A new synthetic route of 31872-63-6

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 31872-63-6, 3-Bromo-4-chloro-5-nitropyridine.

Electric Literature of 31872-63-6, 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 31872-63-6, name is 3-Bromo-4-chloro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

3-bromo-4-methyl-5-nitropyridine (94a) Diethyl malonate (3.84 mL, 25.3 mmol) was slowly added to a suspension of sodium hydride (1.01 g of a 60% suspension in oil, 25.3 mmol) in DMF (15 mL) at 0 C. and stirred 30 min until gas evolution ceased. 3-bromo-4-chloro-5-nitropyridine (3.00 g, 12.6 mmol) was added slowly, and the dark reddish-brown solution was stirred at room temperature for 1 hour. The reaction was carefully quenched with water and acidified to pH 1 with 1N HCl. The aqueous mixture was extracted with EtOAc (2*150 mL). The combined organics were washed with water (100 mL) and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The residue was diluted with 4N HCl (50 mL) and the solution refluxed 16 hours. The mixture was cooled in an ice bath and basified to pH 7 with 50% NaOH. The aqueous mixture was extracted with EtOAc (3*100 mL) and the combined organics were washed with brine, dried (MgSO4), filtered and concentrated in vacuo to afford 94a (1.90 g, 70%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 8.94 (s,1H), 8.97 (s,1H), 2.65 (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 31872-63-6, 3-Bromo-4-chloro-5-nitropyridine.

Reference:
Patent; PFIZER INC; US2005/90529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 3-Bromo-2,5-dichloropyridine

The synthetic route of 138006-41-4 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. 138006-41-4, name is 3-Bromo-2,5-dichloropyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H2BrCl2N

Step Ml. A mixture of tert-butyl piperazine- l-carboxylate (186 mg, 0.996 mmol), 3-bromo- 2,5-dichloropyridine (226mg, 0.996 mmol), and DIEA (174 muEpsilon, 0.996 mmol) in NMP was heated at 160-165 C for 15 min. Silica gel column purification with 5% EtOAc in DCM gave tert-butyl 4-(3-bromo-5-chloropyridin-2-yl)piperazine-l-carboxylate (204mg, 0.542 mmol, 54.4 % yield). White solid. ^- MRCCDCls, 500MHz) delta 8.18 (1H, s), 7.80 (1H, s), 3.58 (4H,m), 3.26(4H,m), 1.49 (9H, s),

The synthetic route of 138006-41-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CIANCI, Christopher W.; GERRITZ, Samuel; KIM, Sean; LANGLEY, David R.; LI, Guo; PEARCE, Bradley C.; PENDRI, Annapurna; SHI, Shuhao; ZHAI, Weixu; ZHU, Shirong; WO2012/44531; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 2-Chloro-4-iodopyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 153034-86-7, 2-Chloro-4-iodopyridine, 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, Formula: C5H3ClIN, blongs to pyridine-derivatives compound. Formula: C5H3ClIN

l-Bromo-3-ethynylbenzene (3.76 g, 20.77 mmol), palladium(II) dicMorobis(triphenylphosphine) (73 mg, 0.10 mmol) and copper(I) iodide (0.020 g, 0.10 mmol) were dissolved in anhydrous tetrahydrofuran (15 mL) and triethylamine (10 mL). 2- Chloro-4-iodorhoyridine (4.97 g, 20.77 mmol) dissolved in anhydrous tetrahydrofuran (5 mL) was added. The reaction was stirred at room temperature over night under an atmosphere of nitrogen. The reaction was quenched with hydrochloric acid (2M aq.) and extracted with dichloromethane twice. The aquous phase was then made basic using NaOH (15% aq.) and extracted with dichloromethane twice. The combined organic phases were concentrated in vacuo and the product was purified by column chromatography using a gradient eluent (0 to 30% ethyl acetate in heptane) to give 5.38 g (89% yield) of the title compound: MS (ESI) m/z 294 [M+l]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 3-Amino-4-hydroxypyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-39-4, 3-Amino-4-hydroxypyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 6320-39-4, 3-Amino-4-hydroxypyridine, 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, Quality Control of 3-Amino-4-hydroxypyridine, blongs to pyridine-derivatives compound. Quality Control of 3-Amino-4-hydroxypyridine

To a large screw cap vial was added 3-aminopyridin-4-ol (0.440 g, 4.0 mmol) in DMF (lOmL) along with triethylamine (1.561 mL, 1 1.2 mmol), -(tert- butoxycarbonylamino)cyclopropanecarboxylic acid (0.845 g, 4.2 mmol) and finally TBTU, o-Benzotriazol-l-yl-N,N,N’,N’-tetramethyluronium tetrafluoroborate (1.605 g, 5.0 mmol). The vial was sealed and the brown mixture was shaken for 24 hours at room temperature. The reaction mixture was concentrated to an oil, taken up in acetonitrile and purified using a Shimadzu preparative HPLC employingacetonitrile/water/ammonium acetate where solvent A was 5% acetonitrile / 95% water / 10 mM ammonium acetate and solvent B was 5% water / 95% acetonitrile / 10 mM ammonium acetate with a Phenomenex-Luna IotaOmicronmuiotaeta C18 30x100mm column at a gradient of 0-100% B and a flow rate of 30mL/min. over 10 minutes with a 5 minute hold. Solvent was removed giving l.Ogram (81% yield) of tert-butyl l-(4- hydroxypyridin-3-ylcarbamoyl) cyclopropyl carbamate as a light yellow solid. The LC/MS data was obtained on a Shimadzu analytical LC /Micromass Platform LC (ESI+) at 220nm using the following set of conditions: Phenomenex Luna 3muetaiota CI 8, 2 x 50mm column, with a gradient of 0-100%B (B = 90% HPLC grade acetonitrile/ 0.1% trifluoroacetic acid/ 10% HPLC grade water), (A = 90% HPLC grade water / 0.1% trifluoroacetic acid/ 10% HPLC grade acetonitrile), in 4 minutes with a 1 minute hold at a rate of 0.8 mL/minute. HPLC purity was determined using a Shimadzu analytical LC at 254nm and 256nm with a Waters Sunfire CI 8 3.5muiotaeta 4.6 x 150mm column employing water/acetonitrile/ 0.1% trifluoroacetic acid with a gradient of 10-100% B (B = 95% HPLC grade acetonitrile/ 0.1% trifluoroacetic acid/ 5% HPLC grade water), (A = 95% HPLC grade water / 0.1% trifluoroacetic acid/ 5% HPLC grade acetonitrile), in 10 minutes with a 10 minute hold at a rate of 1 mL/minute. The HPLC purity was then confirmed with an orthogonal solvent system and column using a Shimadzu analytical LC with a Phenomenex Gemini CI 8 3.0muiotaeta 4.6 x 150mm column employing water/methanol/ lOmM ammonium bicarbonate with a gradient of 10-100%) B (B = 95% HPLC grade methanol/ lOmM ammonium bicarbonate / 5% HPLC grade water), (A = 95% HPLC grade water / lOmM ammonium bicarbonate / 5% HPLC grade methanol), in 10 minutes with a 10 minute hold at a rate of 1 mL/minute. XH NMR (400 MHz, CD3OD) delta ppm 1.17 (m, 2 H), 1.51 (s, 9 H), 1.59 (m, 2 H), 6.55 (d, J=7.03 Hz, 1 H), 7.74 (dd, J=7.03, 1.51 Hz, 1 H), 7.79 (br. s., 1 H), 8.89 (d, 1 H). LCMS rt =1.682, min., m/z 294.3(M + H). HPLC rt = 5.621min. (Sunfire C18), 94.9% purity and 7.961min. (Gemini C18), 100 % purity

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6320-39-4, 3-Amino-4-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YEUNG, Kap-Sun; GRANT-YOUNG, Katharine, A.; KADOW, John, F.; WO2011/112769; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 2,5-Dichloronicotinic acid

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference of 59782-85-3, 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. 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

To a solution of 2,5-dichloronicotinic acid (30 g, 0.16 mol) in toluene (100 ml) was added ethanol (50 ml) and conc. sulfuric acid (1 ml). The reaction mixture was heated at 130 C for 3 days with stirring. Then the reaction mixture was cooled and poured into sat. sodium bicarbonate solution. The whole mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried (sodium sulfate), and concentrated to afford 34 g (quant. ) of title compound: ‘H-NMR (CDCI3) 8 8.48 (1 H, d, J = 2.6 Hz), 8.15 (1 H, d, J = 2.6 Hz), 4.44 (2H, dd, J = 7.1, 14.3 Hz), 1.42 (3H, t, J = 7.1 Hz).

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/102389; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Bromo-1H-pyrazolo[4,3-b]pyridine

According to the analysis of related databases, 1150617-54-1, the application of this compound in the production field has become more and more popular.

Related Products of 1150617-54-1, 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. 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine, molecular formula is C6H4BrN3, 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 solution of n-butyllithium in hexane (2.2 molar equivalent) was added at low temperature to a solution of 6-bromo-1H-pyrazolo[4,3-b]pyridine (0.5 g) in dry THF (20 mL) cooled with a dry ice actone bath. After stirring the mixture at low temperature for 90 minutes, iodine was added (703 mg, 1.1 molar equivalent) and the mixture stirred for another hour before let rise to around 5 C. and quenched with a saturated solution of ammonium chloride. The mixture was extracted with EA and washed with water. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure to give a residue that was purified by chromatography (SiO2, heptane/EA) to afford 6-iodo-1H-pyrazolo[4,3-b]pyridine. MS (ES): M/Z [M+H]=246. The synthesis of 6-bromo-1H-pyrazolo[4,3-b]pyridine is described in Example 182 part f.

According to the analysis of related databases, 1150617-54-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher; US2010/125089; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 27048-04-0

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. 27048-04-0, 6-Chloro-3-nitropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference of 27048-04-0 ,Some common heterocyclic compound, 27048-04-0, molecular formula is C5H4ClN3O2, 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.

Stage A: 2-amino-6-methoxy-3-nitropyridine 1.65 g (0.0717 mol; 2 equivalents (eq)) of sodium are dissolved in 100 cm3 of methanol. 6.2 g (35.7 mmol) of 2-amino-6-chloro-3-nitropyridine are added and the solution is brought to reflux for 8h. The methanol is evaporated under reduced pressure and the residue is taken up in the minimum amount of water (20 cm3). The solution is extracted with 100 cm3 of ethyl ether. The ether phase is washed with water (20 cm3), separated by settling, dried over MgSO4, decolored with animal charcoal and evaporated on a rotary evaporator to give a 1 st crop. The aqueous phase is extracted under the same conditions with 2 times 50 cm3 of ethyl acetate, giving a 2nd and 3rd crop. 4.7 g (0.0278 mol; yield: 77.7%) of a yellow powder are obtained. Melting point: 172 C.

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. 27048-04-0, 6-Chloro-3-nitropyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Adir Et Compagnie; US5599812; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 1H-Pyrrolo[2,3-b]pyridine

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 271-63-6, 1H-Pyrrolo[2,3-b]pyridine.

Synthetic Route of 271-63-6, 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 271-63-6, name is 1H-Pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

a) 7-aza indole 100g (0.846mol), 12g Ni / Al2O3 (10% w.t), toluene 200g was added to the autoclave and stirred to obtain a reaction solution A;b) The autoclave was replaced with nitrogen 8 times, and hydrogen was replaced 4 times. Reaction liquid A was reacted at 2Mpa of hydrogen at a temperature of 130C.c) filtering the hydrogenation mixture obtained in step b), filtering out the catalyst to obtain a filtrate B;d) After recovering the organic solvent from the filtrate B, 94.59 g of the 7-azaporphyrin product was obtained, the yield was 93.4%, and the gas chromatographic purity of the product was ?98%.

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 271-63-6, 1H-Pyrrolo[2,3-b]pyridine.

Reference:
Patent; Zhonggang Group Anshan Heat Energy Institute Co., Ltd.; Wang Haiyang; Wang Shoukai; Xu Zhe; Zhao Wei; Jiang Hui; Jin Dan; Xu Haoran; (7 pag.)CN107987076; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some scientific research about 2-(Pyridin-2-yl)propan-2-amine

The chemical industry reduces the impact on the environment during synthesis 52568-28-2, I believe this compound will play a more active role in future production and life.

Application of 52568-28-2, 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.52568-28-2, name is 2-(Pyridin-2-yl)propan-2-amine, molecular formula is C8H12N2, molecular weight is 136.19, as common compound, the synthetic route is as follows.

General procedure: To a solution of the acid (1 equiv.) in DCM (0.2 M) were added EDCI (1.2 equiv.), HOBt (1.2 equiv.), DIPEA (1.2 equiv.) at 0 C. After the mixture was stirred for 10 min, the amine (1.2 equiv.) was added. The reaction was stirred overnight at room temperature. Then water was added and the mixture was extracted with DCM. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel to give the desired product.

The chemical industry reduces the impact on the environment during synthesis 52568-28-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Wang, Haifeng; Niu, Youhong; Zhang, Guoying; Ye, Xin-Shan; Tetrahedron Letters; vol. 57; 41; (2016); p. 4544 – 4548;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 54221-96-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54221-96-4, its application will become more common.

Related Products of 54221-96-4 ,Some common heterocyclic compound, 54221-96-4, molecular formula is C7H7NO2, 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.

(1)A solution of methylpiperazine (2.31 g) in tetrahydrofuran (20 mL) was cooled to -78° C., and n-butyllithium (2.64 M, 7.55 mL) was added dropwise in an argon gas atmosphere.After stirring at the same temperature for 15 minutes, a solution of 6-methoxypicolinaldehyde (2.5 g) in tetrahydrofuran was added and the mixture was stirred for 30 minutes. t-Butyllithium (1.59 M, 17.1 mL) was added dropwise to the reaction solution, and the mixture was stirred at the same temperature for one hour and at -40° C. for 15 minutes.The reaction solution was cooled again to -78° C. A solution of hexachloroethane (12.9 g) in tetrahydrofuran (20 mL) was slowly added dropwise, and the mixture was stirred at the same temperature for 30 minutes.The reaction solution was poured into water, followed by extraction with ethyl acetate.The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered, after which the filtrate was concentrated under reduced pressure.The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:1?10:1) to give 5-chloro-6-methoxypyridine-2-carbaldehyde as a colorless powder (1.21 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54221-96-4, its application will become more common.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; NISSAN CHEMICAL INDUSTRIES, LTD.; US2011/237791; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem