Tag: M.W:100-200

Application of 136888-21-6, 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. 136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, 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.

b) Synthesis of (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester Hydroxy-acetic acid methyl ester (0.96 g, 10.7 mmol) was dissolved in 2 ml of anhydrous tetrahydrofuran under nitrogen atmosphere, and sodium hydride (0.42 g, 10.7 mmol) was added thereto at room temperature. After stirring for 30 minutes, 2-chloro-5-fluoro-3-nitro-pyridine (1.57 g, 8.89 mmol) dissolved in 15 ml of anhydrous tetrahydrofuran was added dropwise at room temperature, and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction by adding water, the mixture was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluding with a solvent of n-hexane:ethyl acetate=9:1. The fractions containing the product were collected and evaporated to obtain (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester as yellow liquid (1.35 g, 66%). 1H-NMR (CDCl3, 300 MHz); delta=8.25 (d, J=2.7 Hz, 1H), 8.40 (dd, J=6.9 Hz, 2.7H, 1 Hz), 5.06 (s, 2H), 3.78 (s, 3H). MS (ESI); 231.1 (M++1).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il; US2011/28467; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1073182-59-8 ,Some common heterocyclic compound, 1073182-59-8, molecular formula is C7H7ClN2O2, 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.

To a stirring suspension of methyl 5-amino-2-chloroisonicotinate (200 mg, 1.07 mmol) and 6-fluoro-2-naphthoic acid (245 mg, 1.29 mmol) in DCM (10.7 rriL) was added dropwise methanesulfonyl chloride (0.124 mL, 1.61 mmol). Hunigs base (0.560 rriL, 3.22 mmol) was then added, followed by DMAP (13.1 mg, 0.107 mmol) and the resulting solution was stirred at rt overnight. The solvent was evaporated in vacuo and the residue then re-suspended in DCM and ether. The precipitate was collected via vacuum filtration, washed with ether to furnish the desired material.

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. 1073182-59-8, Methyl 5-amino-2-chloroisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCEPTION 1, INC.; JACINTHO, Jason, Duarte; CLARK, Ryan, Christopher; SHENG, Tao; OBALLA, Renata, Marcella; STOCK, Nicholas, Simon; ROPPE, Jeffrey, Roger; (161 pag.)WO2017/192304; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6980-08-1 , The common heterocyclic compound, 6980-08-1, name is 4-Chloro-3-nitropyridin-2-amine, molecular formula is C5H4ClN3O2, 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 4-chloro-3-nitropyridin-2-amine (LXXXI) (5.00 g, 28.9 mmol, 1.00 eq) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (LXXXII) (7.1 g, 34.6 mmol, 1.20 eq) in a mixture of toluene (30 mL), H2O (18 mL) and EtOH (6 mL) was added Pd(PPh3)4(1.0 g, 0.87 mmol, 0.03 eq) and Na2CO3 (6.1 g, 57.6 mmol, 2 eq). The mixture was stirred at 75 C. for 15 h under a nitrogen atmosphere. The reaction mixture was then poured into brine (100 mL) and extracted with EtOAc (30 mL*3), the combined organic layers were dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The resultant residue was purified by chromatography on silica gel (PE:EtOAc=5:1-1:1) to afford 3-nitro-[4,4′-bipyridin]-2-amine (LXXXIII) (1.80 g, 8.33 mmol, 28.8% yield) as a yellow solid. ESIMS found C10H8N4O2 m/z 217.1 (M+H).

The synthetic route of 6980-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (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. 2457-47-8, name is 3,5-Dichloropyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2457-47-8

(a) 3,5-Dichloro-4-formylpyridine n-Butyllithium (1.6M in hexanes, 9.3 ml, 14.9 mmol) was added dropwise at 0 C. to a solution of diisopropylamine (1.95 ml, 14.9 mmol) in THF (30 ml). After 15 min. at 0 C., the solution was cooled to -78 C. and 3,5-dichloropyridine (2.0 g, 13.5 mmol) was added. After 1 h, methyl formate (0.92 ml) was added and the mixture warmed to room temperature over 2 h, diluted with 1N hydrochloric acid and extracted twice with ethyl acetate. The extracts were washed with brine, dried over sodium sulphate and evaporated to give a yellow oil which solidified, m.p. 110-111 C.

The synthetic route of 2457-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6303613; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 70298-88-3, 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. 70298-88-3, name is 2,2-Dimehtyl-N-pyridin-3-yl-propionamide, molecular formula is C10H14N2O, 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.

3-Phenyl-2-(4-{[4-(5-pyridin-2-yl-1H-1,2,4-triazol-3-yl)piperidm-1-yl]methyl}phenyl)-1,7-naphthyridin-8(7H)-one (5-6)N-Formyl-N-(4-formylpyridin-3-yl’)-2,2-dimethylpropanainide (5-1)A solution of 2,2-dimethyl-N-(3-pyridinyl)propanamide (3.56 gm, 20 mmol) (prepared as described in J.Org.Chem. 48, 3401 (1983)) in anhydrous tetrahydrofuran (40 mL) was cooled to -700C and a solution of 2.5 M n-butyl lithium/hexane (20 mL, 50 mmol) was added dropwise maintaining the temperature at -700C. This reaction was slowly warmed to -5C giving a copious precipitate. This mixture was cooled to -700C and dry dimethyl formamide (4.64 mL, 60 mmol) was added. The reaction was allowed to warm to room temperature giving a clear yellow solution. This reaction was poured into 8 N aqueous HCl (16 mL) and ice. After stirring for 10 minutes the pEta of the solution was adjusted to 7 and extracted with diethyl ether. The organic layer was dried (Na2SO_j.), filtered and the solvent evaporated. The residue was purified by column chromatography eluting with 30-100% ethyl acetate/hexane. The appropriate fractions were combined and the solvent removed in vacuo to give the title compound as a solid. 1Eta-NMR (500 MHz, CDCl3): delta 10.92 (IH, br s), 10.15 (IH, s),10.05 (IH, s), 8.62 (2H, d, J=4.9Hz), 7.56 (IH, d, J=4.9Hz),), 1.39 (9H, s). m/e (m+1): 235.3.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 70298-88-3, 2,2-Dimehtyl-N-pyridin-3-yl-propionamide.

Reference:
Patent; MERCK & CO., INC.; WO2006/65601; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 72990-37-5, name is 3-Chloroisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClNO

A mixture of 0.41 g of 2-amino-4-tert-butylphenol, 0.35 g of 3-chloro-4- pyridinecarboxyaldehyde and 2.5 ml of ethanol was heated to reflux for three hours. The reaction mixture was concentrated. The residue was subjected to silica gel column chromatography to give 0.50 g of 2-(3-chloropyridin-4-yl)methylideneamino-4-tert- butylphenol.1H-NMR (CDC13) delta: 9.07 (s, 1H), 8.71 (s, 1H), 8.60 (d, J=5.1 Hz, 1H), 8.01 (d, J=5.1 Hz, 1H), 7.36-7.33 (m, 2H), 7.02 (s, 1H), 7.00-6.97 (m, 1H), 1.35 (s, 9H)

With the rapid development of chemical substances, we look forward to future research findings about 72990-37-5.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 173772-63-9, 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.173772-63-9, name is 3-Amino-2,4-dichloropyridine, molecular formula is C5H4Cl2N2, molecular weight is 163.01, as common compound, the synthetic route is as follows.

3-Amino-2-4-dichloropyridine d (0.7047g, 4.32mmol), phenylboronic acid (0.5177g, 4.24mmol), K2CO3 (0.8023g, 5.80mmol), and Pd(PPh3)4 (0.0702g, 0.0607mmol) were combined. The sample was evacuated and purged with nitrogen three times. Dry DMF (2mL) and deoxygenated H2O (0.4mL) were added. The sample was microwaved at 13O0C for 40 minutes. The reaction mixture was diluted with H2O (50 mL) and extracted with EtOAc (3 X 50 mL). The EtOAc extracts was dried over MgSO4 and filtered. The crude material was adsorbed onto silica gel and purified by flash chromatography (4Og SiO2, 0-30%EtOAc in hexanes) to give 3-amino-4-chloro-2- phenylpyridine e (0.435g, 2.12mmol, 49%).

Statistics shows that 173772-63-9 is playing an increasingly important role. we look forward to future research findings about 3-Amino-2,4-dichloropyridine.

Reference:
Patent; GENENTECH, INC.; WO2007/106192; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14294-11-2, 1-(Pyridin-2-yl)thiourea, 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: 1-(Pyridin-2-yl)thiourea, blongs to pyridine-derivatives compound. name: 1-(Pyridin-2-yl)thiourea

General procedure: Arylthiourea 2 (1 mmol) was added to a solution (in case of 1a) or suspension (for 1b,c) of 3-substituted 1,2,4-triazine 1 (1 mmol) in acetic anhydride. The reaction mixture was stirred at room temperature for 7-27 h. The precipitate obtained was filtered and washed with a small amount of acetic anhydride, diethyl ether and dried in air. For the analytical data, see Online Supplementary Materials.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14294-11-2, 1-(Pyridin-2-yl)thiourea, and friends who are interested can also refer to it.

Reference:
Article; Mochulskaya, Nataliya N.; Slepukhin, Pavel A.; Charushin, Valery N.; Kodess, Mikhail I.; Mendeleev Communications; vol. 26; 5; (2016); p. 375 – 377;,
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. 26156-51-4, name is Methyl 2-methoxyisonicotinate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C8H9NO3

To a 100-mL round-bottomed flask was added methyl 2- methoxyisonicotinate (2.04 mL, 14.12 mmol, Aldrich, St. Louis, MO) and borane methyl sulfide complex (4.02 mL, 42.4 mmol, Aldrich, St. Louis, MO) in THF (30 mL). The reaction mixture was stirred at 70 C for 18 h, cooled to 0 C and quenched by the addition of MeOH (5 mL), followed by IN NaOH (20 mL). The reaction mixture was extracted with EtOAc (2 x 50 mL), the organic extract was washed with saturated NaCl (20 mL) and dried over Na2S04. The solution was filtered and concentrated in vacuo to give the crude material as a light-yellow oil. The crude product was purified by silica gel chromatography, eluting with 60% EtOAc/hexanes to give (2-methoxy-4-pyridinyl)methanol (1.56 g) as colorless oil.

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, 26156-51-4, Methyl 2-methoxyisonicotinate.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael David; BO, Yunxin; BRYAN, Marian C.; CROGHAN, Michael; FOTSCH, Christopher Harold; HALE, Clarence Henderson; KUNZ, Roxanne Kay; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis Dale; POON, Steve Fong; STEC, Markian Myroslaw; ST. JEAN, David, Joseph, Jr.; TAMAYO, Nuria A.; TEGLEY, Christopher Michael; YANG, Kevin Chao; WO2012/27261; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 791644-48-9, 2-Chloro-5-fluoronicotinonitrile, 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, 791644-48-9, blongs to pyridine-derivatives compound. Computed Properties of C6H2ClFN2

2-Chloro-5-fluoronicotinonitrile (1.95 g, 12.50 mmol) was dissolved in n-butanol (30 mL).Then hydrazine hydrate (80percent, 8 mL, 125 mmol) was added thereto.The resulting mixture was warmed to 120 ° C and stirred for 6 hours.After cooling to room temperature, a small amount of solid was precipitated, and the mixture was allowed to stand in an ice water bath for 1 hour.A large amount of solid was precipitated, suction filtered, and the filter cake was washed with water (20 mL) at 0 ° C.Then vacuum dry,The title compound was obtained as a pale yellow solid (1. 36 g, 73percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,791644-48-9, its application will become more common.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem