Tag: M.W:100-200

Application of 75279-39-9, 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 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of ethyl 2,4-dichloropyrrolo[2, 1 -J] [1 ,2,4]triazine-5-carboxylate (2 g, 7.69 mmol) N-(4-aminopyridin-2-yl)acetamide (1.744 g, 11.54 mmol)in 2-propanol (20 mL) DIPEA (4.03 mL, 23.07 mmol) was added. The reaction mixture was stirred at 50 C for 3 h. The reaction mixture was cooled to room temperature and filtered. The residue was taken in 5% methanol in DCM washed with aqueous sodium bicarbonate.The organic phase was concentrated to get ethyl 4-((2-acetamidopyridin-4-yl)amino)-2-chloropyrrolo[2, 1 -J] [1 ,2,4]triazine-5-carboxylate (1.4 g, 3.74 mmol, 48.6 %yield) as a white solid. LCMS m/z 375.1 (M+H); rt 1.25 mm; Conditions B

According to the analysis of related databases, 75279-39-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARIKRISHNAN, Lalgudi S.; FINK, Brian E.; BORZILLERI, Robert M.; TONUKUNURU, Gopikishan; RAHAMAN, Hasibur; WARRIER, Jayakumar Sankara; SESHADRI, Balaji; (411 pag.)WO2017/15425; (2017); A1;,
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.87674-15-5, name is 1-(3-Fluoropyridin-4-yl)ethanol, molecular formula is C7H8FNO, molecular weight is 141.14, as common compound, the synthetic route is as follows.COA of Formula: C7H8FNO

A mixture of 1- (3-FLUOROPYRIDIN-4-YL) ETHANOL (10 g, 70.3 MMOL) and commercial activated Mn02 (8 G, 92.1 MMOL) in toluene (100 mL) were REFLUXED until disappearance of starting material. After cooling the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-FLUORO-4-ACETYL pyridine (6.9 g, 70%) that was used directly in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,87674-15-5, 1-(3-Fluoropyridin-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA ITALIA S.P.A.; WO2005/13986; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116308-38-4, 2-Formylisonicotinonitrile, 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, Application In Synthesis of 2-Formylisonicotinonitrile, blongs to pyridine-derivatives compound. Application In Synthesis of 2-Formylisonicotinonitrile

EXAMPLE 1 Preparation of 2-[N-methyl-N-(2-diphenylaminoethyl)amino]ethyl methyl 2,6-di-methyl-4-(4-cyano-2-pyridyl)-1,4-dihydropyridine-3,5-dicarboxylate and monofumarate thereof A 50-ml eggplant type flask was charged with 1.003 g (7.59 mmol) of 4-cyano-2-pyridinealdehyde, 2.691 g (7.59 mmol) of 2-[N-methyl-N-(2-diphenylaminoethyl)amino]ethyl acetoacetate and 901 mg (7.59 mmol) of methyl 3-aminocrotonate. After addition of isopropanol (10 ml), the contents were dissolved therein. The flask was equipped with a Dimroth condenser and the solution was heated at 40 to 45 C. for 39 hours with agitation. The reaction solvent was tilled off under reduced pressure and the residue (6.175 g) was fractionated by column chromatography on silica gel (elution solvent: ethyl acetate/methanol=99:1). The resulting crude product was recrystallized from isopropyl ether/methanol so as to obtain a pale yellow powder of the desired compound in an amount of 2.219 g (yield: 59%). m.p. (after crystallization from isopropanol ether/methanol): 155.5 to 157 C. Pertinent IR and NMR data are as follows and are provided for each of the compounds and acid addition salts described in the following Examples as well. STR6 The above-obtained compound (2.090 g, 3.69 mmol) was placed in a 300-ml eggplant type flask. After addition of ethanol (168 ml), the contents were dissolved therein. Thereafter, fumaric acid (429 mg, 3.69 mmol) was added and the flask was equipped with an air-cooling tube. After continued agitation at room temperature for 1.5 hours, the reaction solvent was distilled off under reduced pressure to obtain a slightly yellow powder of a fumarate of the desired compound in an amount of about 2.5 g. STR7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116308-38-4, 2-Formylisonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Green Cross Corporation; US4910195; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6515-09-9, Adding some certain compound to certain chemical reactions, such as: 6515-09-9, name is 2,3,6-Trichloropyridine,molecular formula is C5H2Cl3N, 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 6515-09-9.

2,5,6-Trichloro-3-nitropyridine (Example 8) 3.6 g. (0.02 mol) of 2,5,6-trichloropyridine are dissolved in a mixture of 20 ml of 100% strength fuming nitric acid and 16 ml of concentrated sulphuric acid and are then heated at 100C in an oil bath for 12 hours. After cooling to approx. 20C, the reaction mixture is poured onto ice. The crude product is produced in the form of slightly yellowish crystals, which are filtered off with suction, washed with water and dried at 30C in vacuo over KOH. 3 g (66.7% of theory) of 2,5,6-trichloro-3-nitropyridine are obtained in the form of crystals which, after sublimation at 30 – 40C/12 mm Hg. melt at 68 – 70C. Analysis for C5 HCl3 N2 O2 (molecular weight 227.4): calculated C 26.41% H 0.44% Cl 46.77% N 12.32% found C 26.2% H 0.5% Cl 47.0% N 12.2%

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. 6515-09-9, 2,3,6-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ciba-Geigy Corporation; US3974166; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60781-83-1, 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. 60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, 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 (R)-4-BOC-2-morpholinecarboxylic acid (CAS Number 884512-77-0; 0.250 g, 1 .08 mmol) in DMF (15 ml) was added HATU (0.617g, 1 .62 mmol) at rt. The reaction mixture was stirred at rt for 30 min. 4-Phenylpyridin-2- ylamine (CAS Number 60781 -83-1 ; 0.184 g, 1 .08 mmol) and TEA (0.46 ml, 3.246 mmol) were added and the reaction mixture was stirred at rt for 72 h. The resulting reaction mixture was poured into water (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic layer was dried over Na2S04, filtered and concentrated under reduced pressure. The resulting residue was purified by flash chromatography (4% MeOH in DCM) yielding tert-butyl (R)-2-((4-phenylpyridin-2-yl)carbamoyl)morpholine- 4-carboxylate (0.1 15 g, 0.300 mmol). LCMS: Method C, 2.423, MS: ES+ 384.38; 1 H NMR (400 MHz, DMSO-d6) delta ppm: 9.86 (s, 1 H), 8.41 (d, J=5.2 Hz, 1 H), 8.36 (s, 1 H), 7.74 (d, J=6.8 Hz, 2 H), 7.48 – 7.57 (m, 4 H), 4.17 – 4.20 (m, 1 H), 4.01 – 4.03 (m, 2 H), 3.71 – 3.74 (m, 1 H), 3.53 – 3.58 (m, 1 H), 2.89 – 3.01 (m, 2 H), 1 .42 (s, 9 H).

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 60781-83-1, 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; STOCKLEY, Martin Lee; KEMP, Mark Ian; MADIN, Andrew; (167 pag.)WO2018/65768; (2018); 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. 1060805-95-9, name is 4-Chloro-6-methylnicotinic acid, the common compound, a new synthetic route is introduced below. Formula: C7H6ClNO2

To a solution of 4-chloro-6-methylnicotinic acid(0.1 g, 0.58 mmol) in ethanol (10.0 mL) was added SOCl2 (0.25 mL,3.49 mmol) at 0 C and the reaction mixture was stirred at 85 C for 12 h. Thereaction mixture was concentrated and the crude product was dissolved in EtOAc,washed with water, brine, dried over anhydrous Na2SO4,filtered and concentrated. The crude residue was purified by Combiflashpurifier with 5% MeOH in DCM to afford the title compound as off-white solid(0.1 g, 82 %). 1H NMR (DMSO-d6,400 MHz) delta 1.26 (t, J = 6.8 Hz, 3H), 1.32 (t, J = 7.2 Hz, 3H), 2.44 (s, 3H), 4.12-4.17(m, 2H), 4.20-4.26 (m, 2H), 7.03 (s, 1H), 8.56 (s, 1H); MS (ESI) m/z 210.1 (M+H)+.

The synthetic route of 1060805-95-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ruf, Sven; Hallur, Mahanandeesha Siddappa; Anchan, Nisha K.; Swamy, Indu N.; Murugesan, Karthikai Raj; Sarkar, Sayantani; Narasimhulu, Lokesh Kananti; Putta, V.P. Rama Kishore; Shaik, Shama; Chandrasekar, Devaraj Venkatapura; Mane, Vishal Subhash; Kadnur, Sanjay Venkatachalapathi; Suresh, Juluri; Bhamidipati, Ravi Kanth; Singh, Manvi; Burri, Raghunadha Reddy; Kristam, Rajendra; Schreuder, Herman; Czech, Joerg; Rudolph, Christine; Marker, Alexander; Langer, Thomas; Mullangi, Ramesh; Yura, Takeshi; Gosu, Ramachandraiah; Kannt, Aimo; Dhakshinamoorthy, Saravanakumar; Rajagopal, Sridharan; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 922 – 925;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1079179-12-6, 2-Chloro-3-fluoro-5-nitropyridine, 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: 2-Chloro-3-fluoro-5-nitropyridine, blongs to pyridine-derivatives compound. name: 2-Chloro-3-fluoro-5-nitropyridine

Step 2: To a stirred solution of 2-chloro-3-fluoro-5-nitropyridine (1.6 g, 9.0 mmol) in tetrahydrofuran (16 mL) was added tributylvinyltin (3.42 g, 10.8 mmol) and Pd2(dba)3 (0.42 g, 0.45 mmol), trifuryl phosphene (0.2 g, 0.9 mmol) under nitrogen atmosphere. The reaction mixture was deoxygenated thoroughly and was heated to 60 C. for 6 h. The reaction mixture was diluted with water (20 mL) and was extracted with ethyl acetate (3*25 mL). The combined organic layer was washed with brine (25 mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the crude compound. The crude compound was purified by column chromatography (silica gel: 100-200 mesh; eluent: 5% ethyl acetate in hexane) to afford 3-fluoro-5-nitro-2-vinylpyridine. (1.5 g, 96%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1079179-12-6, 2-Chloro-3-fluoro-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/29961; (2013); 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. 113713-60-3, name is 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine

General procedure: To a solution of compound 3 (360 mg, 2.0 mmol) in a mixture of EtOH (60 mL) and 1 N aq NaOH (2.2 mL, 2.2 mmol), compound 1 (2.1 mmol) was added. The resulting reaction mixture was stirred overnight at rt. Then solvents were removed under reduced pressure, and the crude product was purified by column chromatography on silica gel with eluent (0:100 to 3:97 MeOH/CH2Cl2) to give a white solid product 4 (50-65% yields).

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, 113713-60-3, 2-Mercapto-5-methoxyimidazole[4,5-b]pyridine.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 5; (2016); p. 1371 – 1375;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3430-21-5, 5-Bromo-3-methylpyridin-2-amine, 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, 3430-21-5, blongs to pyridine-derivatives compound. COA of Formula: C6H7BrN2

To a mixture of compound 4b1 (600 mg, 3.2 mmol) and concentrated H2SO4 (1.6 mL) and water (18.4 mL) is added drop wise a solution of NaNO2 (243.5 mg, 3.53 mmol) in water (1.6 mL) at 00C. After 30 min at room temperature the reaction is filtered and the resulting solid is washed with water and dried under high vacuum to give compound 4b2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3430-21-5, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GmbH & CO KG; WO2008/67644; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52605-96-6 , The common heterocyclic compound, 52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, 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.

V.16; 2-(3-methoxypropyl)pyridin-3-yl trifluoromethanesulfonate; Step 1: 3-methoxy-2-(3-methoxyprop-l-yn-l-yl)pyridine; To a solution of commercially available 2-chloro-3 ethoxy pyridine (1 eq.) in acetonitrile (1.9M) was added PdC12(CH3CN)2 (0.015 eq.), Cs2CO3 (2.4 eq.) and 2-(dicyclohexylphosphino)-2′-6′- 0 dimethoxy-l-l’-biphyl (S-PHOS; 0.044 eq.). The suspension was sonicated for 5min then 3- methoxyprop-1-yne (1.7 eq.) was added. The final mixture was stirred 12 h at 1000C, cooled down to room temperature, diluted with diethylether. The organic fraction was washed with water, brine, dried over Na2SO4, filtered and concentrated. Purification by column chromatography on silica gel, eluting with CH2Cl2/ Acetone 5% afforded the desired compound.

The synthetic route of 52605-96-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/23964; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem