Day: June 22, 2021

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 19798-81-3, name is 6-Bromopyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of 6-bromopyridin-2-amine (1 g, 5.78 mmol) in acetonitrile (10 mL) was added N-chlorosuccinimide (0.849 g, 6.36 mmol) and the mixture was heated at 80C for 12 hours. The mixture was filtered through diatomaceous earth and concentrated and the residue was dissolved in ethyl acetate and washed with water and brine. Drying over anhydrous sodium sulfate, filtration, concentration and purification by column chromatography (silica gel, 30% ethyl acetate in hexane) afforded the title compound. LCMS: 209.1 (M+2)+.

With the rapid development of chemical substances, we look forward to future research findings about 19798-81-3.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; TONG, Yunsong; BRUNCKO, Milan; CLARK, Richard F.; CURTIN, Michael L.; FLORJANCIC, Alan S.; FREY, Robin R.; GONG, Jianchun; HANSEN, Todd M.; JI, Zhiqin; LAI, Chunqiu; MASTRACCHIO, Anthony; MICHAELIDES, Michael; MIYASHIRO, Juliem; RISI, Roberto M.; SONG, Xiaohong; TAO, Zhi-fu; WOODS, Keith W.; ZHU, Guidong; PENNING, Thomas; SOUERS, Andrew; GOSWAMI, Rajeev; IQUTURI, Omprakash Reddy; DABBEERU, Madhu Babu; WO2014/139328; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884495-36-7, Adding some certain compound to certain chemical reactions, such as: 884495-36-7, name is 6-Chloro-2-methylnicotinaldehyde,molecular formula is C7H6ClNO, 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 884495-36-7.

A mixture of 6-chloro-2-methylpyridine-3-carboxaldehyde (3.00 g, 19.3 mmol), A- mercaptophenol (90% pure, 2.7Og, 19.3 mmol) and K2CO3 (1.66 g, 12.0 mmol) in DMF (20 mL) was stirred at room temperature for 16 h. Bromoacetic acid tert-butyl ester (6.00 g, 30.8 mmol) and K2CO3 (3.40 g, 24.6 mmol) were added, and the mixture was stirred for another 4 h. Aqueous work-up and purification by flash chromatography on silica gel (EtOAc/hexanes, 1 :4 in v/v) afforded 4-(5-fo?nyl~6-methyl-rhoyridin-2-ylsulfanyl)-benzoic acid tert-butyl ester as EPO a pale yellow solid (7.40 g, 100%). 1H NMR (CDCl3) delta 1.50 (s, 9H), 2.81 (s, 3H)5 4.57 (s, 2H), 6.66 (d, IH, J= 8.1 Hz), 6.97-7.01 (m, 2H), 7.51-7.55 (m, 2H), 7.79 (d, IH, J= 8.1 Hz), 10.19 (s, IH).

According to the analysis of related databases, 884495-36-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 779345-37-8, 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. 779345-37-8, name is 5-Fluoro-2-nitropyridine. A new synthetic method of this compound is introduced below.

To a solution of compound 73 (564 mg, 4.2 mmol, 1.2 eq) in dimethylacetamide (5 mL) at 0 C under nitrogen was added potassium tert-butoxide (513 mg, 4.6 mmol, 1.3 eq) portion wise. The mixture was stirred at 0 C for 1 h, and then a solution of compound 61 (500 mg, 3.5 mmol, 1.0 eq) in DMA (2 mL) was added portion wise. After addition, the reaction mixture was stirred at RT overnight. The reaction was quenched by water (15 mL) and extracted with EA (3 X 5 mL), dried over Na2S04, filtered and concentrated to give a crude residue (700 mg crude), which was used into next step without further purification. *H NMR (300 MHz, CDCb): delta 8.34-8.31 (m, 2 H), 7.72 (dd, J = 3.0 Hz, 9.0 Hz, 1 H), 4.07 (d, J = 6.0 Hz 2 H), 2.80- 2.76 (m, 2 H), 2.15 (s, 3 H), 1.89-1.81 (m, 2 H), 1.75-1.71 (m, 2 H), 1.37-1.23 (m, 3 H). LCMS: (M+H)+ = 252.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,779345-37-8, its application will become more common.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); 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.5975-12-2, name is 2,4-Dichloro-3-nitropyridine, molecular formula is C5H2Cl2N2O2, molecular weight is 192.9876, as common compound, the synthetic route is as follows.category: pyridine-derivatives

Example 23Preparation of 7-(4-amino-2-(6-chlorobenzo[d][1,3]dioxol-5-ylthio)-1H-imidazo[4,5-c]pyridin-1-yl)-N-hydroxyheptanamide (Compound 34)Step 23a. 2-Chloro-N-(4-methoxybenzyl)-3-nitropyridin-4-amine (Compound 602); To a stirred solution of compound 601 (1 g, 5.18 mmol) in DMF (8.6 mL) was added (4-methoxyphenyl)methanamine (0.71 g 5.18 mmol) and triethylamine (0.644 mL). The reaction mixture was stirred at room temperature for 2 h. The mixture was evaporated to remove DMF and purified by column chromatography on silica gel (EtOAc/petroleum at 10:1) to obtain 602 as a yellow solid (1.32 g, 87%): LCMS: 294 [M+1]+; 1H NMR (DMSO-d6): delta 3.72 (s, 3H), 4.40 (d, 2H, J=6.3 Hz), 6.81 (d, 1H, J=5.7 Hz), 6.91 (d, 2H, J=9.0 Hz), 7.25 (d, 2H, J=8.4 Hz), 7.95 (d, 1H, J=5.4 Hz), 8.02 (t, 1H, J=5.7 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5975-12-2, 2,4-Dichloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Qian, Changgeng; Cai, Xiong; Gould, Stephen; Zhai, Haixiao; US2008/234297; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5350-93-6, 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.5350-93-6, name is 6-Chloropyridin-3-amine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

A mixture of 3-amino-6-chloropyridine (12.5 g, 98 mmol) and potassium thiocyanate (80 g, 820 mmol) in glacial acetic acid (200 mL) was cooled with ice bath. Bromine (0.6 mL, 11.6 mmoi) was added dropwise. The resulting mixture was stirred at O°C for 1 h and room temperature overnight. Water (100 mL) was added to the mixture, and heated at 85°C. The mixture was filtered, while stifl warm. The solid was collected and washed with warm acetic acid. The combined filtrate was brought to basic by careful addition of ammonium hydroxide. DCM was added to the mixture. The aqueous layer was separated and extracted with DCM. The organic layer was combined, dried (MgSO4), filtered and concentrated. The residue was purified with silica gel column to give 11.2 g (61percent) of a white solid as the desired product 164a.

The chemical industry reduces the impact on the environment during synthesis 5350-93-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; PALANI, Anandan; RAO, Ashwin, U.; CHEN, Xiao; SHAO, Ning; HUANG, Ying, R.; ASLANIAN, Robert, G.; WO2010/71819; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1060811-62-2, 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 1060811-62-2, name is 4,6-Dichloronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 4,6-dichloronicotinaldehyde (3 x 1.0 g, 1.0 eq) in DME (3 x 14 mL), hydrazine hydrate (3 x 1.14 g, 4.0 eq, 99percent) was added slowly in a vial. The vial was sealed and the contents heated at 75°C for 16 h. After TLC showed completion, the mixture was cooled to rt and diluted with water (3 x 10 mL) and EtOAc (3 x 10 mL). After combining all 3 mixtures, the layers were separated and the organic layer was washed with brine (20 mL), dried over anhydrous sodium sulphate, filtered and concentrated. The resulting crude was purified by flash chromatography (Combiflash® – Redisep, 12 g) using MeOH in DCM as eluent. The desired product was eluted at 1percent MeOH in DCM. The fractions with product were concentrated to obtain pure 6-chloro- lH-pyrazolo[4,3-c]pyridine as yellow solid (1.4 g, 53.43percent, from 3 batches). 1H NMR (400 MHz, DMSO-d6): delta 13.608 (s, 1H), 8.946 (s, 1H), 8.350 (s, 1H), 7.652 (s, 1H). LCMS calculated for (M) 423.15 and found (M+H) 424.23.

According to the analysis of related databases, 1060811-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASANA BIOSCIENCES, LLC; VENKATESAN, Aranapakam M.; SMITH, Roger A.; THOMPSON, Scott K.; LAPING, Nicholas; KULKARNI, Bheemashankar; HALLUR, Gurulingappa; VISWANADHAN, Vellarkad N.; PENDYALA, Muralidhar; KETHIRI, Raghava Reddy; TYAGI, Rajiv; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; WO2015/38417; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 159981-19-8, 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. 159981-19-8, name is 6-(2,2,2-Trifluoroethoxy)nicotinaldehyde, molecular formula is C8H6F3NO2, 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.

n-Butyllithium (5.14 mL, 13.4 mmol) is added to a suspension of methyltriphenylphosphonium bromide (4.41 g, 12.34 mmol) in tetrahydrofuran (51 mL) at -78 oC under nitrogen atmosphere . The reaction mixture is warmed to room temperature to yield deep red ylide solution. To ylide solution, cooling in ice, is introduced 6-(2,2,2-trifluoroethoxy)nicotinaldehyde (2.11 g, 10.3 mmol, Step-1) in tetrahydrofuran (10 mL) and stirred at room temperature for 3 hours. The reaction mixture is poured into water, extracted with ethyl acetate and dried over sodium sulfate and concentrated in vacuo. The residue is purified by column chromatography on silica gel eluting with n-hexane / ethyl acetate (10:1) to give 1.56 g (75% yield) of the title compound as colorless oil.1H-NMR (300 MHz, CDCl3) delta 8.10 (1H, d, J = 2.6 Hz), 7.75 (1H, dd, J = 8.4, 2.6 Hz), 6.84 (1H, d, J = 8.4 Hz), 6.65 (1H, dd, J = 17.6, 11.0 Hz), 5.68 (1H, d, J = 17.6 Hz), 5.27 (1H, d, J = 11.0 Hz), 4.76 (2H, q, J = 8.4 Hz), MS (ESI) m/z: 204 (M+H)+.

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 159981-19-8, 6-(2,2,2-Trifluoroethoxy)nicotinaldehyde.

Reference:
Patent; RAQUALIA PHARMA INC.; YAMAGISHI, Tatsuya; KAWAMURA, Kiyoshi; ARANO, Yoshimasa; MORITA, Mikio; WO2012/53186; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 100704-10-7, 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 100704-10-7, name is (2-Chloropyridin-4-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows.

Example 43A 2-Chloro-4-(chloromethyl)pyridine 1.00 g (6.97 mmol) of (2-chloropyridin-4-yl)methanol was dissolved in 40 ml of methylene chloride, 10 ml of thionyl chloride were slowly added at RT and the mixture was stirred at RT overnight. The mixture was then concentrated on a rotary evaporator and the residue was stirred in a mixture of methylene chloride and aqueous sodium bicarbonate solution. The phases were separated and the methylene chloride phase was dried over anhydrous magnesium sulfate, filtered and concentrated on a rotary evaporator. 1.10 g (97% of th.) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 8.49 (d, 1H), 7.38 (s, 1H), 7.27-7.22 (m, 1H), 4.52 (s, 2H). LC/MS (method E, ESIpos): Rt=1.43 min, m/z=162 [M+H]+.

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 100704-10-7, (2-Chloropyridin-4-yl)methanol.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; Haerter, Michael; Beck, Hartmut; Ellinghaus, Peter; Berhoerster, Kerstin; Greschat, Susanne; Thierauch, Karl-Heinz; Suessmeier, Frank; US2013/196964; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 868733-96-4, 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. 868733-96-4, name is 2-Boc-Amino-3-iodo-4-chloropyridine. A new synthetic method of this compound is introduced below.

A suspension of (4-chloro-3-iodo-pyridin-2-yl)-carbamic acid tert-butyl ester (5.6 g, 15.8 mmol) in 48% hydrobromic acid was heated at 100 C. for 10 min to give a clear solution. The mixture was cooled, treated with crushed ice and made basic with 6 M NaOH. The precipitated product was collected by vacuum filtration, washed with H2O and sucked partially on the funnel to give a white solid. The product was dissolved in THF and the solution dried over MgSO4 and concentrated in vacuo to give the title compound (3.7 g, 93%) as a white solid. 1H NMR (DMSO-d6) delta 7.84 (d, 1H, J=5.1 Hz), 6.73 (d, 1H, J=5.6 Hz), 6.51 (br s, 2H); MS (ESI+): m/z 254.97 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,868733-96-4, 2-Boc-Amino-3-iodo-4-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Borzilleri, Robert M.; Cornelius, Lyndon A.M.; Schmidt, Robert J.; Schroeder, Gretchen M.; Kim, Kyoung S.; US2005/245530; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 885276-93-7 ,Some common heterocyclic compound, 885276-93-7, molecular formula is C10H9BrN2O2, 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.

Synthesis of fR)-ethyl 5-(2-(3-cvano-5-fluoroDhenyl)-4A-difluoroDyrrolidin-1- yl)pyrazolo[1,5-alpyridine-3-carboxylate (X-8)[000304] A N2 purged flask was charged with ethyl 5-bromopyrazolo[1 ,5-a]pyridine-3- carboxylate (100 mg, 0.37 mmol), palladium acetate (1 .7 mg, 7 muiotaetaomicronIota), xantphos (7 mg, 1 1 muiotaetaomicronIota), cesium carbonate (170 mg, 0.52 mmol), 1 ,4-dioxane (0.5 ml_) and (R)-3- (4,4-difluoropyrrolidin-2-yl)-5-fluorobenzonitrile (I-24) (84 mg, 0.37 mmol). The contents were heated to 140 C for 1 hour under microwave irradiation. Upon cooling to room temperature the reaction was partitioned with EtOAc and water. The organic layer was washed with water, brine, dried over magnesium sulfate, filtered and reduced to dryness. The crude product was purified by column chromatography on silica gel with EtOAc/hexanes gradient as eluant to yield (R)-ethyl 5-(2-(3-cyano-5- fluorophenyl)-4,4-difluoropyrrolidin-1 -yl)pyrazolo[1 ,5-a]pyridine-3-carboxylate (X-8). 1 H NMR (400MHz, CDCI3) delta 8.26 (d, J = 7.6 Hz, 1 H), 8.24 (s, 1 H), 7.38 (s, 1 H), 7.33 – 7.29 (m, 1 H), 7.25 -7.21 (m, 1 H), 6.93 (d, J = 2.8 Hz, 1 H), 6.19 (dd, J = 2.8, 7.6 Hz, 1 H), 5.14 (dd, J = 4.4, 9.2 Hz, 1 H), 4.34 – 4.25 (m, 2 H), 4.25 – 4.16 (m, 1 H), 4.05 – 3.93 (m, 1 H), 3.14 – 2.98 (m, 1 H), 2.53 – 2.42 (m, 1 H), 1 .34 (t, J = 7.2 Hz, 3 H). MS m/z 415.1 (M+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. 885276-93-7, Ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; MOLTENI, Valentina; FAN, Yi; LOREN, Jon; SMITH, Jeffrey M.; FLATT, Brenton T.; WO2012/116217; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem