Day: June 9, 2021

Electric Literature of 866545-96-2, 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 866545-96-2, name is 1-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of l-(5-bromo-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone (50 g, 0.21 mol) in tetrahydrofuran (1400 mL) was added sodium hydride (8.8 g, 0.22 mol, 60 %) at 0 C. After the mixture was stirred for 1 h at 0 C a solution of 4-methylbenzene-l-sulfonyl chloride (48.3 g, 0.25 mol) in tetrahydrofuran (300 mL) was added dropwise at 0 C. The resulting mixture was warmed up to RT and stirred overnight. The reaction mixture was poured into ice water and extracted with ethyl acetate (3 xlOOO mL). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to dryness in vacuo affording crude l-(5-bromo-l-tosyl-lH-pyrrolo[2,3-b]pyridin-3-yl)ethanone as yellow solid (75 g, yield: 90 %), which was used for the next step without further purification: NMR (400 MHz, DMSO-d6): delta 8.884 (s, 1H), 8.532-8.573 (m, 2H), 8.054-8.075 (d, J = 12 Hz, 2H), 7.442-7.463 (d, J = 8.4 Hz, 2H), 2.578 (s, 3H), 2.347 (s, 3H

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 866545-96-2, 1-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; LIU, Wen; PATEL, Snahel; SIU, Michael; WO2014/111496; (2014); 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. 58584-63-7, name is (6-Methoxypyridin-3-yl)methanol, the common compound, a new synthetic route is introduced below. Safety of (6-Methoxypyridin-3-yl)methanol

j0259j To a stirred solution of (6-methoxypyridin-3-yl)methanol (75 mg, 0.54 mmol) in dichloromethane (2 mL) under nitrogen was added triethylamine (0.083 mL, 0.59 mmol) followed by methanesulfonyl chloride (0.044 mL, 0.57 mmol). The mixture was stirred at room temperature for 1 hour. The mixture was partitioned between dichioromethane (10 mL) and water (10 mL). The organic extract was dried over sodium sulfate, filtered and concentrated to give the title compound 88 mg (quantitative yield) as a yellow oil.Tr(METCR1278) = 1.63 mm, (ESj (M-J-H) 1581160.

The synthetic route of 58584-63-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; WITYAK, John; BARD, Jonathan; KISELYOV, Alex; BROWN, Christopher, John; GALAN, Sebastien, Rene Gabriel; PRIME, Michael, Edward; GILES, Paul, Richard; GADOULEAU, Elise, Luciennen Paulette; KRUeLLE, Thomas, Martin; CLARK-FREW, Daniel; JOHNSON, Peter, David; SCHAERTL, Sabine; HERRMANN, Frank; GRIMM, Steffen, Kaspar; KAHMANN, Jan, Dirk; SCHEICH, Christoph; COE, Samuel; HAYES, Sarah; (271 pag.)WO2016/33445; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 26218-75-7, 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.26218-75-7, name is Methyl 6-bromopicolinate, molecular formula is C7H6BrNO2, molecular weight is 216.03, as common compound, the synthetic route is as follows.

Into a 2000-mL 4-necked round- bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed methyl 6-bromopyridine-2-carboxylate (43.2 g, 199.97 mmol, 1.00 equiv), tetrahydrofuran (700 mL). This was followed by the addition of bromo(methyl)magnesium (150 mL) dropwise with stirring at 0C. The resulting solution was stirred overnight at room temperature. The mixture was then quenched by the addition of 200 mL of water. The resulting solution was extracted with 3×200 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2×200 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 35 g (81%) of 2-(6-bromopyridin-2-yl)propan-2- ol as yellow oil.

The chemical industry reduces the impact on the environment during synthesis 26218-75-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (0 pag.)WO2019/165204; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78846-88-5, 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.78846-88-5, name is 2-Chloro-6-(chloromethyl)pyridine, molecular formula is C6H5Cl2N, molecular weight is 162.0166, as common compound, the synthetic route is as follows.

Building block G72: 2-chloro-6-(methoxymethyl)pyridine; To a solution of 2-chloro-6-(chloromethyl)pyridine (120 mg, 0.70 mmol) in anhydrous MeOH (3 ml) was added sodium methoxide (82 mg, 1.5 mmol) under argon. The reaction mixture was stirred at 50 C. for 24 h. The reaction mixture was quenched with water and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound as a colorless oil [1H NMR (400 MHz, DMSO-d6) delta ppm 7.85 (t, J=7.8 Hz, 1H), 7.40 (d, J=7.8 Hz, 1H), 7.39 (d, J=7.8 Hz, 1H), 4.44 (s, 2H), 3.34 (s, 3H)].

Statistics shows that 78846-88-5 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-6-(chloromethyl)pyridine.

Reference:
Patent; BADIGER, Sangamesh; BEHNKE, Dirk; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; OFNER, Silvio; PANDIT, Chetan; ROY, Bernard Lucien; US2012/101110; (2012); 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.136888-26-1, name is 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H4Cl2N2O, molecular weight is 203.0255, as common compound, the synthetic route is as follows.Recommanded Product: 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

Example 51 5,6-Dichloro-3-(2-furoyl)-4-azaoxindole-1-N-t-butyl carboxamide 5,6-Dichloro-3-(2-furoyl)-4-azaoxindole was first prepared according to the procedure of Example 1B, using 5,6-dichloro-4-azaoxindole (763 mg, 3.76 mmol), sodium (0.43 g, 18.8 mmol), ethyl-2-furoate (1.05 g, 7.5 mmol) and ethanol (25 mL). Yield: 0.98 g (88%). The title compound was prepared from 5,6-dichloro-3-(2-furoyl)-4-azaoxindole according to the procedure of Example 1C, using 5,6-dichloro-3-(2-furoyl)-4-azaoxindole (721 mg, 2.41 mmol), triethylamine (1.8 mL, 15.4 mmol), t-butyl isocyanate (1.4 mL, 12.3 mmol) and DMSO (20 mL). The reaction time was 22 hours. The crude product was triturated with methanol and recrystallized from hexane. Yield: 218 mg (23%). Analysis calc’d for C17H15Cl2N3O4: C 51.53, H 3.82, N 10.60. Found: C 51.70, H 3.81, N 10.57. M.p. 205 – 206C. 1H NMR (DMSO-d6) delta 9.37 (br s, 1H), 8.32 (s, 1H), 7.91 (s, 1H), 7.85 (d, J = 3.7 Hz, 1H), 6.69 (d, J = 3.7 Hz, 1H), 1.38 (s, 9H). IR (KBr disc) 1730, 1620, 1605, 1590, 1555, 1535 cmmin1. MS m/e (relative percent) 397(0.5), 395(2), 298(21), 296(33), 230(62), 228(100), 95(40).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-26-1, 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; EP436333; (1991); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 39977-44-1, Methyl 6-(hydroxymethyl)picolinate, 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 Methyl 6-(hydroxymethyl)picolinate, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 6-(hydroxymethyl)picolinate

EXAMPLE 18 Preparation of 6-formylpyridine-2-carboxylic Acid Methyl Ester (IVo) A solution of 3 g of 6-hydroxymethylpyridine-2-carboxylic acid methyl ester (16.5 mmol) in 70 ml of 1,2-dichloroethane containing 15 g of manganese dioxide (165 mmol) is heated under reflux for 4 hours with removal of the water formed continuously. The solid is removed by filtration on celite and then the dichloromethane is evaporated off. The title product is isolated by chromatography on a silica column (eluent: dichloromethane/ethyl acetate; 70:30). 2.33 g of a yellow oil are recovered. Yield: 79% 1 H NMR (CDCl3) delta: 1.36 (t, 3H); 4.41 (m, 2H); 8.13 (dd, 1H); 8.24 (t, 1H); 8.32 (dd, 1H); 10.02 (s, 1H). IR (film) ?: 1700 cm-1 (C=O).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,39977-44-1, Methyl 6-(hydroxymethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; Pierre Fabre Medicament; US6020345; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55589-47-4, 3-Methylpicolinaldehyde, 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, 55589-47-4, blongs to pyridine-derivatives compound. HPLC of Formula: C7H7NO

To a solution of X4-172-4 (1.0 g, 7.34 mmol), L-proline (338 mg, 2.94 mmol) and 3-methylpicolinaldehyde (1.07 g, 8.81 mmol) in MeOH (200.0 mL) was added methanamine aq. (8 mL, 40percent). The solution was stirred at room temperature overnight. The solvent was removed under reduce pressure and purified by column chromatography to give X4- 172-1 (1.4 g, 70.5 percent yield) as yellow solid. LCMS (Agilent LCMS 1200-6120, Column: Waters X-Bridge C18 (50 mm*4.6 mm*3.5 jim); Column Temperature: 40 °C; Flow Rate: 2.0 mL/min; Mobile Phase: from 90percent [(total 10mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] to 10percent [(total 10mM AcONH4) water /CH3CN =9/1 (v/v)] and 90percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] in 1.6 mm, then under this condition for 2.4 mm, finally changed to 90percent [(total 10mM AcONH4) water/CH3CN = 9/1 (v/v)] and 10percent [(total 10mM AcONH4) water/CH3CN = 1/9 (v/v)] in 0.1 mm and under this condition for 0.7 mm). Purity: 61.0 percent. Rt = 1.09 mm; MS Calcd.: 270.1; MS Found: 271.1 [M + H]t

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55589-47-4, its application will become more common.

Reference:
Patent; X4 PHARMACEUTICALS, INC.; BOURQUE, Elyse Marie Josee; SKERLJ, Renato; (279 pag.)WO2017/223229; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 10201-73-7 ,Some common heterocyclic compound, 10201-73-7, molecular formula is C6H8N2O, 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.

General procedure: To a mixture of 2-aminopyridine (0.5 mmol, 1 equiv), p-TSA (0.4 mmol,0.8 equiv), 1-butylpyridinium bromide (1.5 mmol, 3 equiv) in a 50 mL Schlenk tube were added 1,2-dimethoxyethane (2 mL) under air. Then H2O2 (1.2 mmol, 2.4 equiv) was added. The mixture was stirred at 80C for 24 h. And then the mixture was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the products.

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. 10201-73-7, 2-Amino-4-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Tong; Zhou, Wen; Wang, Jing; Li, Xue; Guo, Jun-Wen; Wang, Bin; Tetrahedron Letters; vol. 55; 36; (2014); p. 5058 – 5061;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 178876-86-3, 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 178876-86-3, name is Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Pd(PPh3)2C12 (30 mg, 0.0424 mmol) was added to a nitrogen flushed mixture of methyl 5- bromo-6-oxo- 1 ,6-dihydropyridine-2-carboxylate (98.4 mg, 0.424 mmo 1), 4- isopropylphenylacetylene (92 mg, 0.636 mmol), Cul (16.1 mg, 0.0848 mmol) and Et3N (600 jil) in THF (1.5 ml) and the mixture was heated at 100 C in microwave reactor for 15 mm. Solvent evaporated and residue purified by flash chromatography using 20-33% EtOAc aseluent. Yield: 55.5 mg (44%); beige solid.

According to the analysis of related databases, 178876-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5654-97-7, 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. 5654-97-7, name is 1,3-Dihydro-2H-pyrrolo[2,3-b]pyridin-2-one, molecular formula is C7H6N2O, 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.

Monomer 9: 3-Dimethylaminomethylene-7-azaoxindole This monomer was generated in situ (during library synthesis) from 7-azaoxindole and dimethylformamide di-t-butylacetal in DMF.

According to the analysis of related databases, 5654-97-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SmithKline Beecham Corporation; US6369086; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem