Month: April 2022

Synthetic Route of 639091-75-1, 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 639091-75-1 as follows.

Compound 2F: tert-butyl (4-(hydroxymethyl)pyridin-2-yl)carbamateCompound 2E (2.5 g, 9.91 mmol, 1.00 equiv) and CaC12 (1.65 g) were dissolved in EtOH (30 mL). The solution was cooled to 0C then NaBH4 (1.13 g, 29.87 mmol, 3.01 equiv) was gradually added. The solution was left under agitation overnight atambient temperature then the reaction was halted with the addition of water (50 mL). The mixture was extracted three times with 20 mL of EtOAc. The organic phases were combined, washed twice with 20 mL of NaC1 (sat.) then dried over sodium sulfate, filtered and concentrated under reduced pressure to yield 2.0 g (90 %) of compound 2F in the form of a colourless solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,639091-75-1, its application will become more common.

Reference:
Patent; PIERRE FABRE MEDICAMENT; RILATT, Ian; PEREZ, Michel; GOETSCH, Liliane; BROUSSAS, Matthieu; BEAU-LARVOR, Charlotte; HAEUW, Jean-Francois; CHAMPION, Thierry; ROBERT, Alain; WO2015/162291; (2015); 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. 1796-84-5, name is 4-Ethoxy-3-nitropyridine, the common compound, a new synthetic route is introduced below. Formula: C7H8N2O3

Example 82; 3-(2-Butynyl-1-methyl-4-piperazin-1-yl-1,3-dihydroimidazo[4.5-c]pyridin-2-one; 82a) Methyl-(3-nitro-pyridin-4-yl)amine; [] 4-Ethoxy-3-nitropyridine (10.0 g) was dissolved in a 40% methanol solution of methyl amine (100 mL), and this was heated at 80C for 60 hours. The solution was cooled, ethyl acetate (500 mL) was added, and the organic layer was washed twice with 300 mL of water and once with 300 mL of saturated aqueous sodium chloride solution. This was then dried over anhydrous magnesium sulfate. The solution was filtered, and concentrated under reduced pressure to give the title compound (7.00 g).

The synthetic route of 1796-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1568699; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1227002-03-0, Methyl 2-amino-5-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, Recommanded Product: Methyl 2-amino-5-chloroisonicotinate, blongs to pyridine-derivatives compound. Recommanded Product: Methyl 2-amino-5-chloroisonicotinate

The reaction with methyl 2-amino-5-chloroisonicotinate takes place analogously to the reaction procedure in Example (Ik-127) using: 601 mg (3.21 mmol) of methyl 2-amino-5-chloroisonicotinate in 28.0 ml of dichloromethane, 1064 mg (3.21 mmol) of 1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride, 431 mg of silver(I) cyanide in 28.0 ml of acetonitrile. The remaining residue is purified by means of column chromatography on silica gel using the eluent mixture cyclohexane:acetone (gradient). This gives 563 mg of methyl 5-chloro-2-({[1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl}amino)-isonicotinate (36%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1227002-03-0, Methyl 2-amino-5-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer CropScience AG; US2011/301181; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 29241-60-9, 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. 29241-60-9, name is 5-Bromo-2-chloro-3-methylpyridine, molecular formula is C6H5BrClN, 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.

[1120] To a solution of NaOMe (5.29 g, 98 mmol) in MeOH (500 mL) was added XLV1 (10 g, 49 mmol) by portionwise. The reaction mixture was heated to reflux overnight. The solution was cooled, quenched with water slowly, extracted with PE (100 mL x3). The combined organic layer was washed with brine and concentrated to give XLV-2 (8.0 g, 81% yield) as a white solid.

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 29241-60-9, 5-Bromo-2-chloro-3-methylpyridine.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); 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 380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 380380-64-3

Under nitrogen protection, 5.44 g of 3-fluoro-4-bromophenylcarbamic acid benzyl ester, 67 mL of dioxane and 5.76 g of hexabutylditin are added,Dichlorobistriphenylphosphine palladium 0.93g. Stir at 10 C to 15 C for 2 hours to 3 hours, filter and wash with dioxane to obtain a tributyltin intermediate in dioxane solution.The dioxane solution of the tributyltin intermediate is stirred at 35 C to 45 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazolium 4.23g, potassium phosphate 2.09g, tetrakis ( Triphenylphosphine) palladium 0.083g, heated to 75 C-85 C and stirred for 3 hours to 4 hours. After cooling, filter 6g of diatomaceous earth, add 40mL of ethyl acetate and 15% saline (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline), and separate the organic phase Dry, concentrate in vacuum (temperature 35 C- 65 C , pressure -0.08MPa -0.1MPa), add ethyl acetate 26mL, heat to 70 C-75 C , stir for 0.5 hours 1 hour, cool to 0 C- 10 C, stir 1 Hours to 2 hours, filtered, rinsed with ethyl acetate 12mL three times, the wet product was dried in a vacuum (pressure -0.01MPa ~ -0.1MPa) drying oven at 45 C to 55 C for 8 hours to 12 hours, to obtain an off-white solid as tedizolid phosphate intermediate II 2.91g, total yield 42.9%, HPLC purity 97.18%.

With the rapid development of chemical substances, we look forward to future research findings about 380380-64-3.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 124236-37-9, Adding some certain compound to certain chemical reactions, such as: 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate,molecular formula is C8H6F3NO2, 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 124236-37-9.

b) 1 -Oxy-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester A mixture of 5-(trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (2.7 g, 13 mmol) and m-CPBA (CAN 937-14-4, 6.7 g, 39 mmol) in dry methylene chloride (30 mL) was stilTed under reflux conditions overnight. Removal of the solvent in vacuo and purification of the obtained residue by column chromatography (silica gel, 15 g, 20% ethyl acetate in petroleum ether) provided the title compound (2.2 g, 76%) as light-yellow solid; MS (El):mle = 222.1 [MHi.

According to the analysis of related databases, 124236-37-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FREI, Beat; GOBBI, Luca; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86705; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1206968-88-8 , The common heterocyclic compound, 1206968-88-8, name is (5-Bromo-3-chloropyridin-2-yl)methanol, molecular formula is C6H5BrClNO, 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.

[01340] A mixture of (5-bromo-3-chloropyridin-2-yl)methanol (2 g, 8.99 mmol, 1.00 equiv), Mn02 (7.77 g, 89.34 mmol, 9.94 equiv), and dichloromethane (150 mL) was stirred for overnight at 40C. The solids were filtrated out and the filtrate was concentrated. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1/20) to afford the title compound (1.1 g, 56%) as a light yellow solid. LCMS [M+H] 222.

The synthetic route of 1206968-88-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 685115-77-9, 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 685115-77-9 as follows.

To a solution of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (30 mg, 0.1 1 mmol) in THF (2 ml_), at 0 0C, was added a 1 M solution of borane THF complex in THF (11.1 ml_, 1.1 mmol). The reaction was stirred for 1 hour before warming to r.t. and stirring for a further 18 hr. To the reaction was added 2M HCI (2ml), the mixture diluted with water (20 ml) and extracted with EtOAc (2 x 20 ml.) and the combined organic extracts were washed with brine (25 ml_). The combined aqueous extracts were basified with saturated sodium hydrogen carbonate and then extracted with EtOAc (2 x 20 ml_). The combined organic extracts were washed with brine (20 ml_), dried (MgSO4) and concentrated under reduced pressure to give a crude colourless oil (8 mg). The crude product was purified by flash column chromatography on silica gel (CH2CI2, MeOH, 97:3 to CH2CI2, 1 M methanolic NH3, 9:1 ) to furnish the title compound, LC-MS (ESI, 3.5 min) R, 1.45 min, m/z 260 (91 %, [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,685115-77-9, its application will become more common.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 186203-81-6, 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 186203-81-6, name is tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of tert-butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate (1.60 g), 1-bromo-3-chloropropane (1.50 mL) and K2CO3 (3.00 g) in acetone was heated to reflux for 9 h. The reaction mixture was cooled to rt and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 1:1 (v/v) PE/EA) to give the title compound as yellow oil (0.53 g, 65.00%), HPLC: 89.00%. The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 303.2 (M+1).

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 186203-81-6, tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, the common compound, a new synthetic route is introduced below. Formula: C12H8ClNO

A 20 mL Schlenk tube was charged with 33 mg of catalyst 1a, 0.23 g of (2-pyridyl) methanone-N-oxide, 5 mL of formic acid / triethylamine mixture 1). The tube was sealed and replaced with nitrogen for 3 times. The reaction was carried out at 40 C for 24 hours. After the reaction was completed, water was added and the mixture was extracted with ethyl acetate for 3 times. The mixture was concentrated to dryness and purified to give 0.22 g of a white solid with a yield of 95% The product (S) – (4-chlorophenyl) (2-pyridyl) methanol-N-oxide was determined by HPLCEnantiomeric excess ee was 92%.

The synthetic route of 6318-51-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yichang Renfu Pharmaceutical Co., Ltd.; China Three Gorges University; Fu Yigang; Lv Jinliang; Zhou Haifeng; Wang Baigui; Cao Lu; Zheng Huazhang; Tian Luanyuan; Li Shiqun; Li Lie; Du Wentao; (13 pag.)CN106938995; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem