The origin of a common compound about 3-Bromofuro[3,2-c]pyridin-4-amine

According to the analysis of related databases, 799293-73-5, the application of this compound in the production field has become more and more popular.

Reference of 799293-73-5, Adding some certain compound to certain chemical reactions, such as: 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine,molecular formula is C7H5BrN2O, 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 799293-73-5.

-(4-aminofuror3,2-clpyridin-3-yl)-2,3-dihvdro-1 H-indole-1-carboxylateA mixture of 3-bromofuro[3,2-c]pyridin-4-amine (3.002 g, 14.09 mmol), 1 ,1 -dimethylethyl 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-indole-1-carboxylate (5.346 g, 15.48 mmol), and PdCI2(dppf)-CH2CI2 adduct (0.573 g, 0.702 mmol) in 1 ,4-Dioxane (120 ml.) and saturated aqueous sodium bicarbonate (43 ml_, 43.0 mmol) was degassed with Nitrogen for 20 minutes. The mixture was then stirred at reflux under Nitrogen for 16 hours. It was then cooled, poured into half-saturated aqueous NaHC03 (250 ml_), and extracted with ethyl acetate (2 250 ml_). The extracts were washed with brine (1 * 250 ml_), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (Analogix, 400 g Si02, 20%-100% EtOAc in hexanes gradient over 60 minutes, then 100% EtOAc for 15 more minutes) to give 1 , 1 -dimethylethyl 5-(4- aminofuro[3,2-c]pyridin-3-yl)-2,3-dihydro-1 H-indole-1 -carboxylate (3.93 g) as an off-white solid. LC/MS (ES) m/z = 352 [M+H]+.

According to the analysis of related databases, 799293-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 60753-14-2

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 60753-14-2, 4-(Pyridin-3-yl)butan-1-ol, 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, HPLC of Formula: C9H13NO, blongs to pyridine-derivatives compound. HPLC of Formula: C9H13NO

Step A 4-pyridin-3-yl-butyraldehyde To a solution of oxalyl chloride (0.74 mL in 5 mL dry methylene chloride) at -78 C. was added a solution of methyl sulfoxide (0.90 mL in 5 mL methylene chloride) and the mixture stirred at low temperature for 15 minutes. A solution of 4-pyridin-3-yl-butan-1-ol (prepared essentially as described in Example 2.1, 820 mg in 10 mL methylene chloride) and the reaction allowed to proceed for 45 minutes after which time 4 mL triethylamine were added and the mixture allowed to warm to room temperature. After 35 minutes saturated sodium bicarbonate was addded and the mixture extracted with methylene chloride. The organic portion was washed with saturated sodium bicarbonate, dried over sodium sulfate and concentrated in vacuo to give the crude title compound (813 mg).

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5849764; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 4-Chloro-5-nitropyridin-2(1H)-one

At the same time, in my other blogs, there are other synthetic methods of this type of compound,850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Electric Literature of 850663-54-6, 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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

A suspension of 2-hydroxy-4-chloro-5-nitropyridine (86.2 mmol, 15 g) in phosphorus oxychloride (50 mL) was heated at 80C for 3.5 hours. The excess phosphorus oxychloride was removed under reduced pressure and the residue partitioned between dichloromethane and 10% aqueous sodium carbonate solution. The aqueous phase was further extracted with dichloromethane (3 x 100 mL) . The combined organic extracts were dried (MgS04) then concentrated under reduced presssure to give the title compound as dark oil which solidified on standing (7.19 g, 43%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Pyridine – Wikipedia,
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Application of 121643-44-5

The synthetic route of 121643-44-5 has been constantly updated, and we look forward to future research findings.

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. 121643-44-5, name is 2-Methoxy-3-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C7H6F3NO

Step a: To a -78 C solution of diisopropylamine (0.966 mL, 6.77 mmol) in THF (20 mL) was added n-BuLi (1.6 M in hexanes, 4.23 mL, 6.77 mmol) dropwise and the reaction mixture was stirred for 5 mm at -78 C. A solution of 2-methoxy-3- (trifluoromethyl)pyridine (1.2 g, 6.77 mmol) in THF (10 mL) was added and the resulting mixture was stirred for 2 h at -78 C. ?2 (1.72 g, 6.77 mmol) in THF (5 mL) was added at -78 C and the resulting mixture was allowed to warm to RT within 30 mm and was further stirred at this temperature for 30 mm. The volatiles were removed under reduced pressure, the residue was dissolved in Et20 (200 mL) The organic layer was washed sequentially with sat. aq. Na25203 (200 mL), sat. aq. NH4C1 (200 mL), and sat. aq. NaHCO3 (200 mL), dried over Mg504, filtered, and the volatiles were removed under reduced pressure. The residue was purified by silica chromatography (0 to 25% gradient of EtOAc/heptane) to give 4-iodo-2-methoxy-3- (trifluoromethyl)pyridine (540 mg, 1.354 mmol). MS m/z 304.0 (M+H).

The synthetic route of 121643-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHEN, Zhuoliang; FORTANET, Jorge Farcia; LAMARCHE, Matthew J.; SENDZIK, Martin; TAMEZ, JR., Victoriano; YU, Bing; (237 pag.)WO2016/203405; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 2-Bromopyridine-3,4-diamine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,189230-41-9, its application will become more common.

Reference of 189230-41-9, 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. 189230-41-9, name is 2-Bromopyridine-3,4-diamine. A new synthetic method of this compound is introduced below.

Step 2: To a solution of 2-fluoro-6-iodobenzaldehyde (1.5 g, 6.0 mmol) and 2-bromopyridine-3, 4- diamine (1.1 g, 6.0 mmol) in ethanol (20 mL), was added ferric chloride (778 mg, 4.80 mmol). The reaction mixture was stirred at 60 C under oxygen atmosphere overnight. The next day, solvent was evaporated via rotavap and theresulting residue was purified by column chromatography on silica gel eluting with petroleum/ethyl acetate (3 :1) to give the desired product (1.6 g, 64% yield) as a yellow solid. LCMS (ESI) m/z: 418 [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,189230-41-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven, R.; ROBARGE, Kirk, D.; TSUI, Vickie, Hsaio-Wei; ZHANG, Birong; WO2013/41539; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 4-Bromo-2-chloro-5-methylpyridine

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, 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, Recommanded Product: 867279-13-8, blongs to pyridine-derivatives compound. Recommanded Product: 867279-13-8

Intermediate 8 (0496) 1-terf-But l 2-methyl 4-(2-chloro-5-methylpyridin-4-yl)- IH-pyrrole- 1 ,2-dicarboxylate (0497) (0498) Pd(Ph3P)4 (2.80 g, 2.42 mmol) was added to 1-tert-butyl 2-methyl 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-lH-pyrrole-l,2-dicarboxylate (17.01 g, 48.43 mmol), 4-bromo-2- chloro-5-methylpyridine (10 g, 48.43 mmol) and Na2C03 (10.27 g, 96.87 mmol) in 1,4- dioxane (150 mL),water (30 mL) at 20 C under nitrogen. The resulting solution was stirred at 80 C for 4 hours. The reaction mixture was poured into water (200 mL), extracted with EtOAc (3 x 200 mL), the organic layer was dried over Na2S04, filtered and evaporated to afford yellow oil. The crude product was purified by flash silica (0499) chromatography (elution gradient 9 to 10% EtOAc in petroleum ether). Pure fractions were evaporated to dryness to afford l-tert-butyl 2-methyl 4-(2-chloro-5-methylpyridin-4-yl)- lH-pyrrole-l,2-dicarboxylate (Intermediate 8; 7.80 g, 45.9%) as a colourless oil. FontWeight=”Bold” FontSize=”10″ Eta NMR (300 MHz, CDC1 ) delta 1.64 (9H, s), 2.41 (3H, s), 3.91 (3H, s), 7.05 (1H, s), 7.32 (1H, s), 7.55 (1H, s), 8.25 (1H, s). m/z (ES+), [M+H]+ = 351.

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

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, 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

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. 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride. A new synthetic method of this compound is introduced below., name: 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

A mixture of 2.0 g of 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N-(benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with 0.1M HCl solution, with saturated NaCl solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 1.9 g of the expected compound is obtained.

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, 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; SANOFI; US2012/277205; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 327056-62-2

The synthetic route of 327056-62-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 327056-62-2, 2-Cyano-5-fluoropyridine, 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, name: 2-Cyano-5-fluoropyridine, blongs to pyridine-derivatives compound. name: 2-Cyano-5-fluoropyridine

The mixture of 5-fluoro-pyridine-2-carbonitrile (0.16 g,1.27mmol) and Pd/C (0.030 g, 10% wt) in 15 ml of MeOH and0.50 ml of concentrated HCl was placed under H2 which wasprovided by a balloon and stirred at RT for 4 h, filteredthrough Celite, condensed, the residue was purified byflash column chromatography. The titled compound wasobtained as a light yellowish solid. MS(ES+): 127.2 (freebase) (M+H)+ . Calc’d for C6H7FN2 (free base)- 126.13.

The synthetic route of 327056-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 22282-99-1

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, 22282-99-1, 4-Bromo-2-methylpyridine.

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. 22282-99-1, name is 4-Bromo-2-methylpyridine. A new synthetic method of this compound is introduced below., SDS of cas: 22282-99-1

Intermediate 331 -(4-Bromo-pyridin-2-yl)-cvclopropanecarboxylic acid ethyl esterStep 1 : (4-bromo-pyridin-2-yl)-acetic acid ethyl ester; Lithium diisopropylamide (2 mol/L in tetrahydrofuran/heptane/ethylbenzene, 3.00 mL) was added to a solution of 4-bromo-2-methylpyridine (2.00 g) and diethyl carbonate (1 .8 mL) in tetrahydrofuran (30 mL) cooled to -70 ‘C. The solution was stirred for 1 h prior to the addition of another portion of lithium diisopropylamide (2 mol/L in tetrahydrofuran/heptane/ ethylbenzene, 3.00 mL). Stirring was continued at -70 C for one more hour and then the reaction was quenched by the addition of water. The resulting mixture was extracted with ethyl acetate and the combined extracts were washed with brine and dried (Na2S04). The solvent was evaporated and the residue was chromatographed on silica gel(cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound. Yield: 2.35 g (83% of theory); LC (method 3): tR = 2.86 min; Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.

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, 22282-99-1, 4-Bromo-2-methylpyridine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 185017-72-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, 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, Computed Properties of C6H5BrClN, blongs to pyridine-derivatives compound. Computed Properties of C6H5BrClN

Example 3: Lambda/-{[1 -(4-Chlorophenyl)cyclopropyl]methyl}-6-methoxy-5-(4-methyl-1 H- imidazol-1 -yl)pyridine-2-carboxamide (3)Step 1 . Synthesis of 3-bromo-2-methoxy-6-methylpyridine (C14). A mixture of 3-bromo-2-chloro-6-methylpyridine (75.4 g, 0.365 mol) and sodium methoxide (59.1 g, 1 .1 mol) in absolute methanol (700 mL) was heated at reflux for 5 days. Additional sodium methoxide (1 equivalent) was added, and the mixture was heated at reflux for 2 days. The solvent was removed under reduced pressure, and the residue was partitioned between water and dichloromethane. The organic layer was washed with water, dried over sodium sulfate, filtered and concentrated to provide the title product. Yield: 70.3 g, 0.348 mol, 95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem