Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 58481-11-1, Methyl 2-chloroisonicotinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Methyl 2-chloroisonicotinate (4.5 g, 26.23 mmol), 4-fluorophenylboronic acid (4.51 g, 32.26 mmol), potassium carbonate (2.247 g, 16.26 mmol) and PdCl2 (dppf) (0.380 g, 0.52 mmol) were mixed in methanol (30 mL) in two 20 mL microwave vials. The vials were capped and heated at 100° C. for 10 min in a single node microwave reactor. The solids were removed by filtration and the filtrate evaporated to yield a dark red slurry. To the residue was added HCl (1.25 M in methanol, 100 mL). The mixture was stirred at 45° C. for 4 h, then concentrated. Satd NaHCO3 (100 mL) was added under ice cooling and extracted with DCM (3.x.100 mL) The combined organic phases were washed with brine, passed through a phase separator and evaporated to yield a brown solid. The crude was dissolved in MTBE (180 mL) and some solids were filtered off. Cooled with ice-water, hydrogen chloride (4 M in dioxane, 10 mL, 40 mmol) was added dropwise during stirring and a suspension was formed. The suspension was stirred at 0° C. for 10 min. The solid was collected by filtration and washed with MTBE to yield methyl 2-(4-fluorophenyl)isonicotinate hydrochloride (6.4 g, 91percent) as a beige solid. 1H NMR (400 MHz, cd3od) d 4.07 (s, 3H), 7.37-7.51 (m, 2H), 8.02-8.13 (m, 2H), 8.37 (dd, 1H), 8.71 (d, 1H), 8.97 (dd, 1H). MS m/z 232 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58481-11-1, Methyl 2-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US2010/261755; (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. 84476-99-3, name is 2,5-Difluoropyridine, the common compound, a new synthetic route is introduced below. Quality Control of 2,5-Difluoropyridine

To a vial charged with 2,5-difluoropyridine (127 mg, 1.1 mmol) was added a 25% solution of sodium methoxide in methanol (2 mL). Upon completion of addition, the reaction mixture was heated at 135 0C under microwave conditions for 15 min. At the conclusion of this period, the reaction mixture was diluted with brine (5 mL) and extracted with EtOAc (3 x 5 mL). The combined extracts were dried over Na2SO4 and filtered. The volatiles were removed under reduced pressure to provide a residue. The residue was subjected to chromatography on silica gel eluting with 0 to 60% EtOAc/hexanes to provide Intermediate 23 as a yellow oil (139 mg, 91%). 1H NMR (400 MHz, CDCl3) delta ppm 3.80 (s, 6 H), 6.87 (t, J-2.20 Hz, 1 H), 7.78 (d, J=2.20 Hz, 2 H).

The synthetic route of 84476-99-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/30582; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66171-50-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 66171-50-4 as follows.

Methyl-6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate Methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (6.0 g, 39.22 mmol), phenylboronic acid (5.74 g, 47.06 mmol), copper(II) acetate monohydrate (11.76 g, 58.82 mmol), pyridine (6.32 mL, 78.43 mmol) and molecular sieves (4 , 6.0 g) in dichloromethane (100 mL) was stirred at ambient temperature for 12 hours and filtered. Standard extractive work up provided a crude residue which was purified by silica gel column chromatography (100-200 mesh) (1-2% methanol in chloroform) to give the title compound as a brown solid (5.0 g, 56%). m.p. 100-105 C.; 1H NMR (400 MHz, CDCl3) delta 3.86 (s, 3H), 6.63 (d, J=9.5 Hz, 1H), 7.36-7.55 (m, 5H), 7.91 (dd, J=2.5, 9.9 Hz, 1H), 8.23 (d, J=2.5 Hz, 1H); IR (KBr) nu 3058, 2924, 2854, 1721, 1675, 1540, 1446, 1313, 1271, 1103 cm-1; MS 230 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,66171-50-4, its application will become more common.

Reference:
Patent; AUSPEX PHARMACEUTICALS, INC.; US2008/319026; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 74976-31-1, 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 74976-31-1, name is 6-Chloro-1H-pyrrolo[3,2-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

6-chloro-i H-pyrrolo[3,2-c]pyridine (100 mg) and 2-bromopyrimidine (83 mg) was taken in Dioxane (3 ml) along with K3P04 (300 mg), diaminocyclohexane (ii mg) and Cul (6 mg). The reaction mixture was purged with Nitrogen and heated tol 10 00 for 1.2 hrs in microwave. The reaction mass was quenched with the addition of water and extracted with ethyl acetate. The ethyl acetate layer was dried and concentrated under reduced pressure to obatained the crudeproduct. The crude product was purified using silica gel column chromatography to obtaine pure product (80 mg).

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 74976-31-1, 6-Chloro-1H-pyrrolo[3,2-c]pyridine.

Reference:
Patent; BASF SE; VYAS, Devendra; VALLINAYAGAM, Ramakrishnan; SHINDE, Harish; SAMBASIVAN, Sunderraman; ADISECHAN, Ashokkumar; WACH, Jean-Yves; (91 pag.)WO2017/45955; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6980-08-1, 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.6980-08-1, name is 4-Chloro-3-nitropyridin-2-amine, molecular formula is C5H4ClN3O2, molecular weight is 173.5572, as common compound, the synthetic route is as follows.

General procedure: To a solution of the pyridine 3 (300 mg, 1.73 mmol) [51] in absolute ethanol (10 mL) were added triethylamine (0.5 mL, 3.58 mmol) and the aniline 6 (500 mg, 1.99 mmol) [45] and the mixture was heated at reflux for 8 h. The solvent was vacuum evaporated, water was added to the residue and the precipitate was filtered, washed with water, dried and purified using silica gel column chromatography (dichloromethane) to give pure 7 (440 mg, 65%).

Statistics shows that 6980-08-1 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-3-nitropyridin-2-amine.

Reference:
Article; Gavriil, Efthymios-Spyridon; Doukatas, Aris; Karampelas, Theodoros; Myrianthopoulos, Vassilios; Dimitrakis, Spyridon; Mikros, Emmanuel; Marakos, Panagiotis; Tamvakopoulos, Constantin; Pouli, Nicole; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 393 – 409;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1173081-96-3, Adding some certain compound to certain chemical reactions, such as: 1173081-96-3, name is 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride,molecular formula is C8H13ClN2O, 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 1173081-96-3.

N-((4,6-dimethyl-2-oxo-l,2-dihydropyridin-3-yl)methyl)-5-(ethyl(tetrahydro-2H- pyran-4-yl)amino)-4-methyl-4 ‘-(morpholinomethyl)- [1,1 ‘-biphenyl] -3-carboxamide (Compound I)A mixture of 5-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4-methyl-4’- (morpho linomethyl)-[ 1,1 ‘-biphenyl] -3 -carboxylic acid (540 g, 1.23 mol) and 3-(aminomethyl)- 4,6-dimethyl-dihydro-pyridin-2(lH)-one hydrochloride (279 g, 1.48 mol) was suspended in DMSO (2.70 L) and treated with triethylamine (223 ml, 1.60 mol). The mixture was stirred at 25 C for 30 min and treated with EDC-HC1 (354 g, 1.85 mol) and HOBT hydrate (283 g, 1.85 mol). The reaction mixture was stirred at rt for 16 h. After addition of triethylamine (292 ml, 2.09 mol), the mixture was cooled to 15 C, diluted with water (10.1 L) maintaining the temperature below 30 C, and stirred at 19-25 C for 4 h. The resulting precipitate was filtered, washed twice with water (2.70 L), and dried under vacuum to give a crude product (695 g, wt-wt analysis = 78%). For the further purification of the product, recrystallization was conducted. A crude product (20.00 g, 34.92 mmol) was suspended in a mixture of ethanol (190 ml) and water (10.00 ml) and heated to 75C until a clear solution was obtained. The solution was allowed to cool to rt overnight. The precipitate was filtered, washed twice with a mixture of ethanol (30.0 ml) and water (30.0 ml), and dried under vacuum at 35 C to give the title compound as an off white solid (14.0 g, 70% recovery from the crude and 90%> yield based on wt-wt assay).

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. 1173081-96-3, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EPIZYME, INC.; EISAI R&D MANAGEMENT CO., LTD.; KUNTZ, Kevin W.; CHOI, Hyeong-wook; MATHIEU, Steven; SANDERS, Kristen; CHANDA, Arani; WO2015/57859; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1822-51-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1822-51-1 as follows.

Example 62: 6-(Pyridin-4-yl-methyl)-naphthalene-1-carboxylic acid (4-fluoro-3-trifluoromethyl- phenvD-amide; A mixture of 22.4 mg (0.10 mMol) Pd(O2CCH3)2) 52.6 mg (0.20 mMol) triphenylphosphine, 151 mg (0.33 mMol) 6-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-naphthalene-1- carboxylic acid (4-fluoro-3-trifluoromethyl-phenyl)-amide and 229.3 mg (1.08 mMol) K3PO4 in 3 ml toluene is degassed repeatedly by evaporation and flushing with N2. Then 59 mg (0.36 mMol) 4-chloromethyl-pyridine hydrochloride are added and the mixture is stirred at 80 0C for 20 h, when additional 18.5 mg (0.082 mMol) Pd(O2CCH3)2 and 43.1 mg (0.164 mMol) triphenylphosphine are added. After 3 h at 110 0C the reaction mixture is poured into water and EtOAc. The aqueous phase is separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Chromatography [Combi Flash; CH2CI2 ? CH2CI2/(Me0H + 10 % NH3aq) 9:1] gives the title compound: MS: [M+1]+ = 425; HPLC: AtRe( = 12.7.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1822-51-1, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/59234; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 7584-05-6, 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 7584-05-6, name is 3-Methylisonicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-methylisonicotinonitrile (26, 168 mg, 1.4 mmol)in DMF (3 mL) was added 1,1-dimethoxyl-N,N-dimethylmethanamine(400 muL, 2.8 mmol). The mixture was heated to reflux overnight. Thenthe mixture was cooled to RT and additional 200 muL of 1,1-dimethoxyl-N,N-dimethylmethanamine was added to the mixture. The mixture washeated to reflux overnight. Then repeated addition of 200 muL 1,1-dimethoxyl-N,N-dimethylmethanamine to the mixture. The mixture washeated to reflux overnight. After completion of the reaction, the mixturewas cooled to RT and concentrated in vacuo to give a brown oil,the residue was purified by flash column chromatography on silica(EtOAc/Petroleum ether 1:2) to yield the yellow solid (20%). 1H NMR(400 MHz, CDCl3) delta 8.69 (s, 1H), 8.14-8.11 (m, 1H), 7.25-7.23 (m,1H), 7.16 (d, J=13.6 Hz, 1H), 5.21 (d, J=13.6 Hz, 1H), 2.95 (s, 6H).

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 7584-05-6, 3-Methylisonicotinonitrile.

Reference:
Article; Qin, Li-Huai; Wang, Zhi-Long; Xie, Xin; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3559 – 3572;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-03-8 ,Some common heterocyclic compound, 884495-03-8, molecular formula is C5H4BrFN2, 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: 3-Amino-5-fluoro-pyridine-2-carboxyilic acid methyl ester: [00308] A solution of 3-amino-2-bromo-5-fluoropyridine (CAS: 884495-03-8, 955 mg, 5 mmol) and Pd(dppf)Cl2?CH2Cl2 (204 mg, 25 mmol) in dry MeOH (15 mL) and DIEA (1.74 mL, 10 mmol) was flushed with N2 after which a pressure of 8 atm CO was applied. The reaction was heated at 70 C. After completion, the mixture was diluted with water and extracted with EtOAc. The combined organic fractions were washed with NH4Cl solution, dried over Na2SO4, filtered and concentrated. The obtained residue was purified by column chromatography eluted using a mixture of EtOAc and petroleum ether (25:75). The obtained titled compound was used as such.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-03-8, its application will become more common.

Reference:
Patent; ABBVIE S.A.R.L.; GALAPAGOS NV; ALTENBACH, Robert, J.; COWART, Marlon, D.; DE MUNCK, Tom, Roger Lisette; DROPSIT MONTOVERT, Sebastien Jean, Jacques Cedric; GFESSER, Gregory, A.; KELGTERMANS, Hans; MARTINA, Sebastien, Laurent Xavier; VAN DER PLAS, Steven, Emiel; WANG, Xueqing; (300 pag.)WO2016/193812; (2016); A1;,
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 131747-60-9, name is (2-Fluoropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H6FNO

c Preparation of 2-fluoropyridine-4-carbaldehyde: A solution of 5 g (39 mmol) of (2-fluoropyridin-4-yl)methanol in dichloromethane was added dropwise to a solution of 4.6 ml (54 mmol) of oxalyl chloride and 7.6 ml (106 mmol) of dimethyl sulfoxide (DMSO) in 450 ml of dichloromethane at -78 C. and the mixture was stirred for 15 minutes. 24 ml (180 mmol) of triethylamine were then added and the reaction solution was slowly warmed to RT. It was poured onto 500 ml of water and washed once each with 10% strength citric acid (200 ml) and 10% strength sodium carbonate solution. The dichloromethane phase was dried over magnesium sulfate and concentrated under reduced pressure. Yield: 4.60 g (37 mmol), 94%.

With the rapid development of chemical substances, we look forward to future research findings about 131747-60-9.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US6358978; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem