Day: August 10, 2021

Electric Literature of 169833-70-9, 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. 169833-70-9, name is 6-Bromo-2-chloropyridin-3-amine, molecular formula is C5H4BrClN2, 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.

To a solution of ammonium thiocyanate (0.4 g, 5.0 mmol) in acetone (5 mL) was slowly added benzoyl chloride (0.6 mL, 5.0 mmol) and the suspension was heated to reflux for ten minutes. A solution of 6-bromo-2-chloro-3-pyridinamine (1.0 g, 4.8 mmol) in acetone (10 mL) was then added and the reaction mixture was refluxed for one hour. After cooling to room temperature the mixture was poured into water and partitioned with ethyl acetate (250 mL). The layers were separated and the aqueous layer was further extracted with ethyl acetate (2x, 100 niL). The combined organic layers were washed with brine (2x, 100 rnL), dried over sodium sulfate, filtered and concentrated intil a suspension formed. The white solid was collected by filtration to give JV-(6-bromo-2-chloropyridin-3- ylcarbamothioyl)benzamide (1.6 g, 89%). 1H NMR (400 MHz, d6-DMSO): 12.62 (br s, 1H), 12.00 (br s, 1H), 8.37 (d, 1H), 8.00 (2d, 2H), 7.79 (d, 1H), 7.69 (t, 1H), 7.57 (t, 2H). MS (EI) for C13H9BrClN3OS: 370 (MH+).

According to the analysis of related databases, 169833-70-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BLAZEY, Charles, M.; BOWLES, Owen, Joseph; BUHR, Chris, Allen; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; TSUHAKI, Amy, Lew; MA, Sunghoon; MANALO, Jean-claire, Limun; NG, Stephanie; PETO, Csaba, J.; RICE Kenneth D.; TSANG, Tsze, H.; ZAHARIA, Cristiana, A.; WO2010/135524; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, the common compound, a new synthetic route is introduced below. Formula: C7H4F6N2O4S2

To a solution of the obtained compound (34 mg, 0.08 mmol) in CH2Cl2 (0.8 mL) were added pyridine (15 mg, 0.19 mmol), 2-[N,N-bis(trifluoromethane-sulfonyl) amino]pyridine (34 mg, 0.096 mmol), and DMAP (1 mg) at 0 C. The reaction mixture was stirred at rt for 30 min, and the reaction was stopped by addition of water. The mixture was extracted with CH2Cl2 and the organic layer was washed with water and dried over anhydrous MgSO4. The solvent was concentrated, and the obtained residue was purified by PTLC (AcOEt/hexane = 1:4) to obtain the title compound (37 mg, 83%). 1H NMR (CDCl3) delta: 1.11-1.24 (1H, m), 1.42 (6H, s), 1.43 (3H, s), 1.53 (3H, s), 1.74 (1H, dt, J = 13.7, 3.9 Hz), 1.80-1.93 (1H, m), 2.96 (1H, dt, J = 11.1, 3.6 Hz), 3.59-3.92 (5H, m), 3.98 (2H, s), 7.00-7.03 (2H, m), 7.10-7.35 (6H, m).

The synthetic route of 145100-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ohtake, Yoshihito; Sato, Tsutomu; Matsuoka, Hiroharu; Kobayashi, Takamitsu; Nishimoto, Masahiro; Taka, Naoki; Takano, Koji; Yamamoto, Keisuke; Ohmori, Masayuki; Higuchi, Takashi; Murakata, Masatoshi; Morikawa, Kazumi; Shimma, Nobuo; Suzuki, Masayuki; Hagita, Hitoshi; Ozawa, Kazuharu; Yamaguchi, Koji; Kato, Motohiro; Ikeda, Sachiya; Bioorganic and Medicinal Chemistry; vol. 20; 13; (2012); p. 4117 – 4127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 139042-59-4, name is 5-Acetyl-2-bromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6BrNO

A solution of sodium hydrosulphide hydrate (5.26 g) in NMP (50 ml) was stirred and heated to 140 C. The mixture was partially evaporated under vacuum to remove the water. A solution of 6-bromopyrid-3-yl methyl ketone (6.26 g) in NMP (20 ml) was added and the mixture was heated to 80 C. for 1 hour. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. There was thus obtained 6-mercaptopyrid-3-yl methyl ketone (3.57 g, 75%).

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca PHARMA S A; US5332757; (1994); A;,
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. 132213-07-1, name is Imidazo[1,2-a]pyridin-6-ylmethanol, molecular formula is C8H8N2O, 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. Application In Synthesis of Imidazo[1,2-a]pyridin-6-ylmethanol

Q. TH-1435 To a O0C solution of imidazo[l,2-a]pyridinyl-6-methanol (76 mg, 0.51 mmol), TH- 1152 (150 mg, 0.34 mmol), and PPh3 (134 mg, 0.51 mmol), in anhydrous toluene (1.5 mL) was added DIAD (103 muL, 0.51 mmol). The reaction mixture was stirred for 5 min, allowed to come to RT, stirred 3h, silica was added to it and volatiles removed. The residue was purified by column chromatography using 2:1 Hexanes/DCM to 20% acetone/DCM a second column 0-50% acetone/toluene. The residue was triturated with EtOAc to provide TH-1435 as a yellow crystalline solid (65 mg). 1H NMR (400 MHz, CDCl3) delta 7.74 (d, J = 2.2 Hz, IH), 7.55 (dd, J= 16.2, 5.7 Hz, 2H), 7.29 (dd, J= 8.6, 2.4 Hz, IH), 6.99 (d, J= 9.2 Hz, 2H), 6.64 (d, J= 8.5 Hz, IH), 6.60 (d, J= 9.2 Hz, 2H), 6.18 (dd, J= 11.0, 4.4 Hz, IH), 4.38 – 4.24 (m, 2H), 3.79 – 3.68 (m, 5H), 3.66-3.60 (m, J= 13.5, 6.0 Hz, 4H), 3.37 – 3.25 (m, IH).

With the rapid development of chemical substances, we look forward to future research findings about 132213-07-1.

Reference:
Patent; THRESHOLD PHARMACEUTICALS, INC.; WO2009/140553; (2009); A2;,
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.71469-93-7, name is Methyl 4-aminopyridine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.15, as common compound, the synthetic route is as follows.Product Details of 71469-93-7

Example (Ik-130) N-[2-(2,2-Difluorocycloprop-1-ylcarbamoyl)pyrid-4-yl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide The reaction with methyl 4-aminopyridine-2-carboxylate (cf. WO 2001/074788) takes place analogously to the reaction procedure in Example (Ik-127) using: 486 mg (3.19 mmol) of methyl 4-aminopyridine-2-carboxylate in 26.8 ml of dichloromethane, 1056 mg (3.19 mmol) of 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride, 428 mg of silver(I) cyanide in 26.8 ml of acetonitrile. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 984 mg of methyl 4-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)pyridine-2-carboxylate (69%). 1H-NMR (400 MHz, d6-DMSO): delta=8.67 (d, 1H), 8.31 (s, 1H), 7.80 (d, 1H), 4.03 (s, 3H), 3.90 (s, 3H) ppm. HPLC-MSa): log P=3.01; mass (m/z)=447 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,71469-93-7, Methyl 4-aminopyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5398-44-7, 2,6-Dichloroisonicotinic 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, 5398-44-7, blongs to pyridine-derivatives compound. Quality Control of 2,6-Dichloroisonicotinic acid

a) A solution of 2,6-dichloroisonicotinic acid (20.0 g, 104 mmol) in ethanol (250 mL) and H2SO4 (5 mL) is stirred at 80 C. for 28 h. The solvent is removed in vacuo and the residue is dissolved in EA, washed with sat. aq. NaHCO3 solution and water, dried over MgSO4, filtered and evaporated to give 2,6-dichloroisonicotinic acid ethyl ester (17.7 g) as a brownish solid; LC-MS: tR=1.31 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5398-44-7, its application will become more common.

Reference:
Patent; Bolli, Martin; Lescop, Cyrille; Mathys, Boris; Mueller, Claus; Nayler, Oliver; Steiner, Beat; Velker, Jorg; US2011/212998; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1659-31-0, 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. 1659-31-0, name is Dipyridin-2-yl carbonate. A new synthetic method of this compound is introduced below.

General Procedure (1): A solution of (R)-2- Amino- 1-phenylethanol (0.675 g, 4.92 mmol) and di-2-pyridyl carbonate (1.06 g, 4.92 mmol) in anhydrous dichloromethane (50 ml) was stirred at RT overnight. The resultant reaction mixture was diluted with ethyl acetate (60 mL), washed with water (2×25 niL), brine (25 mL), dried over anhydrous sodium sulphate and concentrated in vacuo to get the product as a white solid. It was purified by chromatography on silica gel, eluting with 5-15 % ethyl acetate in hexanes, to yield 0.695 g (87 %) of the desired product as a white solid. 1H NMR (300 MHz, CDCl3): delta 7.42(m, 5H), 6.19 (bs, IH) 5.64 (t, IH), 4.0 (t, IH), 3.56 (dd, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1659-31-0, Dipyridin-2-yl carbonate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2007/78523; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 86129-63-7, name is Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate, the common compound, a new synthetic route is introduced below. Formula: C9H9Cl2NO2

General procedure: To a solution of 2,4-dichloro-6-methylnicotinic acid ethyl ester (2.49 mmol) in 6 mL EtOH was added NaOEt (2.61 mmol). The reaction mixture was heated to 60C overnight in a closed vessel. At RT, the mixture was diluted with EtOAc and washed with aq. NH4CI solution. The organic layer was dried over MgS04 and concentrated in vacuo. Purification by (KP-SIL from Biotage) using Hept/EtOAc (1/1 ) gives the desired product as beige solid; LC-MS (C): tR = 0.83 min; [M+H]+: 244.13.

The synthetic route of 86129-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52313-50-5 ,Some common heterocyclic compound, 52313-50-5, molecular formula is C6H7N3, 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.

A mixture of 1-(4-benzyloxy-3-fluoro-phenyl)piperidin-4-one (4.17 g, 13.94 mmol) and DMFDMA (20 mL) in acetonitrile (10 mL) was heated with stirring at 90 C for 2 hrs. The resulting reaction mixture was concentrated in vacuo and the residue was dissolved in EtOH (40mL). To the solution was added pyridine-2-carboxamidine (1.8 g, 14.96 mmol) and potassium carbonate (4.1 g, 2992 mrnol) successively. After being heated with stirring at 90 C overnight, the resulting reaction mixture was cooled to rt, diluted with water (60 mL) and extracted with EA (30 mL) for three times. The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by columnchromatography (eluting with 5% MeOH in DCM) to give 6-(4-benzyloxy-3-fluoro-phenyl)-2-(2-pyridyl)-7 , 8-dihydro-5H-pyrido [4,3-d]pyrimidine (2.33 g). ?H NMR (400MHz, CDC13):8.96 – 8.85 (m, 1 H), 8.69 (s, 1 H), 8.53 (d, 1 H), 7.89 (t, 1 H), 7.52 – 7.32 (m, 6 H), 6.98 (t, 1 H),6.85 (dd, 1 H), 6.77 – 6.63 (m, 1 H), 5.12 (s, 2 H), 4.38 (s, 2 H), 3.61 (t, 2 H), 3.28 (t, 2 H). MSobsd. (ESf) [(M+H)]: 413.

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. 52313-50-5, Picolinimidamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 59281-14-0, name is 5-(Benzyloxy)-2-(hydroxymethyl)pyridin-4(1H)-one, the common compound, a new synthetic route is introduced below. SDS of cas: 59281-14-0

3 Oc) (2,3-Dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)-methanolA solution of pyridinone (30b) (12.6 g) in water (1.4 1)containing sodium hydroxide (4.36 g) was hydrogenated over 10%palladium on charcoal (6.7 g) for 2 days. The mixture wasfiltered and the filtrate lyophilised.

The synthetic route of 59281-14-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MORPHOCHEM AKTIENGESELLSCHAFT FUeR KOMBINATORISCHE CHEMIE; WO2006/21448; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem