,Some common heterocyclic compound, 6443-85-2, molecular formula is C7H6N2, 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.

In a Schlenk tube,116 mg (0.151 mmol) of 1 was dissolved in 10 mL of CH2Cl2, resulting in a bright-red solution. 160 muL (179 mg, 1.51 mmol) of 3-pyridylacetonitrile (3-Py-CH2CN) was syringed into the solution, and the reaction mixture was stirred at room temperature for 7 h. After this time, the solvent was evaporated to dryness and the solid residue was washed three times with hexane. The final product was characterized as 2. Yield: 100.8 mg, 0.139 mM,92%. IR (ATR): nu 2535vs (BH), 2511vs (BH), 2460vs (BH), 2255w (CN), and 2060m(RhH). 11B-{1H} NMR (128 MHz; CD2Cl2; 298 K): delta + 12.1, +7.8, +3.5, +0.3, -3.8, -9.9,-18.5, -25.6, and -29.6. 1H NMR (500 MHz; CD2Cl2; 298 K): delta + 7.91 (1H, br,3-PyCH2CN), +7.82 (1H, br, 3-PyCH2CN), +7.35 – +7.05 (aromatics, PPh3), +4.04 (v br,BH), +3.67 (ABq, 1H, DeltanuAB = 30.8 Hz, JAB = 19.2 Hz, CH2CN), +3.55 (ABq, CH2CN),+2.85 (v br, BH), +1.84 (v br, BH), -1.37 (br s, BHB), and -12.51 (apparent q, J = 18.9 Hz, RhH); due to the insolubility of the compound, the terminal B-H peakscould not be observed. 31P-{1H} NMR (121 MHz; CD2Cl2; 213 K): delta + 36.3 (dd,JRhP = 104.1 Hz) and + 30.4 (dd, JRhP = 127.1 Hz, 2JPP = 19 Hz). LRMS (MALDI+/DCTB): m/z [2M-3(PPh3)-4H]+ obsvd 979, Calcd for P1C32H43Rh2S2B18N4: 979; [M-PPh3-2H]+ obsvd 621, Calcd for P1C25H29Rh1S1B9N2: 621. The obsvd isotope envelope matchesthat calculated from the known isotopic abundances of the constituent elements.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6443-85-2, its application will become more common.

Reference:
Article; Calvo; Kess; Macias; Sancho; Lahoz; Oro; Journal of Coordination Chemistry; vol. 67; 23-24; (2014); p. 4016 – 4027;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem