Month: September 2021

Reference of 39977-44-1, 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.39977-44-1, name is Methyl 6-(hydroxymethyl)picolinate, molecular formula is C8H9NO3, molecular weight is 167.16, as common compound, the synthetic route is as follows.

Compound 2 (661 mg, 3.95 mmol) and 2-iodoxybenzoic (IBX 2.77 g, 9.89 mmol) were stirred in ethyl acetate (50 mL) at 80 C for 3 h. When the reaction was completed, the solid was removed by filtration. The organic phases were evaporated to dryness to give white powder-like solid 9 (640 mg). yield: 98%. 1H NMR (400 MHz, CDCl3) delta 10.20 (s, 1H), 8.36 (dd, J 7.7, 1.1 Hz, 1H), 8.16 (dd, J 7.7,1.1 Hz, 1H), 8.06 (t, J 7.7 Hz, 1H), 4.07 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 39977-44-1, I believe this compound will play a more active role in future production and life.

Reference:
Article; Shi, Xiu-Fang; Wang, Ming-Ming; Huang, Shu-chao; Han, Jiang-Xue; Chu, Wen-Chao; Xiao, Chunling; Zhang, En; Qin, Shangshang; European Journal of Medicinal Chemistry; vol. 167; (2019); p. 367 – 376;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67515-76-8, 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 67515-76-8, name is Methyl 5-aminopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a N,N-dimethylformamide (20 mL) solution of 5-Amino-2 -nicotinic acid methyl ester (2.31 g) was added iodine (3.09 g) and sodium metaperiodate(1.3 g). The reaction was then heated to 60 0C for 24h. After cooling to room temperature, the reaction was poured into a solution of sodium metabisulfite. The solid thus separated was filtered, washed with water and dried under vacuum to yield 1.6g of the desired compound (Rf: 0.84 min, Condition B, M+H+: 279).

According to the analysis of related databases, 67515-76-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 61889-48-3, Adding some certain compound to certain chemical reactions, such as: 61889-48-3, name is 2-Chloro-1-(pyridin-3-yl)ethanone hydrochloride,molecular formula is C7H7Cl2NO, 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 61889-48-3.

Recombinant E. coli HB101 (pNTS1G) accession number FERM BP-5835 (February 24, 1997, International Patent Organism Depositary, National Institute of Advanced Industrial Science and Technology, address: AIST Tsukuba Central 6, 1-1, Higashi 1-Chome, Tsukuba-shi, Ibaraki-ken 305-8566 Japan) was inoculated in 50 ml of 2xYT medium (tryptone 16 g, yeast extract 10 g, sodium chloride 5 g, water 1 L, pH before sterilization 7.0), which was sterilized in a 500 ml Sakaguchi flask, and cultured ‘by shaking at 37C for 18 hours. After 40 mg of NADP+ and 56.1 g of glucose were added to 800 ml of the obtained culture solution, 40 g of 3-(2-chloro-acetyl)pyridine hydrochloride was added over 5 hours while adjusting the pH to 6.5 at 30C and then agitation was conducted for 2 hours. After the reaction was finished, the reaction solution was extracted by ethyl acetate and concentrated under reduced pressure, to obtain a 31.4 g of yellow oily matter, which is the title compound. The chemical purity and optical purity were analyzed in the same manner as in Example 1. The chemical purity was 97.8 % and the optical purity was 99.8 %ee.1H-NMR (D2O,400MHz/ppm); 3.62 (2H,bs), 4.66 (2H,s), 5.88 (1H,s)

According to the analysis of related databases, 61889-48-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KANEKA CORPORATION; EP1454899; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10128-71-9, 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.10128-71-9, name is 3-Hydroxyisonicotinic acid, molecular formula is C6H5NO3, molecular weight is 139.11, as common compound, the synthetic route is as follows.

Acetyl chloride (20 mE) was added dropwise to methanol (200 mE) at 00 C. After the addition, the reaction mixture was stirred at this temp for 15 mm and then 4.0 g of the acid was added. The reaction mixture was heated at reflux for 12 h. Methanol was removed to give a residue, which was then carefully neutralized with aq. sat. NaRCO3 and then extracted with EtOAc (3x). The organic layers were combined, dried and evaporated to give the ester as a yellow solid, which was used in the next step without further purification.

Statistics shows that 10128-71-9 is playing an increasingly important role. we look forward to future research findings about 3-Hydroxyisonicotinic acid.

Reference:
Patent; Global Blood Therapeutics, Inc.; The Regents of the University of Califorina; Cytokinetics, Inc.; Metcalf, Brian; Chuang, Chihyuan; Warrington, Jeffrey; Paulvannan, Kumar; Jacobson, Matthew P.; Hua, Lan; Morgan, Bradley; US2015/344483; (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. 685517-71-9, name is 2,6-Difluoro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H2F2IN

To a solution of 4-(5-methyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)thiazole (300 mg, 1.29 mmol) in DMSO (5 mL) was added 2,6-difluoro-4-iodopyridine (373 mg, 1.55 mmol) and NaHC03 (542 mg, 6.45 mmol) and the resulting mixture was stirred for 18 hrs at 80 C. After being cooled to rt, the resulting reaction mixture was filtered and the filtrate was diluted with brine and extracted in DCM (30 mL) for three times. The combined organic layer was dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by column chromatography (eluting with DCM/MeOH=20/l, v:v) to give 4-[6-(6-fluoro-4-iodo-2-pyridyl)- 5-methyl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-2-yl]thiazole (520 mg) as yellow solid.

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, 685517-71-9, 2,6-Difluoro-4-iodopyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; WANG, Yongguang; YANG, Song; (84 pag.)WO2018/83081; (2018); 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. 71902-33-5, name is 3,5-Difluoropyridine, molecular formula is C5H3F2N, 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. Formula: C5H3F2N

Intermediate 30 l-(3,5-Difluoropyridin-2-yl)-2-methoxyethanone3,5-Difluoropyridine (5.0 g, 43.45 mmol) in THF was cooled to -720C (external -8O0C). LDA (23.9 mL, 1.1 eq.) was added drop-wise at such rate that the internal temp did not increase more than 30C during addition. The reaction mixture turned into a deep brownish, thick phase and was stirred for 30 minutes at this temperature. TMS-Cl (43.4 mL, 43.45 mmol) was added via syringe in a relatively fast fashion. The reaction became a clear and light yellow solution. LDA (23.9 mL, 1.1 eq.) was added drop-wise in a quicker version, and the reaction mixture was allowed to stir for 2 hours. Methyl 2-methoxyacetate (5.59 mL, 56.48 mmol) was added quickly through a syringe. The reaction mixture was quenched at -780C by adding 20 ml of saturated NH4Cl solution. Evaporation of the organic extracts under reduced pressure gave a colored residue. Purification utilizing ISCO (0-^25percent EtOAc/hexanes), gave the title product (3 g). LCMS: 188 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 71902-33-5.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 106447-97-6 ,Some common heterocyclic compound, 106447-97-6, molecular formula is C6H5F3N2, 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.

Method 7; Synthesis of 5-bromo-4-(trifluoromethvl)-2-pvridylamine; [0247] To a solution of 2-amino-4-trifluoromethylpyridine (10.0 g, 62.1 mmol) in chloroform (200 mL) was added NBS (12.0 g, 67.4 mmol). The solution was stirred in the dark for 2 hours, at which time it was added to DCM (200 mL) and IN NaOH (200 mL). Upon mixing, the layers were separated and the organic layer was washed with NaCl(sat) (10O mL), dried over Na2SO4, filtered and concentrated. The crude material was purified by Silica gel chromatography (0-5% EtOAc/ CH2Cl2) yielding 12.O g (80%) of 5-bromo-4-(trifluoromethyl)-2-pyridylamine: LCMS (m/z): 241/243 (MH+); 1H NMR (CDCl3): delta 8.28(s, IH), 6.77(s, IH), 4.78(bs, 2H).

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. 106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7295-76-3, 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 7295-76-3, name is 3-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

(a) To a solution of t-BuLi (216 ml, 1.7M, 0.367 mol) in 1 L of THF at -78 C was added dropwise 1-bromo-2,4,6-trimethyl-benzene (35.6 g, 0.178 mol) over a period of 45 minutes. The mixture was stirred at -78 C. for 1 hour, 3-methoxypyridine (15 g, 0.138 mol) was added and then the mixture was stirred at -23 C. for 3 hours. The above reaction mixture was cooled to -78 C. and 13 g (0.2 mol) of DMF in 25 ml of THF was added and the mixture was stirred for 1 hour. The reaction mixture was quenched with 250 ml of brine, the mixture was stirred overnight, and diluted with 1 L of ether. The aqueous layer was extracted with ethyl acetate (1 L), the combined organic layer was dried over potassium carbonate, and concentrated in vacuo to afford 7.5 g of 3-methoxypyridyl-2-carboxaldehyde.

According to the analysis of related databases, 7295-76-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sterling Winthrop Inc.; US5554620; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.20265-38-7, name is 2-Methoxypyridin-3-amine, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.Quality Control of 2-Methoxypyridin-3-amine

Step 1-Synthesis of 6-chloro-N-(2-methoxypyridin-3-yl)pyrimidin-4-amineTo a solution of 4,6-dichloropyrimidine (660.04 mg, 4.43 mmol) in 1-butanol (10 mL) was added DIPEA (0.67 ml, 4.03 mmol) followed by 2-methoxypyridin-3-amine (500 mg, 4.03 mmol).The reaction mixture was then heated to 90° C. for 2 hr.The reaction mixture was then concentrated in vacuo and partitioned between DCM and water.A precipitate was removed by filtration and the organics extracted (2*20 ml DCM).The combined organic extracts were then washed with 0.5M HCl (5 ml) and then dried (Na2SO4), filtered and concentrated in vacuo to give the title intermediate (300 mg, LC-MS purity=83percent); LC-MS: m/z=+236.95/238.90 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20265-38-7, 2-Methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 193902-78-2, Adding some certain compound to certain chemical reactions, such as: 193902-78-2, name is tert-Butyl 4-(5-nitropyridin-2-yl)piperazine-1-carboxylate,molecular formula is C14H20N4O4, 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 193902-78-2.

309. Step 2: /V-(5-nitropyridin-2-yl)piperazine (B-3)To compound B-2 (19.45 g, 0.0631 mol) dissolved in CH2CI2 (250 ml_) and cooled to 0 0C was added trifluoroacetic acid (50 ml_). The resulting reaction mixture was stirred at RT for 16 h then concentrated. The crude product was dissolved in CH2CI2 (250 ml_) and made basic with the addition of 1 N aqueous NaOH (200 ml_) and 3 N aqueous NaOH (100 ml_). The layers were separated, and the aqueous solution extracted with CH2CI2. The combined organic extract was dried (MgSO4), filtered, and concentrated to give the product N-(2-fluorophenyl)-4-(5-nitropyridin-2-yl)piperazine-1-carboxamide (B- 3) as a yellow solid (13.13 g, 100% yield). MS (M+1): 209

According to the analysis of related databases, 193902-78-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING CORPORATION; TING, Pauline, C.; ASLANIAN, Robert, G.; CAPLEN, Mary Ann; CAO, Jianhua; KIM, David, Won-Shik; KIM, Hyunjin; KUANG, Rongze; LEE, Joe, F.; SCHWERDT, John, H.; WU, Heping; ZHOU, Gang; ZORN, Nicolas; WO2010/59606; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem