Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 56673-34-8, 3-Bromo-6-mercaptopyridine, 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, SDS of cas: 56673-34-8, blongs to pyridine-derivatives compound. SDS of cas: 56673-34-8

2.0 g of 5-Bromo-pyridine-2-thiol (compound C1 ) are dissolved in 40 ml of carbon tetrachloride and 8 ml of water. Subsequently, the suspension is cooled in an ice bath and chlorine gas is passed into the reaction mixture for 20 min (flow: 35 ml/min). Thereafter, nitrogen is passed into the yellow solution to remove excess chlorine. Subsequently, the mixture is diluted with 150 ml of dichloromethane and extracted with 50 ml of brine. The organic layer is separated, dried using Na2SO4, filtered with suction, and evaporated to dryness to afford 2.70 g of the title compound as light yellow needles. M. p. 8O0C. GC-MS: 254.8/256.8/258.8 (77:100:25; M+). TLC: Rf = 0.84 (dichloromethane/ethanol 20:1 parts by volume).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56673-34-8, 3-Bromo-6-mercaptopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALTANA PHARMA AG; WO2007/39580; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 38186-82-2, 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. 38186-82-2, name is 6-Chloro-5-methylpyridin-3-amine. A new synthetic method of this compound is introduced below.

2-Chloro-3-methyl-5-nitro-pyridine (2g, 11.6 mmol) and SnCl2No. (H2O)2 34.8 mmol) are refluxed in MeOH overnight. After cooled down, the mixture is diluted with ethyl acetate, washed with water, brine, dried over MgS04, concentrated and purified by column chromatography to afford 6-chloro-5-methyl-pyridin-3-ylamine (1.7g). To the solution of 6-chloro-5-methyl-pyridin-3-ylamine (1.7g, 11.6 mmol) in IN HCl is added the solution ofNaNOz (960mg, 13.92mmol) in water (10ml) slowly at 0 C. After the addition, the solution is stirred for 20min and then heated to 90 C for 30min. The solution is cooled down, quenched with K2C03, extracted with ether, dried over MgS04, and purified by column chromatography to afford the titled compound (560mg) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38186-82-2, 6-Chloro-5-methylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/123668; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 490-11-9 ,Some common heterocyclic compound, 490-11-9, molecular formula is C7H5NO4, 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.

To a mixture of pyridine-3,4-dicarboxylic acid (10.00 g, 60.00 mmol, 1 eq) and a catalytic amount of DMAP (50 mg) in 300 mL of anhydrous MeOH was added dropwise SOCl2 (21.4 mL, 300.00 mmol, 5 eq) at 0 C. The reaction mixture was heated to reflux for 48 h, cooled to room temperature and concentrated in vacuo. The crude product was dissolved in CH2Cl2 (200 mL), and the solution was washed with saturated K2CO3 aqueous solution and water (50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to afford the title compound as pale yellow oil (8.00 g, 68.00%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 196.05 (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. 490-11-9, Pyridine-3,4-dicarboxylicacid, other downstream synthetic routes, hurry up and to see.

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

Electric Literature of 76006-11-6 ,Some common heterocyclic compound, 76006-11-6, molecular formula is C6H4ClN3, 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.

Trimethylaluminum (23.9 mL, 47.8 mmol, 2M sol. in toluene) was added to a vigorously stirred solution of 7-chloro-iH-pyrazolo[3,4-c]pyridine (3.67 g, 23.9 mmol) and Pd(PPh3)4 (1.38 g, 1.19 mmol) in THF (109 mL) under argon. The reaction mixture was stirred at 65C for 16 h, cooled to RT and poured into sat. aq. NH4CI solution. The resulting suspension was filtered, the solid washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3x). The combined organic extracts were washed with brine then dried (phase separator) and concentrated to give 7-methyl-i H-pyrazolo[3,4-c]pyridine as a solid. MS (LC/MS): 134 [M+H]+, tR (HPLC conditions d): 0.25 mm.

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. 76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige, Liliane, Jeanne; MAIBAUM, Juergen, Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan, Andreas; VULPETTI, Anna; WO2014/2054; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88579-63-9, 2,6-Dichloropyridine-4-methylamine, 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, 88579-63-9, blongs to pyridine-derivatives compound. Product Details of 88579-63-9

Intermediate 1-2-45A solution of intermediate 1 -1 -1 (3.4 g, 12.4 mmol) and 2,6-dichloro-4- (aminomethyl)pyridine (2 g, 1 1.3 mmol) in EtOH:EtOAc (1 :1 , 150 mL) was heated at reflux for 72h under Dean-Stark conditions with 4A molecular sieves. Concentrated and purified by silica chromatography to give the intermediate 1 -2-45 (2550 mg, 52%).1 H-NMR (400 MHz ,DMSO-d6), Shift [ppm]= 0.95-1.03 (7H), 2.37 (2H), 2.60 (2H), 4.87 (2H), 7.19-7.29 (1 H), 7.40 (2H), 7.50 (2H), 7.54 (2H), 13.47 (1 H), 14.35 (1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,88579-63-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GRAHAM, Keith; KLAR, Ulrich; BRIEM, Hans; HITCHCOCK, Marion; BAeRFACKER, Lars; EIS, Knut; SCHULZE, Volker; SIEMEISTER, Gerhard; BONE, Wilhelm; SCHROeDER, Jens; HOLTON, Simon; LIENAU, Philip; TEMPEL, Rene; SONNENSCHEIN, Helmut; BALINT, Jozsef; GRAUBAUM, Heinz; (577 pag.)WO2015/193339; (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 54453-93-9, name is Ethyl 2-Chloropyridine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 54453-93-9

Stage a) (2-Chloropyridin-4-yl)methanol To a solution of 14.85 g of ethyl 2-chloroisonicotinate in 300 mL of ethanol are added, under argon, 9.08 g of sodium borohydride portionwise at 40 C. for 45 minutes. After addition, the reaction mixture is stirred for 15 minutes and the temperature is then gradually raised to reflux, which is maintained for 4 hours. After cooling to room temperature, 50 mL of saturated ammonium chloride solution are added and the solvents are evaporated off under reduced pressure. The residue is taken up in 200 mL of water and extracted with 3*100 mL of ethyl acetate, and the organic phase is washed with 2*100 mL of saturated sodium chloride solution, dried over sodium sulfate and filtered. After evaporation under reduced pressure, the product is obtained in the form of a white solid: 11.4 g. Rf TLC silica=0.38 (eluent: dichloromethane/methanol 90/10).

With the rapid development of chemical substances, we look forward to future research findings about 54453-93-9.

Reference:
Patent; AVENTIS PHARMA S.A.; US2009/82329; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56057-19-3, 6-Chloro-5-nitro-2-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, Product Details of 56057-19-3, blongs to pyridine-derivatives compound. Product Details of 56057-19-3

Step 1 2-Chloro-3-nitro-6-picoline-N-oxide 2-Chloro-3-nitro-6-picoline (2 g, 11.6 mmol) was added to an ice cooled mixture of trifluoroacetic acid (6 mL) and 30% peracetic acid in acetic acid (6 mL). The mixture was allowed to warm to room temperature over 30 minutes and was heated in a 60 C. oil bath for 5 hours. The mixture was partitioned between methylene chloride (100 mL) and water (50 mL). The pH was adjusted to 8 with 2.5 N sodium hydroxide and the aqueous layer was extracted with more methylene chloride (2*50 mL). The combined methylene chloride layers were dried with magnesium sulfate, filtered and evaporated to give the title compound as a white solid (1.6g). 1 H NMR (CDCl3, 300 MHz) delta2.62(s, Me), 7.35 (d, ArH), 7.66 (d, ArH).

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5498777; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 4635-08-9, 5-Bromopyridine-3,4-diamine, 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, COA of Formula: C5H6BrN3, blongs to pyridine-derivatives compound. COA of Formula: C5H6BrN3

step 1 : Following the procedures as described in steps 1 – 3 of referential example 13, tert-butyl 2-acetyl- 5H-pyrrolo[3,2-i ]pyrimidine-5-carboxylate was prepared using 2-chloro-5H-pyrrolo[3,2-i ]pyrimidine in place of 5-chloro-lH-pyrrolo[3,2-6]pyridine: lH NMR (400 MHz, CDC13) delta 9.50 (s, 1H), 8.07 (d, J = 3.6 Hz, 1H), 6.93 (d, J = 3.7 Hz, 1H), 2.86 (s, 3H), 1.72 (s, 9H); MS(ESI) m/z: 262.2 [M+l] +.

The synthetic route of 4635-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 20970-75-6, 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. 20970-75-6, name is 2-Cyano-3-methylpyridine, molecular formula is C7H6N2, 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.

EXAMPLE 1; 3-Cycloheptyl-8-((2,6-dichlorophenoxy)methyl)H-imidazo[1,5-a]pyridine; Compound 1A: 3-(Bromomethyl)picolinonitrile To a solution of 3-methylpicolinonitrile (660 mg, 5.6 mmol) in 20 mL of carbon tetrachloride was added NBS (1 g, 5.6 mmol) and dibenzoyl peroxide (200 mg, 0.83 mmol) at RT. The reaction mixture was heated at 80 C. for 2 hr, and then cooled to RT. The resulting solid was filtered off, and the filtrate was concentrated under reduced pressure to provide a residue. The residue was diluted with ethyl acetate, washed with water, dried over Na2SO4 and concentrated under reduced pressure to provide crude material. The crude material was purified via silica gel chromatography (10% ethyl acetate in hexanes) to provide compound 1A (510 mg, 46%) as a pale yellow oil. HPLC Rt (Method A): 1.72 min. LC/MS (m/z)=197 (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 20970-75-6, 2-Cyano-3-methylpyridine.

Reference:
Patent; Li, James J.; Hamann, Lawrence G.; Wang, Haixia; US2006/281750; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 72141-44-7, 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 72141-44-7, name is 4-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

INTERMEDIATE 37 4-(3 -Bromo-4-methyl- 1 H-pyrazol- 1 – yl)-2-methoxyp yridine To 3-bromo-4-methyl-lH-pyrazole (200 mg, 1.24 mmol) in DMSO (1.2 mL) at 0 C, was added sodium hydride (60% in mineral oil, 55 mg, 1.37 mmol). The reaction was warmed to 25 C and stirred for 60 min before 4-chloro-2-methoxypyridine (178 mg, 1.24 mmol) was added. The reaction mixture was stirred at 85 C overnight. The reaction mixture was quenched by the addition of water and was extracted with EtOAc. The combined organic extracts were dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 0-30% EtOAc in hexanes) to afford 4-(3-bromo-4-methyl-lH-pyrazol-l -yl)-2- methoxypyridine, as a white solid. LCMS calc. = 268.00; found = 267.99 (M+H)+. NMR (500 MHz, CDCI3): delta 8.16 (d, J= 5.8 Hz, 1 H); 7.69 (s, 1 H); 7.23-7.15 (m, 1 H); 6.95 (s, 1 H); 3.96 (s, 3 H); 2.08 (s, 3 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 72141-44-7, 4-Chloro-2-methoxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem