Month: April 2022

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 1079054-78-6, name is 5-Amino-6-methylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1079054-78-6

Step B: 5-chloro-6-methylpicolinonitrile (3)A solution of 5-amino-6-methylpicolinonitrile (2) (260 mg, 1.95 mmol), CuCl (290 mg, 2.93 mmol) and t-BuONO ( 456 mg, 3.9 mmol) in CH3CN (10 mL) was stirred at room temperature under 2 for 2 h, and then warmed to 60C. After 2h, 10 mL 6N HCl was added and extracted with EA (3×10 mL). The organic phase was dried with anhydrous Na2S04, filtered and concentrated. The residue was purified by Prep-TLC using PE/ EtOAc = 1/1 to give title compound as oil.

With the rapid development of chemical substances, we look forward to future research findings about 1079054-78-6.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; MCCOMAS, Casey, C.; REGER, Thoma, S.; QI, Changhe; WO2014/150114; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 53710-18-2 , The common heterocyclic compound, 53710-18-2, name is 3,5-Diiodopyridine, molecular formula is C5H3I2N, 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.

GammaAlpha1 6-Chloro-2-(5-iodo-3-pyridyl)-3,4-dihvdroisoquinolin-l-one A mixture of 6-chloro-3,4-dihydro-2H-isoquinolin-l-one (intermediate A-1, 380 mg, 2 mmol), 3,5-diiodopyridine (1.192 g, 3.6 mmol), Cul (152 mg, 0.8 mmol), (IS, 2S)- cyclohexane-l,2-diamine (182.4 mg, 1.6 mmol) and K3PO4 (848 mg, 4 mmol) in dioxane (5 mL) was heated to reflux temperature for 3 hours. After cooling to room temperature, the mixture was poured into satd. aq. NaHC03 solution (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layers were washed with brine, dried over anhy. Na2S04, filtered and concentrated in vacuo to give a crude product, which was then purified by silica gel flash chromatography to afford the title compound (350 mg, 46%) as a white solid. MS: 385.1 (M+H+).

The synthetic route of 53710-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; AEBI, Johannes; AMREIN, Kurt E.; CHEN, Junli; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; LI, Dongbo; MAERKI, Hans Peter; MARTIN, Rainer E.; MAYWEG, Alexander; TAN, Xuefei; WU, Jun; YU, Jianhua; (109 pag.)WO2016/55394; (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. 6515-09-9, name is 2,3,6-Trichloropyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H2Cl3N

To i-97 (30.0 g, 164 mmol, 1.00 eq.) in MeOH (300 mL)MeONa (10.9 g, 279 mmol, 1.70 equivalents) was added to the solution.The mixture was stirred at 70 C for 12 hours.The mixture was concentrated. Ethyl acetate (300 mL) and water (100 mL) were then added to the residue. The two phases were separated and the aqueous phase was extracted with ethyl acetate (2×100 mL).The combined organics were dried over anhydrous Na2SO4 filtered and concentrated. The residue was purified by silica gel column chromatography to give a solid.I-98 (22.7 g, 127 mmol) was used directly in the next step.

The synthetic route of 6515-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chuanru Pharmaceutical Corporation; R ·C·huoli; P ·yibulaxin; A ·P·fute; J ·R·gewoer; (117 pag.)CN108779119; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 920966-03-6, Adding some certain compound to certain chemical reactions, such as: 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid,molecular formula is C8H5ClN2O2, 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 920966-03-6.

To a solution of carboxylic acid 14 in methylene chloride under an atmosphere of nitrogen was added 1.5 equivalents of oxalyl chloride followed by catalytic amount of dimethylformamide. The reaction was stirred for 18 hours before the addition of an excess of methanol. After 2 hours stiffing the reaction was evaporated to dryness to give the title compound 15 as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.87 (s, 3H) 6.62-6.63 (m, 1H) 7.68-7.69 (m, 1H) 8.68-8.70 (m, 1H) 12.37 (s, 1H).

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. 920966-03-6, 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 135450-23-6 , The common heterocyclic compound, 135450-23-6, name is 6-(Chloromethyl)-2-cyanopyridine, molecular formula is C7H5ClN2, 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 solution of 1-(1-methyl-1 /-/-tetrazol-5-yl)-1,3-dihydro-2H-benzo[d]imidazole-2-thione H (26 mg, 0.1 1 mmol) in dry DMF (1 mL) was treated with a solution of A/-(6-(bromomethyl)pyridin- 2-yl)-2,2-difluoro-2-phenoxyacetamide E (49 mg, 0.14 mmol) in dry THF (0.7 mL) and caesium carbonate (60 mg, 0.18 mmol) was added. The mixture was stirred at RT for 100 min then diluted with EtOAc (20 mL), washed with water (3 x 20 mL) and brine, dried (MgSCU) and chromatographed on silica (4 g Puriflash cartridge) eluting with 0-50% EtOAc / PE to give 2,2-difluoro-/V-(6-(((1-(1-methyl-1H-tetrazol-5-yl)-1H-benzo[d]imidazol-2- yl)thio)methyl)pyridin-2-yl)-2-phenoxyacetamide 1 (48 mg, 84%) as a colourless gum. 1H N MR (500 MHz, CDC) delta 8.90 (s, 1H), 8.13 (d, J = 8.3 Hz, 1H), 7.77 (d, J = 8.0 Hz, 1H), 7.74 – 7.68 (m, 1H), 7.45 – 7.33 (m, 3H), 7.32 – 7.26 (m, 5H), 7.07 – 7.00 (m, 1H), 4.67 (s, 2H), 3.92 (s, 3H); LCMS (method B): 3.28 min (509, MH+). Potassium carbonate was used instead of caesium carbonate

The synthetic route of 135450-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDAG CROP PROTECTION LTD; URCH, Christopher, John; BUTLIN, Roger, John; CHRISTOU, Stephania; BOOTH, Rebecca, Kathryn; (111 pag.)WO2018/130838; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 127446-34-8, 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. 127446-34-8, name is N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, molecular formula is C11H13ClN2O2, 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.

A mixture of (2R,5R)-2-methyl-5-phenylmorpholine (Preparation 2, 53 g, 300 mmol), N-(6-chloro-3-formylpyridin-2-yl)pivalamide, N,N-dimethylformamide (150 mL) and diisopropylethylamine (53 mL, 300 mmol) was stirred at 100 C. for 18 h. The mixture was cooled to room temperature and concentrated. The residue was dissolved in ethyl acetate (1 L) and water was added (600 mL). The layers were separated. The organic layer was extracted with aqueous hydrochloric acid (1 N, 500 mL), dried over sodium sulfate, filtered and concentrated. The residue was dissolved in dichloromethane and filtered through silica gel, rinsing through with 50% ethyl acetate in heptanes (3 L) followed by 100% ethyl acetate (500 mL) to provide the title compound. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.28 (3H, d, J=6.2 Hz), 1.36 (9H, s), 3.04 (1H, dd, J=13.6, 11.0 Hz), 3.75 (1H, m), 4.04 (1H, dd, J=12.0, 3.8 Hz), 4.45 (1H, dd, J=12.1, 1.6 Hz), 6.24 (1H, d, J=9.0 Hz), 7.26 (4H, m), 7.60 (1H, d, J=8.8 Hz), 9.52 (1H, m), 11.58 (1H, br s).

According to the analysis of related databases, 127446-34-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2011/281854; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2369-19-9, 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. 2369-19-9, name is 2-Fluoro-5-methylpyridine, molecular formula is C6H6FN, 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.

Intermediate 8:2-fluoro-5-methylnicotinic acid[00363] A 1.6M solution of butyl lithium in hexanes (28.13 ml, 45 mmol) was added dropwise to a solution of diisopropylamine (6.36 ml, 45 mmol) in tetrahydrofuran (80 ml) keeping the temperature at -78C. After complete addition, the mixture was allowed to warm up to 0C, then stirred at 0C for 10 minutes. The resulting mixture was cooled down to -78C and a solution of 2-fluoro-5-methylpyridine (4.64 ml, 45 mmol) in tetrahydrofuran (15 ml) was added dropwise. The reaction mixture was stirred at -78C for 2 hours then quenched by addition of an excess of CO2 solid. The mixture was allowed to warm up to room temperature. The mixture was acidified with 10% citric acid, diluted with ethyl acetate. The organic layer was collected, washed further with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to leave the desired compound as a white solid (4.9 g, 70% yield).[00364 ] 1H NMR (DMSO-d6, 400 MHz) delta 2.34 (3H, s), 8.20-8.26 (2H, m); MS (ES+) 156, (ES”) 154.

According to the analysis of related databases, 2369-19-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 851386-40-8, 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 851386-40-8 as follows.

Under inert gas atmosphere 0.80 g (2.53 mmol) of example XIII.1 , 0.65 g (2.53 mmol) of 2-chloro-4-iodo-3-methyl-pyridine, 1.00 g (10.4 mmol) NaOtBu and 100 mg (0.14 mmol) chloro(2-dicyclohexylphosphino-2’>4′,6′-triisopropyl-1 , 1 ‘-biphenyl)(2-(2- aminoethyl)-phenyl)-palladium (II) are added to 50 mL dioxane and stirred at 45 C over night. Afterwards the solvent is removed, water is added and the product is extracted with EtOAc. The organic layer is dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by HPLC (ACN/H20/TFA). C20H24CIN3O2 (M= 373.9 g/mol) ESI-MS: 374 [M+H]+ Rt (HPLC):0.77 min (method M); The following compounds are prepared analogously to example XXI.1 : For example XXI.3 and XXI.10 the reaction temperature is 70-80 C for 3-4 h. For example XXI.5 the reaction time is 3 h. For example XXI.6 the reaction conditions are 80 C over night,

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,851386-40-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 175204-80-5, 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.175204-80-5, name is 3-Amino-4-(trifluoromethyl)pyridine, molecular formula is C6H5F3N2, molecular weight is 162.11, as common compound, the synthetic route is as follows.

Example 38 Preparation of 1-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)-3-(4-(trifluoromethyl)pyridin-3-yl)thiourea (F12) To 4-(trifluoromethyl)pyridin-3-amine (0.091 g, 0.56 mmol) in tetrahydrofuran and under an atmosphere of nitrogen was added sodium hydride (60% in mineral oil, 0.022 g, 0.56 mmol). 3-(4-Isothiocyanatophenyl)-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole (WO 2011/017513) (0.10 g, 0.28 mmol) was added and the reaction was allowed to stir for 48 hours. The reaction mixture was concentrated. Purification by silica gel chromatography provided the title compound (0.024 g, 16%).

Statistics shows that 175204-80-5 is playing an increasingly important role. we look forward to future research findings about 3-Amino-4-(trifluoromethyl)pyridine.

Reference:
Patent; Dow AgroSciences LLC; Baum, Erich W.; Fischer, Lindsey G.; Crouse, Gary D.; Sparks, Thomas C.; Giampietro, Natalie C.; Dent, III, William H.; Niyaz, Noormohamed M.; Petkus, Jeff; Demeter, David A.; Lambert, William Thomas; McLeod, CaSandra L.; Rigsbee, Emily Marie; Renga, James M.; (128 pag.)US2016/21883; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, 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.

Phenylboronic acid (3.5 g, 28.7 mmol), ethyl 2-(6-chloropyridin-3-yl)acetate (5.2 g, 26.1 mmol) and tetrakistriphenylphosphine palladium (1.1 g, 0.95 mmol ),was added to a mixture of cyclopentyl methyl ether (80 mL) and 2M sodium carbonate aqueous solution (40 mL), and the mixture was refluxed under a nitrogen gas atmosphere for 15 hours. After cooling to room temperature, deionized water was added, extraction was performed with chloroform, and the solvent was distilled off using a rotary evaporator. The obtained crude product was purified with ethyl acetate (2-(6-phenylpyridin-3-yl)acetate, 3.2 g, 13.3 mmol, 51%) purified by silica gel column chromatography (developing solvent: chloroform).

According to the analysis of related databases, 197376-47-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GUNMA UNIVERSITY; JSR LIFE SCIENCES CORPORATION; JSR CORPORATION; YOSHIHARA, TOSHITADA; TOBITA, SEIJI; ITO, MANABU; MASUDA, NORIO; (44 pag.)JP2018/150245; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem