Day: April 12, 2022

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 947179-03-5, name is Ethyl 4-bromo-6-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 947179-03-5

Step 5: 4-Bromo-6-methyl-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide To a solution of 3.72 g (32.6 mmol) of 2-Amino-4-methylthiazole in 40 ml of dry dioxane were added dropwise 15.9 ml (31.8 mmol, 4.0 equiv.) of a 2M solution of trimethylaluminium in hexane. The solution was stirred for 30 min at room temperature. Then a solution of 1.94 g (7.95 mmol) of 4-Bromo-6-methyl-pyridine-2-carboxylic acid ethyl ester in 6 ml of dry dioxane was added dropwise and the reaction was heated to 100 C. for 1.5 h. The reaction was quenched by cautious addition of 2.5 ml of water. Then approximately 10 g of anhydrous sodium sulfate were added to bind the water and the mixture was stirred vigorously for 5 min. The mixture was diluted by addition of 20 ml of methylene chloride and filtered over Speedex filteraid which was washed with methylene chloride. The filtrate was concentrated in vaccuo and the residue was purified by flash chromatography (heptane/ethyl acetate 4:1) to yield the title compound (1.95 g, 79%) as a yellow solid, MS (ISP): m/e=312.0, 314.0 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 947179-03-5.

Reference:
Patent; Jaeschke, Georg; Spooren, Will; Vieira, Eric; US2007/197553; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1064783-29-4 ,Some common heterocyclic compound, 1064783-29-4, molecular formula is C5H2ClFN2O2, 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.

5-Chloro-3-fluoro-2-nitropyridin (190.0 mg, 1.08 mmol) and hydrazine monohydrate (80.0 muL, 1.61 mmol) were dissolved in EtOH (3.0 mL) and the mixture was stirred at room temperature for 2 hours. Et2O was added thereto to form a solid, and the formed solid was filtered to obtain orange solid compound of 5-chloro-3-hydrazinyl-2-nitropyridine (170.0 mg, 84%). [1074] 1H-NMR (300 MHz, DMSO-d6); delta: 9.06 (brs, 1H), 8.10 (m, 1H), 7.76 (d, 1H, J=2.4 Hz)

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. 1064783-29-4, 5-Chloro-3-fluoro-2-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; C&C RESEARCH LABORATORIES; Ho, Pil Su; Yoon, Dong Oh; Han, Sun Young; Lee, Won Il; Kim, Jung Sook; Park, Woul Seong; Ahn, Sung Oh; Kim, Hye Jung; US2014/315888; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55404-31-4, 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.55404-31-4, name is 3-Bromo-2-chloro-4-methylpyridine, molecular formula is C6H5BrClN, molecular weight is 206.47, as common compound, the synthetic route is as follows.

3-Bromo-2-(4-methoxybenzyloxy)-4-methylpyridine 3-bromo-2-(4-methoxybenzyloxy)-4-methylpyridine was prepared by the procedure described in J. Med. Chem., 2008, 51, 3065. A pressure vessel was charged with anhydrous THF (25 ml) and sodium hydride (1.44 g, 36.18 mmol, 60% dispersion). To this stirred mixture was added portionwise a solution of 4-methoxybenzyl alcohol (5.0 g, 36.18 mmol) in anhydrous THF (15 ml). After addition was complete, the mixture was stirred at room temperature for 30 minutes and a solution of 3-bromo-2-chloro-4-picoline (4.97 g, 24.08 mmol) in anhydrous THF (15 ml) was added. The vessel was sealed and the reaction mixture was heated at 75 C. for 6 hours. Upon cooling to room temperature, the reaction mixture was partitioned between ethyl acetate and water. The separated organic layer was washed with water, sat’d NaCl(aq.), dried over MgSO4, filtered, and concentrated. Elution through a flash column (silica gel 60, 230-400 mesh, 4:1 hexanes:EtOAc) gave the title compound as a clear oil which crystallized on standing (6.71 g, 90%).

The chemical industry reduces the impact on the environment during synthesis 55404-31-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Allergan, Inc.; Wurster, Julie; Yee, Richard; Hull III, Clarence Eugene; Malone, Thomas C.; (39 pag.)US2016/96832; (2016); 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.153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, molecular formula is C14H20BrN3O2, molecular weight is 342.23, as common compound, the synthetic route is as follows.Application In Synthesis of tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate

To a stirred solution of tert-butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate (10 g, 29.21 mmol) in 1,4-dioxane (50mL), 4N HCI solution in dioxane (100 mL, 10V) was added and the mixture was stirred 4 h at rt. The white precipitate formed was filtered and residue was washed with diethyl ether (25 mL) to afford the title compound. Yield: 95.2% (9 g, off white solid). 1H NMR (400 MHz, DMSO-d6): delta 10.05 (br s, 2H), 8.21 (d, J = 2.4 Hz, 1 H), 7.82 (dd, J = 9.2, 2.4 Hz, 1 H), 6.99 (d, J = 9.2 Hz, 1 H), 3.80-3.77 (m, 4H), 3.33-3.13 (m, 4H). LCMS: (Method A) 243.9 (M +2H), Rt. 1.69 min, 99.3 % (Max).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153747-97-8, tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); 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. 16727-47-2, name is 2,6-Bis(benzyloxy)-3-bromopyridine, the common compound, a new synthetic route is introduced below. Computed Properties of C19H16BrNO2

To a stirred solution of 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)benzo[d]thiazole (36-2) (1.1 g, 3.99 mmol) and 2,6-bis(benzyloxy)-3-bromopyridine 25-1 (1.9 g, 5.13 mmol) in a sealed tube, in Dioxane (20 mL ) and Water (2 mL ), was added K3PO4 (2.1 g, 9.12mmol) and the solution was degassed for 10 min. PdCl2(dppf)-DCM (0.400 g, 489 mumol) was added and again the solution was degassed for 5 min. After degassing completion, the sealed tube was closed with a teflon cap and the reaction mixture was stirred at 80c for 16 h. After reaction completion, as checked by TLC, the reaction mixture was filtered through celite. The organic layer was diluted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography eluted with 5 to 20 % ethyl acetate in hexane to provide 5- (2,6-Bis-benzyloxy-pyridin-3-yl)-2-methyl-benzothiazole (36-3) (1.0 g, 2.28 mmol, 57% yield). LC MS: ES+ 439.3.

The synthetic route of 16727-47-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; C4 THERAPEUTICS, INC.; PHILLIPS, Andrew, J.; NASVESCHUK, Chris, G.; HENDERSON, James, A.; LIANG, Yanke; HE, Minsheng; LAZARSKI, Kiel; VEITS, Gesine, Kerstin; VORA, Harit, U.; (794 pag.)WO2017/197046; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 878197-68-3 ,Some common heterocyclic compound, 878197-68-3, molecular formula is C8H5BrN2O, 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 stirred solution of 5-bromoimidazo[1 ,2-a]pyridine-2-carbaldehyde (1.42 g, 6.31 mmol) in methyl alcohol (30 mL) cooled to O0C was added sodium borohydride (286 mg, 7.57 mmol). The mixture was stirred at room temperature for 4 hours, quenched with water, and extracted with ethyl acetate. The organic layer was dried with magnesium sulfate and concentrated to give 0.6 g (42% yield) 5-bromoimidazo[1 ,2- a]pyridin-2-yl)methanol as an orange solid. 1H-NMR (CDCI3): delta 7.76 (s, 1 H), 7.55 (d, 1 H), 7.09 (m, 1 H), 7.03 (dd, 1 H), 4.87 (s, 2H); MS m/z 227 (M+1 ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,878197-68-3, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/36816; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 179687-79-7, 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 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the relevant nitro derivative (1a-d) (1 equiv., 3 mmol), reduced iron powder (3 equiv., 9 mmol, 0.5 g) and NH4Cl (9 equiv., 27 mmol, 1.44 g) in 70% EtOH/H2O (20 mL) was heated at reflux temperature (70 oC) for 2 hours. The reaction mixture was filtered over a Celite pad to remove the insoluble iron oxides. The filtrate was evaporated under vacuum to residue, to which EtOAc was added, then the resulting suspension was filtered to remove the inorganic salts. The filtrate was dried over anhydrous Na2SO4 and evaporated under vacuum affording crystals of the designated compounds (2a-d), then the crystals were washed with cold n-hexane. [2-4]

According to the analysis of related databases, 179687-79-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Milik, Sandra N.; Abdel-Aziz, Amal Kamal; Lasheen, Deena S.; Serya, Rabah A.T.; Minucci, Saverio; Abouzid, Khaled A.M.; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 316 – 336;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 10128-72-0, Methyl 3-hydroxyisonicotinate, 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: C7H7NO3, blongs to pyridine-derivatives compound. Formula: C7H7NO3

The title compound was prepared from methyl 3-hydroxy-4-pyridinecarboxylate (495 mg; 3.232 mmol) and compound 30a (967 mg; 3.394 mmol) according to the General Procedure XXII. In order to increase yield 2 equivalents of triphenylphosphine (1.98 g; 6.788 mmol) and DIAD (1.34 mL; 6.788 mmol) were used. Purification on silica-gel column chromatography (petroleum ether/AcOEt system) afforded the title product as a white solid (1.0 g; 2.375 mmol; 73% yield). NMR (CDCb, 400 MHz) delta: 8.37 (d, J = 4.8 Hz, 1H), 8.34 (s, 1H), 7.66 (d, J = 4.6 Hz, 1H), 7.25 (AlphaAlpha’BetaBeta’, J = 6.7 Hz, 2H), 7.17 (AlphaAlpha’BetaBeta’, J = 6.8 Hz, 2H), 5.36 (d, J = 7.8 Hz, 1H), 4.21- 4.01 (m, 3H), 3.98 (s, 3H), 3.07-2.93 (m, 2H), 1.42 (s, 9H).

The synthetic route of 10128-72-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONCOARENDI THERAPEUTICS SP. Z O.O.; MAZUR, Marzena; KORALEWSKI, Robert; BOREK, Bartlomiej; OLEJNICZAK, Sylwia; CZESTKOWSKI, Wojciech J.; PIOTROWICZ, Michal C.; OLCZAK, Jacek P.; GOLEBIOWSKI, Adam A.; BARTOSZEWICZ, Agnieszka; MAZIARZ, Elzbieta; KOWALSKI, Michal L.; (274 pag.)WO2017/37670; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 204378-41-6 ,Some common heterocyclic compound, 204378-41-6, molecular formula is C8H8ClNO3, 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.

A solution of 6-chloro-4-methoxy-2-carboxylic acid methyl ester (2.63 g, 13.0 mmol) in dioxane (150 mL) is degassed and put under argon before Pd(dppf) (109 mg, 133 mumol) is added. To this mixture, 1-ethyl-propyl zink bromide (50 mL of a 0.5 M solution in THF, 25.0 mmol) is added dropwise. The mixture is stirred at 76°C for 15 h. The mixture is cooled to rt, diluted with water and extracted twice with EA. The combined org. extracts are dried over MgSO4, filtered and concentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give 6-(1-ethyl-propyl)-4-methoxy-pyridine-2- carboxylic acid methyl ester (450 mg) as a pale yellow oil; LC-MS**: tR = 0.46 min; [M+1]+ = 238.34.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,204378-41-6, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2009/109872; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, 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.

Step 5: 1H-Pyrazolo[3,4b]pyridine-3-carboxylic Acid Methyl Ester The mixture of solids from the preceding step 4 (95 g) was suspended in methanol (500 mL) and sulfuric acid (5 mL) was added carefully. The reaction mixture was then heated to reflux for 6-8 h, and the reaction was monitored using TLC. After completion of the reaction, inorganic solids were filtered off from the reaction mixture and the solid cake was washed with hot methanol. The main filtrate and the washings were combined, then methanol was distilled off under reduced pressure on the rotary evaporator. The resulting solids were suspended in 5% sodium bicarbonate solution (300 mL) and stirred for 5 min. at room temperature. The white solids were filtered off and dried in an oven at 90-95 C. to constant weight (8.07 g, 42% based on 3-methyl-1H-pyrazolo[3,4b]pyridine), mp 201-203 C. 1H NMR: (CDCl3) 14.4 (brs, 1H), 8.74 (dd, J=4.6 and 1.5 Hz, 1H), 8.64 (dd, J=8.1 and 1.5 Hz, 1H), 7.39 (dd J=8.1 and 4.6 Hz, 1H), 4.10 (s, 3H).

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. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Georg, Gunda I.; Tash, Joseph S.; Chakrasali, Ramappa; Jakkaraj, Sudhakar Rao; US2006/47126; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem