Day: May 21, 2021

Related Products of 1214334-70-9 ,Some common heterocyclic compound, 1214334-70-9, molecular formula is C7H6BrNO3, 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.

5-bromo-6-methoxy-N,N-dimethylpicolinamide (0305) To a solution of 5-bromo-6-methoxypyridine-2-carboxylic acid (1.0 g, 4.31 mmol) in DMF (10 mL) were added dimethylamine (1.5 g, 33.27 mmol), HATU (2.0 g, 5.13 mmol) and DIEA (1.7 g, 12.77 mmol) at room temperature. The resulting solution was stirred for 2 h at 100 C. The reaction mixture was cooled to room temperature and treated with water (50 mL). The resulting mixture was extracted with ethyl acetate (100 mL×3). The organic phases were combined, washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure to yield 5-bromo-6-methoxy-N,N-dimethylpyridine-2-carboxamide as black oil (1.2 g, crude). MS: m/z=259.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1214334-70-9, its application will become more common.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; KARRA, Srinivasa; XIAO, Yufang; (407 pag.)US2016/376283; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55589-47-4 ,Some common heterocyclic compound, 55589-47-4, molecular formula is C7H7NO, 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 D – 4- (5-(l-(6-methoxypyrimidine-4-yI)-8-f(3-methgammalpgammaridin~2~yl) methyll-2, 4-dioxo-l, 3, 8- triazaspiroN. 51 dec-3-yI| pyridin-2-gammal) benzoic acid, (10-1) A suspension of Compound 10-C (0.9 mmol), triacetoxyborohydride (2.09 mmol) and 3- methylpyridine-2-carboxaldehyde (1.43 mmol) in dry methylene chloride was treated with acetic acid (2.85 mmol) and stirred at ambient temperature over night. The mixture was diluted with methylene chloride and water and the pH was adjusted to pH 7 with 1 N NaOH. The layers were separated and the aqueous layer washed (x2) with methylene chloride. The combined organic layers was dried (MgSClambdai) and concentrated. Reverse Phase HPLC purification (Method C) afforded the title Compound 10-D (Example 10-1) as a salt of trifluoroacetic acid; 1H NMR(DMSO): delta = 13.05 -13.43 (b, 1H), 10.15-10.29 (b, 1H), 8.85 (s, 1H), 8.79 (s, 1H), 8.53 (s, 1H), 8.26-8.29 (m, 3H), 8.08-8.12 (m, 3H), 7.76 (d, J= 7.7 Hz, 1H), 7.55 (s, 1H), 7.39-7.42 (m, 1H), 4.73 (s, 2H), 3.98 (s, 3H), 3.78 (m, 2H), 3.66 (m, 2H), 3.52-3.58 (m, 2H), 2.52 (m, 2H), 2.37 (s, 3H). LCMS (Method A): 1.58 min, m/z (MH)+ = 580.1.

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. 55589-47-4, 3-Methylpicolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PIERCE, Joan, M.; HALE, Jeffrey, J.; MIAO, Shouwu; VACHAL, Petr; WO2010/147776; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 117519-09-2, 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.117519-09-2, name is 3-Amino-2-chloro-6-(trifluoromethyl)pyridine, molecular formula is C6H4ClF3N2, molecular weight is 196.56, as common compound, the synthetic route is as follows.

A mixture of compound 2-chloro-6-(trifluoromethyl)pyridin-3-amine (5.88g, 30mmol, prepared as described in WO 20091 10475), isoamyl nitrite (7.02g, 60mmol), p-TsOH (6.19g, 36mmol), TBAB (19.32g, 60mmol) and CuBr2 (1 .40g, 6mmol) in 60ml of MeCN was stirred at room temperature for 4h. Then, the mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel to give the title compound (5.85g, 75%). 1H-NMR (300Mz, DMSO-d6): delta 7.85 (d, 1 H), 8.52 (s, 1 H); 19F-NMR (300Mz, DMSO-d6): delta -65.72 (s, 3F).

Statistics shows that 117519-09-2 is playing an increasingly important role. we look forward to future research findings about 3-Amino-2-chloro-6-(trifluoromethyl)pyridine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; MUEHLEBACH, Michel; STOLLER, Andre; LOISELEUR, Olivier; BUCHHOLZ, Anke; HUETER, Ottmar Franz; BIGOT, Aurelien; HALL, Roger Graham; EMERY, Daniel; JUNG, Pierre Joseph Marcel; LU, Long; WU, Yaming; CHEN, Ruifang; WO2015/715; (2015); 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. 10128-91-3, name is Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 10128-91-3

(b) Methyl 2-hydroxy-5-iodonicotinate. A solution of methyl2-hydroxynicotinate (100 g, 0.65 mol) and N-iodosuccinimide (192 g, 0.85 mol) in dry DCM (2.5 L) was heated at reflux in the dark for 48 hours. The mixture was concentrated to 500 mL under reduced pressure. The solid which precipitated was collected by filtration, washed with small portions of cold DCM, and dried in vacuo to give the title compound as a pale-yellow solid.

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, 10128-91-3, Methyl 2-oxo-1,2-dihydro-3-pyridinecarboxylate.

Reference:
Patent; AMGEN INC.; WO2008/130600; (2008); A2;,
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. 5470-66-6, name is 4-Nitro-2-picoline N-oxide. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H6N2O3

A solution OF 2-METHYL-4-NITROPYRIDINE-N-OXIDE (3.80 g, 24.6 mmol) in 100 ML of acetic acid was slowly heated with iron powder (6.89 g, 124 mmol) in a large flask (caution: the reaction becomes very exothermic upon turning brown). The resulting slurry was heated for 2 hours at 80 C. Excess acetic acid was removed IN VACUO, THE residue was taken up in 20% aqueous sodium hydroxide solution, and 100 mL of chloroform (CHC13) was added and the mixture filtered through CELITES FILTER aid. The aqueous phase was extracted with two 200 mL portions of chloroform. The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude product (2.2 g, 83% yield) was used without further purification. A solution OF KI (1. 96 g, 11. 9 mmol) and 12 (1.87 g, 7.36 mmol) in 10 ML of water was added to a REFLUXING solution of the 2-methylpyridin-4-ylamine (1.00 g, 9.25 mmol) and sodium carbonate (683 mg, 6.44 mmol) in 5 ML of water. The mixture was heated at reflux for 2 hours, cooled to room temperature, and treated with 20 mL of ethyl acetate (EtOAc). Phases were separated and the aqueous layer was extracted with three 20 ML portions of ethyl acetate. The combined organic layers were washed with a saturated aqueous sodium thiosulfate (NA2S203) solution, dried over magnesium sulfate, and concentrated ILL vacuo. Flash chromatography (30% ethyl acetate in hexanes to 100% ethyl acetate, gradient) of the resulting residue yielded 4-amino-3-iodo-6-methylpyridine (first eluting: 226 mg, 11% yield) and 4- AMINO-3-IODO-2-METHYLPYRIDINE (second eluting : 116 mg; 5% yield).

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, 5470-66-6, 4-Nitro-2-picoline N-oxide.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/30213; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1594-58-7 ,Some common heterocyclic compound, 1594-58-7, molecular formula is C6H7N3O, 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.

5-(Chloromethyl)-3-(pyridine-2-yl)-1 ,2,4-oxadiazole (SO2-065): To a solution of N- hydroxypicolinimidamide (0.2g g, 1 .5 mmol) in DCM (20 ml) and chloroacetyl chloride (0.2 g, 1 .8 mmol) at 0 C, diisopropylethylamine (0.23 g, 1 .8 mmol) was added (dropwise). The mixture was warmed up to r.t. and stirred for 24 h. and organic solvent was evaporated and the residue was refluxed overnight in toluene (20 ml_) to complete the cyclization. The product obtained was purified using Si02 chromatography (EtOAc: hexane gradient elution). The required compound SO2-065 (0.24 g, 81 %) was obtained as a white solid.1 H NM R (400 M Hz, CDCI3) delta 8.81 (ddd, J = 4.8, 1 .6, 1 .0 Hz, 1 H), 8.14 (d, J = 7.9 Hz, 1 H), 7.87 (ddd, J = 7.9 Hz, 4.8 , 1 .8 Hz, 1 H), 7.46 (ddd, J = 7.7, 4.8, 1 .2 Hz, 1 H), 4.79 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1594-58-7, its application will become more common.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; LAWRENCE, Harshani R.; SEBTI, Said M.; OZCAN, Sevil; WO2012/129564; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58584-63-7, 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. 58584-63-7, name is (6-Methoxypyridin-3-yl)methanol. A new synthetic method of this compound is introduced below.

To a solution of 2-methoxy-5-hydroxymethylpyridine (0.71 g, 0.005mole) in DCM (5 mL) at 0 C under N2, was added thionyl chloride (0.7 mL, 0.009 mole) drop wise. The reaction mixture was warmed to RT and stirred for 2 hours. The reaction mixture was diluted with DCM (50 mL) and treated with saturated aqueous sodium bicarbonate (10 mL). Organic layer was washed with water (20 mL), brine solution (20 mL), dried over Na2SC>4 and concentrated under vacuum to obtain the title compound. Yield: 0.58 g; lH – NMR (CDC13, 400 MHz) delta ppm: 3.94 (s, 3H), 4.55 (s, 2H), 6.75 – 6.77 (d, J = 8.5 Hz, 1H), 7.61 – 7.64 (dd, J = 2.2, 8.5 Hz, 1H), 8.14 (s, 1H); Mass (m/z): 158.0 – 160.0 (M+H) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58584-63-7, (6-Methoxypyridin-3-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; MOHAMMED, Abdul Rasheed; BADANGE, Rajesh Kumar; JAYARAJAN, Pradeep; BHYRAPUNENI, Gopinadh; JASTI, Venkateswarlu; (172 pag.)WO2018/42362; (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. 170886-13-2, name is 2-(Trifluoromethyl)pyridin-4-ol, the common compound, a new synthetic route is introduced below. COA of Formula: C6H4F3NO

An alternative synthetic procedure is provided: 3,4,5-trifluorobenzaldehyde (1.08 g, 6.74 mmol) was added to a solution of 2-trifluoromethyl)pyridin-4-ol (1 g, 6.13 mmol) and potassium carbonate (1.017 g, 7.36 mmol) in Nu,Nu-dimethylformamide (DMF) (10 mL) under nitrogen with stirring. The reaction mixture was stirred at 100 C for 16 h, cooled to rt, and then diluted with EtOAc (30 mL) and water (30 mL). The organic phase was washed three times with water (30 mL), dried over sodium sulphate, and then concentrated in vacuo to afford the title compound (1.8 g, 97%). LCMS (ESI): m/z 304 [M + H]+; 1.17 min (ret time)

The synthetic route of 170886-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; SANG, Yingxia; WAN, Zehong; ZHANG, Qing; WO2014/114694; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

General procedure: To a cold solution of appropriate pyrrolo-pyridines 8a,c,e (2.5 mmol) in anhydrous toluene (25 mL), t-BuOK (0.38 g, 3.4 mmol) and TDA-1 (1 or 2 drops) were added at 0 C. The reaction mixture was stirred at room temperature for 3 h and then MeI (2.5 mmol, 0.2 mL) was added at 0 C. TLC analysis (ethyl acetate) revealed that methylation was complete after 1 h. The solvent was evaporated under reduced pressure. The residue was treated with water, extracted with DCM (3 × 20 mL), dried (Na2SO4), evaporated and purified by column chromatography using DCM/ethyl acetate (9/1) as eluent to give derivatives 8b,d,f [42].

According to the analysis of related databases, 183208-35-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Carbone, Anna; Parrino, Barbara; Vita, Gloria Di; Attanzio, Alessandro; Span, Virginia; Montalbano, Alessandra; Barraja, Paola; Tesoriere, Luisa; Livrea, Maria Antonia; Diana, Patrizia; Cirrincione, Girolamo; Marine Drugs; vol. 13; 1; (2015); p. 460 – 492;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131674-39-0, Adding some certain compound to certain chemical reactions, such as: 131674-39-0, name is 1-(2-Chloropyridin-3-yl)ethanol,molecular formula is C7H8ClNO, 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 131674-39-0.

To a solution of 2-chloropyridine (XXIX) (31.0 kg, 273 mol) in dry THF (275 L) cooled to -78oC under nitrogen was added LDA (113 L, 1220 mol) dropwise while maintaining the temperature at -78oC and stirred for 5 hours. Acetaldehyde (16 L, 463 mol) was then added and the reaction was stirred at -78oC for another 5 hours before warming to 0oC and adding water (310 L) to quench the reaction. The solution was stirred for 50 min and then warmed to room temperature. The solution was extracted 3 x EtOAc (279 L) by adding EtOAc, stirring for 50 min, allowing to stand for 50 min, separating the layers and then repeating twice. The combined EtOAc was concentrated under vacuum to a volume of 300-500 L. To the crude 1-(2-chloropyridin-3- yl)ethanol (XXX) was added DCM (705 L) followed by an aqueous solution of KBr (3.3 Kg, 27.7 mol) dissolved in water (33 L). The solution was cooled to 0oC before adding TEMPO (1.7 Kg, 10.9 mol) and then stirred for 50 min. In a second container, water (980 L) was added followed by KHCO3 (268 Kg, 2677 mol) and 10% aqueous NaClO (233 L, 313 mol). This aqueous mixture was then added dropwise to the TEMPO mixture. This combined mixture was stirred at 0oC for 5 hours. To this mixture was added dropwise Na2S2O3*7H2O (22.5 Kg, 90 mol) in water (107 L) with stirring for 50 min at 0oC. The mixture was allowed to warm to room temperature and the organic phase was separated. The aqueous phase was extracted 2 x DCM (353 L) by adding DCM, stirring for 50 min, allowing to stand for 50 min, separating the layers and then repeating. The combined organic layers were washed with aqueous 25% NaCl (274 L) and concentrated under vacuum to give crude 1-(2-chloropyridin-3-yl)ethanone (XXXI) which was used for the next step without additional purification.

According to the analysis of related databases, 131674-39-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; MITTAPALLI, Gopi Kumar; CHIRUTA, Chandramouli; HOFILENA, Brian Joseph; (128 pag.)WO2019/241540; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem