Tag: M.W:200-300

Reference of 15862-30-3, 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.15862-30-3, name is 3-Bromo-5-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

To a flask was added 3-bromo-5-nitropyridine (60 mg, 296 mumol), THF (2 mL), tert-butyl pent-4-yn-1-ylcarbamate (59.6 mg, 325 mumol), Pd(OAc)2 (3.32 mg, 14.8 mumol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (17.1 mg, 29.6 mumol) and Cs2CO3 (193 mg, 591 mumol). Then the mixture was bubbled with N2 for 5 mins and heated to reflux (70 C. oil bath) for about 4.5 hours. The mixture was filtered through celite and the filtrate was concentrated to give a brown solid. After purification via combiflash (eluted with EA/PE=020%40%), tert-butyl N-[5-(5-nitro-3-pyridyl)pent-4-ynyl]carbamate (Compound 72A) was obtained as pale brown oil.

Statistics shows that 15862-30-3 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-5-nitropyridine.

Reference:
Patent; Hoffmann-La Roche Inc.; Hoves, Sabine; Wang, Lisha; Yun, Hongying; Zhang, Weixing; Zhu, Wei; (58 pag.)US2016/257653; (2016); 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. 65515-28-8, name is Methyl 2,6-dichloronicotinate, the common compound, a new synthetic route is introduced below. Recommanded Product: 65515-28-8

A solution of 2,6-dichloronicotinic acid methyl ester (2.39 g, 11.6 mmol) and NaOMe (800 rog, 14.06 mmol) in THF (15 mL) was stirred at ambient temperature for 3 days. The reaction mixture was quenched by adding 10 mL of 10% NH4Cl solution and extracted with ether. The combined organic layers was dried over anhydrous Na2SO4 and concentrated to afford an unseparable mixture (1.7 g), containing 6-chloro-2-methoxynicotinic acid methyl ester.

The synthetic route of 65515-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; WO2006/14168; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 168173-56-6 ,Some common heterocyclic compound, 168173-56-6, molecular formula is C6H5BrClN, 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.

General procedure: 4-Amino-5,5-disubstituted furan-2(5H)-one 1a-e (2 mmol) was dissolved in dry MeCN (25 mL) in a 50-mL round-bottom flask. The solution was cooled to 0 C by an ice-water bath, then Cs2CO3 (1.304 g, 4 mmol) was added slowly. The mixture was warmed to r.t. and stirred for 4 h. ArCH2Cl 2a-h (2.4 mmol) was added and the mixture was stirred for 12 h under reflux. The mixture was cooled to r.t. and the solid material was filtered off. The filtrate was concentrated in vacuo and the crude product was purified by flash column chromatography (silica gel, 200-300 mesh, petroleum/EtOAc 4:1 to 3:2) to give compounds 3a-x and 4a-f.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,168173-56-6, its application will become more common.

Reference:
Article; Yu, Zhao; Xinlei, Liu; Weiwei, Wang; Rui, Geng; Wang, Mingan; Synthesis; vol. 50; 20; (2018); p. 4055 – 4062;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 171178-45-3, 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 171178-45-3, name is tert-Butyl (6-chloropyridin-3-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: Preparation of tert-butyl 6-chloro-4-fluoropyridin-3-ylcarbamate To a -63 C. solution of tert-butyl 6-chloropyridin-3-ylcarbamate (24.99 g, 109.3 mmol) and TMEDA (39 mL, 260.0 mmol, Aldrich) in diethyl ether (700 mL) was added a 1.6M n-butyl lithium solution in hexane (193 mL, 308.8 mmol, Aldrich) over a period of 30 minutes while maintaining the temperature of the reaction at -60 to -50 C. The reaction was stirred at -60 C. for an additional 10 minutes after the addition was complete then warmed to -10 C. and stirred at -25 to -10 C. for 2.0 hours. The reaction was cooled to -60 C. and a solution of N-fluorobenzenesulfonimide (53.49 g, 169.6 mmol, Aldrich) in tetrahydrofuran (155 mL) was added while keeping the temperature below -50 C. It precipitated on addition and stirring became difficult. The reaction was then allowed to slowly warm to 0 C. over 1 hour. The reaction was quenched with saturated ammonium chloride solution (400 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×250 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, and solvent was removed at reduced pressure to give an oily brown solid. The material was passed through a column of silica gel with 20% ethyl acetate/hexane. The 6-chloro-4-fluoropyridin-3-ylcarbamate was obtained as a yellow solid. (15.88 g, 59% yield). 1H NMR (CDCl3) delta 9.09 (1H), 7.12 (1H), 6.55 (1H), 1.54 (s, 9H).

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 171178-45-3, tert-Butyl (6-chloropyridin-3-yl)carbamate.

Reference:
Patent; Pfizer Inc; US2007/249615; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 874959-68-9, 5-Bromopyridine-2-sulfonyl chloride, 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: 874959-68-9, blongs to pyridine-derivatives compound. SDS of cas: 874959-68-9

5-Bromo-N-(4-methoxy-6-methyl-pyrimidin-2-yl)pyridine-2-sulfonamide (Intermediate Z) (0442) [00301] To a solution of 5-bromopyridine-2-sulfonyl chloride (1.00 g, 3.90 mmol, Intermediate W) in pyridine (10 mL) was added 4-methoxy-6-methyl-pyrimidin-2-amine (542 mg, 3.90 mmol). The reaction mixture was stirred at 15 C for 16 hrs. On completion, the reaction mixture was concentrated in vacuo and the residue was triturated with dichloromethane:methanol = 5:1 to give the title compound which was used directly without further purification. LCMS: (ES+) m/z (M+H)+ = 360.8, tR= 0.965.1H NMR (400MHz, DMSO- d6) delta = 12.96 (br. s., 1H), 8.75 (d, J = 1.6 Hz, 1H), 8.26 (dd, J = 1.8, 8.3 Hz, 1H), 7.99 (d, J = 8.3 Hz, 1H), 6.15 (s, 1H), 3.43 (s, 3H), 2.23 (s, 3H).

The synthetic route of 874959-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; SAIAH, Eddine; (264 pag.)WO2017/156181; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 120034-05-1 , The common heterocyclic compound, 120034-05-1, name is Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, molecular formula is C7H6BrNO3, 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.

Methyl 5-bromo-2-oxo-l,2-dihydropyridine-3-carboxylate (Combi-Blocks, CAS: 120034-05-1, 0.100 g, 0.431 mmol) was dissolved in THF (4.31 mL) and added dropwise to a 0 C solution of lithium aluminum hydride (0.082 g, 2.155 mmol) in THF (4.31 mL). The reaction mixture was stirred at 0 C for 30 min, then allowed to warm to room temperature and stirred for 2.5 h. Saturated aqueous NH4CI solution (8 mL) was slowly added to the reaction mixture, followed by ethyl acetate (8 mL). The phases were separated, the aqueous phase was extracted with additional ethyl acetate (2×10 mL). The combined organic phases were dried over sodium sulfate and filtered, and excess solvent was evaporated off to afford 5-bromo-3-(hydroxymethyl)pyridin-2(lH)-one (34.1 mg, 0.159 mmol, 36.8% yield) as a white solid. LCMS MH+: 203.9. HPLC Ret. Time 0.47 min. Method Bl . NMR (400 MHz, METHANOLS) delta 7.67 (dt, J=2.7, 1.4 Hz, 1H), 7.51 (d, J=2.7 Hz, 1H), 4.49 (s, 2H).

The synthetic route of 120034-05-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39890-98-7, 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. 39890-98-7, name is 2,6-Dichloro-4-(trifluoromethyl)pyridine, molecular formula is C6H2Cl2F3N, 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 2,6-dichloro-4-(trifluoromethyl)pyridine (2.0 g) in dry methanol (40 ml) was added a solution of sodium hydroxide (1.85 g) in dry methanol (7ml) and the reaction mixture stirred at 50C under nitrogen for two hours then allowed to cool. The reaction mixture was extracted with pentane (2 x 100 ml), and the extract combined and evaporated to afford the title compound (1.69 g) as a colourless oil. LCMS: Rt 1.75 min, m/z 212/214 [M+H]+. 1H-NMR (400 MHz, CDC13) delta (ppm): 4.00 (s, 3 H) 6.89 (s, 1 H) 7.12 (s, 1 H)

According to the analysis of related databases, 39890-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86129-63-7, Adding some certain compound to certain chemical reactions, such as: 86129-63-7, name is Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate,molecular formula is C9H9Cl2NO2, 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 86129-63-7.

To a solution of intermediate 33 (9.73 g, 1.5 eq) in anh. DMF (150 mL), at r. t. , under N2, was added NaH 60%/OIL (1.7 g, 1 eq) and the reaction mixture was stirred at r. t. for 20 min. A solution of ethyl 2, 4-dichloro-6-methyl-3-pyridinecarboxylate (10 g, 42.9 MMOL) was then added dropwise and the reaction mixture was stirred at 80oC for 4 hr. It was then cooled down to r. t. and quenched with ice water. The addition of EtOAc caused a precipitate to form. The white solid was collected by filtration, washed with water and dried in vacuo (5.2 g). The filtrate was transferred into a separatory funnel and the aqueous layer was extracted with EtOAc (2X100 mL). The combined organic layers were washed with sat. aq. NACI, dried over anh. NA2SO4, the solids were filtered and the solvent evaporated. The crude product was treated with EtOAc and left at r. t. overnight. The precipitate was filtrated, dried in vacuo and combined with the previous batch to give the title compound as a white solid (7.2 g, 48%). NMR (‘H, DMSO-D6) : 5 8.53 (d, 1H), 7.77 (s, 1H), 7.18 (bs, 1H), 6.89 (d, 1H), 4.32 (q, 2H), 3.75 (t, 2H), 3.42 (t, 2H), 3.31 (s, 3H), 1.26 (t, 3H). MS (M/Z) : 350 [MH] +.

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. 86129-63-7, Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2004/94419; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1694-57-1, name is (2-Chlorophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below., Safety of (2-Chlorophenyl)(pyridin-2-yl)methanone

2-chlorophenylpyridyl ketone (43.5mg, 0.2mmo l), dibromohein (57.2mg, 0.2mmol) and Pd (OAc) 2 (4.5mg, 0.02mmol), add 2mL of dichloroethane, The reaction was performed at 90C for 12 hours, and purified by thin layer chromatography to obtain 43.9 mg of 2-bromo-6-chlorophenylpyridylmethanone with a yield of 74.0%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1694-57-1, (2-Chlorophenyl)(pyridin-2-yl)methanone.

Reference:
Patent; China Three Gorges University; Liu Qixing; Chen Yongsheng; Zhang Yin; Chen Danyi; Wen Simiaomiao; Zhao Rongrong; Liu Yiheng; Zhou Haifeng; (14 pag.)CN110563641; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109113-39-5 ,Some common heterocyclic compound, 109113-39-5, molecular formula is C13H10N2O2S, 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.

m-Chloroperoxybenzoic acid (~70%, 63 g, 369.7 mmol) was added in portions to a stirred solution of 3-2 (9.5 g, 36.9 mmol) in CHCI3 (250 mL) at room temperature, and the reaction mixture was stirred for 24 hours. The reaction mixture was cooled to 0C, and 10% aqueous sodium sulfite solution (50 mL) was added thereto followed by saturated aqueous NaHC03 solution. The organic layer was separated, and the aqueous layer was extracted with CH2C12 (50 mL. x 3). The combined organic layers were dried over anhydrous Na2S04, and concentrated under reduced pressure. The obtained residue was triturated with diethyl ether to give the desired product 3-3 as a creamy solid (8.5 g, 84%); LCMS: m/z 275.1 [ + 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. 109113-39-5, 1-(Phenylsulfonyl)-1H-pyrrolo[3,2-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOUL, Summon; KURHADE, Suresh; BHOSALE, Sandeep; NAIK, Keshav; SALUNKHE, Videsh; MUNOT, Yogesh; BHUNIYA, Debnath; (284 pag.)WO2015/88045; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem