Day: March 18, 2022

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 72093-04-0, name is 3-Chloro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6ClN

To a mixture of 2-amino-N,N-dimethylbenzamide (1.3 g, 6.77 mmol), 3-chloro-4-methylpyridine (0.745 mL, 6.77 mmol), Palladium acetate (0.150 g) and BINAP (0.60 g) in 1,4-dioxane (10 mL) was added NaH (0.677 g, 16.93 mmol) and the resulting mixture was heated at 100 C. for 2 hours. The solvent was removed under reduced pressure. The residue obtained was taken into dichloromethane (50 mL) and filtered through celite. The filtrate was washed with water (50 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified using flash column chromatography (SiO2) to provide 0.450 g of the desired product as a dark oil.

With the rapid development of chemical substances, we look forward to future research findings about 72093-04-0.

Reference:
Patent; ArQule, Inc.; US2010/249108; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 886365-46-4 ,Some common heterocyclic compound, 886365-46-4, molecular formula is C7H6ClNO2, 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 2: N-(3-((4S,6S)-2-benzamido-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4-fluorophenyl)-5-chloro-3-methylpicolinamide (rac-4-n) A round-bottomed flask was charged with N-((4S,6S)-4-(5-amino-2-fluorophenyl)-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-yl)benzamide (rac-4l, 0.233 g, 0.589 mmol), DCM (8 mL), N,N-diisopropylethylamine (0.133 mL, 0.766 mmol), 5-chloro-3-methylpicolinic acid (intermediate 6) 0.131 g, 0.766 mmol) and finally with 1-propanephosphonic acid cyclic anhydride (50% solution in ethyl acetate; 0.347 mL, 0.589 mmol). The reaction mixture was stirred at room temperature for 15 min. The Reaction mixture was poured into aqueous saturated NaHCO3 (50 mL) and then extracted with EtOAc (2*50 mL). The combined extracts were washed with brine, dried over Na2SO4 and loaded onto silica gel. Purification by silica gel chromatography (gradient 0 to 30% EtOAc/hexane) gave the title compound (50 mg). MS m/z=549.1 [M+H]+. Calculated for C26H21ClF4N4O3: 548.9

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. 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 60753-14-2 ,Some common heterocyclic compound, 60753-14-2, molecular formula is C9H13NO, 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.

7.561 g (0.05 mol) of 4-(3-pyridyl)-1-butanol and 19.020 g (0.05 mol) of 1-iodooctadecane were added to a three-necked flask.Add 70 ml of N,N-dimethylformamide,Then at 120 C,Stir the reaction for 12 hours,Cool to room temperature,After the reaction is over,Purifying the reaction product,After completely removing the monomer not involved in the reaction,Vacuum drying to constant weight,getIodinated 1-octadecyl-3-pyridinium butanol quaternary ammonium salt.

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. 60753-14-2, 4-(Pyridin-3-yl)butan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; South China University of Technology; Liu Fang; He Jingwei; Zhang Yunlong; (13 pag.)CN108484487; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 79491-46-6 ,Some common heterocyclic compound, 79491-46-6, molecular formula is C6H4Br2N2O3, 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.

Alternate procedures useful for the synthesis of Compound 39 Preparation of 5,7-dibromo-4-methoxy-7-azaindole 36: Vinylmagnesium bromide (0.85 M in THF, 97.7 mL, 83.0 mmol) was added over 30 min. to a stirring solution of 2,6-dibromo-3-methoxy-5-nitropyridine (7.4 g, 23.7 mmol) in THF (160 mL) at -75 C. The solution was stirred 1 h at -75 C., overnight at -20 C., recooled to -75 C. and quenched with saturated aqueous NH4Cl (~100 mL). The reaction mixture was allowed to warm to rt, washed with brine (-100 mL) and extracted with Et2O (150 mL) and CH2Cl2 (2*100 mL). The combined organics were dried (MgSO4), filtered and concentrated. The residue was purified by flash column chromatography (SiO2, 3:1 hexanes/EtOAc) to yield 5,7-dibromo-4-methoxy-7-azaindole 36 (1.10 g, 3.60 mmol, 15%) as a pale yellow solid.

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. 79491-46-6, 2,6-Dibromo-3-methoxy-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wang, Tao; Wallace, Owen B.; Zhang, Zhongxing; Meanwell, Nicholas A.; Bender, John A.; US2002/61892; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1133879-69-2, 3-Fluoro-5-vinylpyridine, 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, name: 3-Fluoro-5-vinylpyridine, blongs to pyridine-derivatives compound. name: 3-Fluoro-5-vinylpyridine

General procedure: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

The synthetic route of 1133879-69-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13958-86-6, 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 13958-86-6, name is 5-Methylpyridine-3,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methylpyridine-3,4-diamine (100 mg, 0.81.2 mmol) and N,N dimethylpyridin-4-amine (109 mg, 0.893 mmol) in MeCN was added di(l H-imidazol-1-yl)methanethione (217 mg, 1.218 mmol) portionwise. The mixture was stirred at room temperature for 4 h. The precipitate formed was filtered, washed with water, Et2O, DCM and dried to give 7-methyl-1H-imidazo[4,5-c]pyridine-2(3H)-thione (100 mg, 75% yield) as a pale red solid. 1H-NMR (400 MHz, DMSO-d6) delta ppm 12.73 (brs, 2H), 8.20 (s, 1H), 8.06 (s, 1H), 2.33 (s, 3H); ESI-MS: m/z 165.84 (M+H)+.

According to the analysis of related databases, 13958-86-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Stingray Therapeutics, Inc.; Vankayalapati, Hariprasad; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (117 pag.)US2020/39979; (2020); 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. 1401624-81-4, name is 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine

General procedure: d) 6-Bromo-2-morpholin-4-yl-[ 1 ,2,4] triazolo[ 1 ,5-a]pyridine A mixture of 2,6-dibromo-[l,2,4]triazolo[l,5-a]pyridine (1 g, 3.61 mmol) and morpho- line (10 g, 10 ml, 115 mmol) was refluxed for 4 hours under argon atmosphere. The mixture was evaporated to dryness under reduced pressure. Flash chromatography (silica gel, 50 g, 30-100% heptane/ethyl acetate) afforded 6-bromo-2-morpholin-4-yl-[l,2,4]triazolo[l,5-a]pyridine (672 mg, 66%) as a light yellow solid. Mp.: 136C. MS: m/z=283.0/285.0 (M+H+).

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, 1401624-81-4, 2,6-Dibromo-[1,2,4]triazolo[1,5-a]pyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; WO2013/41472; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 701-44-0, 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. 701-44-0, name is 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide. A new synthetic method of this compound is introduced below.

To a stirred solution of l-methyl-6-oxo-l,6-dihydropyridine-3-carboxamide (460 mg, 3.02 mmol) in 20 mL of CH2C12 was added TEA (0.548 mL, 3.93 mmol) at 0 C. The reaction mixture was stirred for 10 min and then triflic anhydride was added (1.0 M in CH2C12, 3.33 mL, 3.33 mmol). Removed ice bath and stirred at ambient temperature for 3 h. The reaction was quenched with water and saturated aqueous sodium chloride. The aqueous layer was extracted with CH2C12 (3x’s). The combined organic layers were then dried over sodium sulfate and concentrated in vacuo. The crude product was purified by silica gel chromatography, eluting with a gradient of hexanes: ethyl acetate (95:5 to 15:85), to give the title compound. MS: m/z = 135.0 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,701-44-0, 1-Methyl-6-oxo-1,6-dihydropyridine-3-carboxamide, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CROWLEY, Brendan; FRALEY, Mark; POTTEIGER, Craig; LIM, John; SHERER, Ed; YU, Younong; MITCHELL, Helen; BIFTU, Tesfaye; NAIR, Anilkumar; WANG, Cheng; YANG, De-Yi; ZHU, Cheng; KAR, Nam Fung; HUANG, Xianhai; CHEN, Lei; ZHOU, Wei; PARK, Min, K.; CAI, Jiaqiang; WO2015/161014; (2015); 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. 851386-40-8, name is 4-Chloro-2,5-difluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Chloro-2,5-difluoropyridine

To a solution of 4-chloro-2,5-difluoropyridine (200 nig, 1.33 mmol) and 4M HCl in dioxane (0.33 ml, 1.33 mmol) in 2-propanol (3 ml) was added hydrazine hydrate (134 mg, 2.68 mmol). Reaction mixture was stirred at rt for 1 month. Solvents were evaporated under vacuum. Aqueous NaHC03 solution was added to the mixture. Precipitate formed was filtered oft” washed with water and dried under vacuum yielding 51 mg of 4-chloro-5- fluoro-2-hydrazinylpyridine and 2,5-difluoro-4-hydrazinylpyridine as a 1/1 mixture.MS: m/z 162 I M I f ] . 1H NMR (DMSO-d6) delta: 8. 19 (br s, IH), 8.09 (d, 1 1 1 ).. 7.70 (d, 1 1 1 }.. 7.66 (d, H), 6.88 (d, IH), 6.55 (d, IH), 4.39 (d, 2H), 4.21 (br s, 2H )

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, 851386-40-8, 4-Chloro-2,5-difluoropyridine.

Reference:
Patent; RICHTER GEDEON NYRT.; ORION CORPORATION; HAIKARAINEN, Anssi; JOUBERT, Muriel; KAROLYI, Benedek; KAeSNAeNEN, Heikki; PASSINIEMI, Mikko; POHJAKALLIO, Antti; SZANTO, Gabor; VAISMAA, Matti; (97 pag.)WO2019/43635; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1019021-85-2, 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 1019021-85-2, name is 6-Fluoroimidazo[1,2-a]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Oxalyl chloride (10 mL, 110 mmol) was added dropwise to a stirred suspension of 6-fluoroimidazo[1,2-a]pyridine-3-carboxylic acid (24b) (2 g, 11 mmol) and catalytic amounts of DMF in dichloromethane (20 mL). After 5 hours, the solvent was evaporated and the solid was suspended in dry DCE (20 mL) and added to a stirred solution of 3-amino-4-methylbenzonitrile (1.45 g, 11 mmol) and DIEA (6 mmol) in DCE (10 mL) at 0 C. After the addition, the reaction was heated at 60 C. for 5 hours. The mixture was subjected to standard aqueous work and silica purification to give N-(5-cyano-2-methylphenyl)-6-fluoroimidazo[1,2-a]pyridine-3-carboxamide (39) as a solid. 1H NMR (400 MHz, d6-DMSO) delta 10.14 (s, 1H), 9.45 (dd, J=5.2, 2.0 Hz, 1H), 8.62 (s, 1H), 7.90-7.87 (m, 2H), 7.68-7.63 (m, 1H), 7.53 (d, J=8.0 Hz, 1H), 2.37 (s, 3H). MS m/z 295.1 (M+1)+.

According to the analysis of related databases, 1019021-85-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MOLTENI, Valentina; PETRASSI, Hank Michael James; LI, Xiaolin; LIU, Xiaodong; LOREN, Jon; NABAKKA, Juliet; NGUYEN, Bao; YEH, Vince; US2013/59832; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem