Tag: M.W:100-200

Electric Literature of 33252-28-7, 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. 33252-28-7, name is 6-Chloronicotinonitrile. A new synthetic method of this compound is introduced below.

2-Chloro-5-cyanopyridine (1 .5 g) is dissolved in hydrazine (6 mL) at r.t. and an exothermic reaction occurs and a solid precipitate forms. Water is added and the solid is filtered off washing with water and is dried by suction to give the hydrazine intermediate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,33252-28-7, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1192813-41-4, 2-(Difluoromethoxy)-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, Application In Synthesis of 2-(Difluoromethoxy)-5-nitropyridine, blongs to pyridine-derivatives compound. Application In Synthesis of 2-(Difluoromethoxy)-5-nitropyridine

2-Difluoromethoxy-5-nitro-pyridine obtained in Step A (1.6 g) was treated with iron (5 g) and concentrated hydrochloric acid (0.23 ml) in ethanol (15 ml) and water (2.5 ml) at 800C for 20 minutes. Filtration over Celite and evaporation of the solvent afforded 6- difluoromethoxy-pyridin-3-yl-amine (1.4 g) as an orange solid. IH NMR (400 MHz, CDCI3) 3.51 (br s, 2H), 6.89 (d, IH), 7.23 (d, IH), 7.44 (dd, IH), 7.80 (d, IH).

The synthetic route of 1192813-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; PITTERNA, Thomas; CASSAYRE, Jerome Yves; CORSI, Camilla; MAIENFISCH, Peter; WO2010/9968; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-39-1, Adding some certain compound to certain chemical reactions, such as: 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile,molecular formula is C9H10N2O, 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 65515-39-1.

(a) 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile and 4-(2- (hydroxymethyl)but-3-en- -yl)-2-methoxy-6-methylnicotinonitrile To a solution of 2-methoxy-4,6-dimethylnicotinonitrile (2.8 g, 17.26 mmol) in THF (85 mL) was added LHMDS (1 M in THF, 18.13 mL, 18.13 mmol) at 0 C dropwise via dropping funnel over 10 min, and the reaction mixture turned an orange color. The mixture was stirred at 0 C for 50 min, 2-vinyloxirane (1.703 mL, 20.72 mmol) was added dropwise via syringe and the mixture was stirred from 0 C to room temperature for 4 h. The reaction mixture was quenched with saturated aqueous ammonium chloride (40 mL) and the layers were separated, the aqueous layer was extracted with EtOAc (3x). The combined organics were concentrated and the residue was adsorbed onto silica, and purified by flash chromatography (CombiFlash, 0-40% EtOAc in hexane, 80 g column) to afford 4-(3-hydroxypent-4-en-l-yl)-2-methoxy-6-methylnicotinonitrile (512 mg, 2.204 mmol, 12.8% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+. Also isolated was 4-(2-(hydroxymethyl)but-3-en-l-yl)-2-methoxy-6- methylnicotinonitrile (1.08 g, 4.65 mmol, 26.9% yield) as a yellow oil. LC-MS(ES) m/z = 233.3 [M+H]+.

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. 65515-39-1, 2-Methoxy-4,6-dimethylnicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; KNIGHT, Steven David; LAFRANCE, Louis Vincent III; MCNULTY, Kenneth C.; ROMERIL, Stuart Paul; SEEFELD, Mark Andrew; WO2014/195919; (2014); 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.98139-15-2, name is 4-Aminopicolinonitrile, molecular formula is C6H5N3, molecular weight is 119.124, as common compound, the synthetic route is as follows.COA of Formula: C6H5N3

To ethyl 3-fluoro-l -methyl -4-[[(lR)-2,2,2-trifluoro-l-methyl-ethyl]sulfamoyl]pyrrole-2- carboxylate (128 mg, 0.37 mmol)and 4-aminopyridine-2-carbonitrile (57.2 mg, 0.48 mmol) dissolved in dry THF (20 mL) at 0C under nitrogen atmosphere, lithium (0240) bis(trimethylsilyl)amide in toluene (1.5 mL, 1 M, 1.478 mmol) was added. The mixture was stirred 1 hour at 0C and further overnight at room temperature. The reaction mixture was quenched with NH4C1 solution (30 mL) and extracted with EtOAc (50 mL), diluted with brine (50 mL) and extracted again with EtOAc (50 mL). The combined organic layers were dried over sodium sulphate, filtered and concentrated. The residue (dissolved in 1 mL DMF) was purified by column chromatography on silica gel using a 120g Reveleris cartridge with a gradient from 10 till 100% EtOAc in heptane. The product fractions were concentrated and the solid residue was crystallised from warm methanol (20 mL) upon addition of water. The light yellow crystals were filtered off and dried in vacuo at 50C overnight, resulting in compound 18 (47 mg). 1H NMR (400 MHz, DMSO-d6) delta ppm 1.18 (d, J=6.8 Hz, 3 H), 3.82 (s, 3 H), 3.93 – 4.04 (m, 1 H), 7.62 (d, J=4.4 Hz, 1 H), 7.91 (dd, J=5.7, 2.2 Hz, 1 H), 8.21 (d, J=1.8 Hz, 1 H), 8.60 – 8.69 (m, 2 H), 10.72 (s, 1 H). Method D: Rt: 1.70 min. m/z: 418.0 (M-H)~ Exact mass: 419.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98139-15-2, 4-Aminopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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