Day: June 23, 2021

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. 884494-81-9, name is 3-Bromo-5-fluoro-2-methoxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-5-fluoro-2-methoxypyridine

To a solution of 5.0 g (24 mmol) 3-bromo-5-fluoro-2-methoxypyridine in 200 mL of toluene were added 5.2 g (31 mmol) of methyl pyrrolidine-2-carboxylate hydrochloride, 3.0 g (4.9 mmol) of BINAP, 31 .6 g (97.0 mmol) of Cs2C03and 2.5 g (2.4 mmol) of Pd2(dba)3CHCI3. The mixture was stirred at 90 C overnight under nitrogen atmosphere. It was diluted with 200 mL of ethyl acetate, washed with three 50 mL portions of water, and dried over anhydrous Na2S04. After filtration, the filtrate was concentrated under reduced pressure to afford a residue, which was purified by chromatography on silica gel column eluting with 18 % of ethyl acetate in petroleum ether to afford compound 16-1 . LC-MS: m/e = 255 [M+H]+.

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, 884494-81-9, 3-Bromo-5-fluoro-2-methoxypyridine.

Reference:
Patent; ANGEX PHARMACEUTICAL, INC.; WU, Wen-Lian; YANG, Zhiqiang; LEE, Francis; TAN, John Qiang; (112 pag.)WO2019/94143; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 871836-51-0, 4-Chloro-1H-pyrazolo[4,3-c]pyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Preparation P3 4-Chloro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridine (P3) p-Toluenesulfonic acid monohydrate (2.4 g, 13 mmol) and 3,4-dihydro-2H-pyran (99percent, 45 mL, 520 mmol) were sequentially added to a suspension of 4-chloro-1H-pyrazolo[4,3-c]pyridine (20.0 g, 130 mmol) in dichloromethane (400 mL). The reaction mixture was allowed to stir at room temperature for 24 hours, at which time it was washed with saturated aqueous sodium bicarbonate solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Purification via silica gel chromatography (Eluents: 10percent, then 30percent, then 50percent ethyl acetate in heptane) afforded the product as a white solid. Yield: 27.51 g, 115.7 mmol, 89percent. LCMS m/z 238.1 [M+H+]. 1H NMR (400 MHz, CDCl3) delta 8.19 (d, J=6.0 Hz, 1H), 8.16 (d, J=0.9 Hz, 1H), 7.47 (dd, J=6.0, 0.9 Hz, 1H), 5.73 (br dd, J=9.0, 2.7 Hz, 1H), 3.97-4.04 (m, 1H), 3.72-3.80 (m, 1H), 2.43-2.53 (m, 1H), 2.07-2.20 (m, 2H), 1.65-1.85 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,871836-51-0, 4-Chloro-1H-pyrazolo[4,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC; DAVOREN, JENNIFER ELIZABETH; DOUNAY, AMY BETH; EFREMOV, IVAN VIKTOROVICH; GRAY, DAVID LAWRENCE FIRMAN; MENTE, SCOT RICHARD; O’NEIL, STEVEN VICTOR; ROGERS, BRUCE NELSEN; SUBRAMANYAM, CHAKRAPANI; ZHANG, LEI; US2014/128374; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6188-25-6, Adding some certain compound to certain chemical reactions, such as: 6188-25-6, name is 6-Chloroimidazo[1,2-a]pyridine,molecular formula is C7H5ClN2, 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 6188-25-6.

To 6-chloro-imidazo[1,2-a]pyridine (1 eq, 253 mmol, 39 g) in acetic acid (500 ml) under inert atmosphere, is added dropwise bromine (1 eq, 253 mmol, 13 ml). After 1 hour stirring at room temperature, the reaction mixture is filtered and to give a beige solid (64 g) 3-Bromo-6-chloro-imidazo[1,2-a]pyridine hydrobromide;[M+H]+ 232(234)

According to the analysis of related databases, 6188-25-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; WO2009/50183; (2009); A2;,
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. 1072-97-5, name is 5-Bromopyridin-2-amine, the common compound, a new synthetic route is introduced below. SDS of cas: 1072-97-5

5-Bromo-2-aminopyridine (5.19 g, 30 mmol) was dissolved in 100 ml of dry dichloromethane and then 20 ml of triethylamine.Acetyl chloride (2.54 ml) was slowly added dropwise to the above solution under ice-cooling, and after the dropwise addition was completed, the ice bath was removed, and the mixture was allowed to react at room temperature overnight.After completion of the reaction, it was diluted with dichloromethane, washed with water (30 ml × 3), washed with a saturated NaHCO 3 solution (30 ml × 3), washed with saturated NaCl (30 ml), and dried over anhydrous Na2SO4.Column chromatography gave 5.65 g of a white solid, yield 88%

The synthetic route of 1072-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xi’an Jiaotong University; Zhang Jie; Pan Xiaoyan; Liang Liyuan; Lu Wen; Wang Sicen; He Langchong; Si Ru; Wang Jin; (15 pag.)CN109761957; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 779345-37-8, 5-Fluoro-2-nitropyridine, 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, 779345-37-8, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Fluoro-2-nitropyridine

To a stirred solution of 5-fluoro-2-nitropyridine (1.00 g, 7.04 mmol) in ethanol (20 mL) was added hunig’s base (2.5 mL, 14.084 mmol) and 2-(3-fluorophenyl)pyrrolidine (1.74 g, 10.56 mmol) at room temperature. The resulting mixture was stirred at 100C for 16 h in a sealed tube. On completion, Reaction mixture was concentrated under reduced pressure. The residue was diluted with water (30 mL) and extracted with ethyl acetate (2 x 30 mL). Combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford the title compound (1.8 g, 89%) as a pale brown solid. LCMS (ESI): m/z 288 [M + H+].

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; LEO PHARMA A/S; MAANSSON, Kristoffer; HENRIKSSON, Krister; (76 pag.)WO2020/35557; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 624-28-2, Adding some certain compound to certain chemical reactions, such as: 624-28-2, name is 2,5-Dibromopyridine,molecular formula is C5H3Br2N, 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 624-28-2.

(S)-l-(5-Bromo-pyridin-2-yl)-pyrrolidin-3-ol (Gl). A mixture of 2,5-dibromopyridine (12.2 g, 51.5 mmol) and (5)-hydroxypyrrolidine (2.80 g, 32.1 mmol) in toluene (50 mL) was heated to reflux overnight. The mixture was allowed to cool to rt, and the solvents were removed under reduced pressure. The residue was dissolved with EtOAc (150 mL), and the mixture was washed with aq. 10 % K2CO3. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane – > heptane/EtOAc 1 :2) yielded the title compound (3.62 g, 46%). LC-MS: tR = 0.48 min; ES+: 243.15.

According to the analysis of related databases, 624-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2007/88514; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 101990-69-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 101990-69-6 as follows.

EXAMPLE 7F 2 ,6-dichloroisonicotinaldehy de To a solution of EXAMPLE 7E (3.2 g, 18. 1 mmol) in dichloromethane ( 100 mL) was added Dess-Martin periodinane (9.2 g, 21.7 mmol) in portions and the mixture was stirred at room temperature for 30 minutes. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash chromatography eluting with 1/20 ethyl acetate/ petroleum ether to afford the title compound. MS: 176 (M + HT).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101990-69-6, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 889865-45-6, 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. 889865-45-6, name is 2,3-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, 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.

Description 11; 3-Chloro-4-iodo-pyridin-2-ylamine (D11); A mixture of compound DlO (6 g, 21.9 mmol) in aqueous NH4OH (12 ml, 11 N) was heated at 129 0C for 12 h. After cooling to room temperature, DCM was added. The organic layer was separated, washed with brine, dried (Na2SO4) and evaporated in vacuo. The residue thus obtained was purified by column chromatography (silica gel; DCM/MeOH(NH3) up to 2% as eluent). The desired fractions were collected and evaporated in vacuo to yield compound DIl (2.88 g, 52%) as a white solid. LCMS: MW (theor): 254; [MH+]: 255; RT (min): 2.22. (Method 13)

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 889865-45-6, 2,3-Dichloro-4-iodopyridine.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC.; ADDEX PHARMA S.A.; CID-NUNEZ, Jose, Maria; TRABANCO-SUAREZ, Andres, Avelino; MACDONALD, Gregor, James; WO2010/60589; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 889865-45-6, 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.889865-45-6, name is 2,3-Dichloro-4-iodopyridine, molecular formula is C5H2Cl2IN, molecular weight is 273.89, as common compound, the synthetic route is as follows.

To a solution of 2,3 -dichloro-4-iodopyri dine (50 g, 183 mmol, 1 equiv) in dioxane (500 mL) was added 2-ethylhexyl 3-sulfanylpropanoate (52 g, 237 mmol, 1.3 equiv), Xantphos (11 g, 18 mmol, 0.1 equiv), DIPEA (71 g, 547 mmol, 96 mL, 3 equiv) and Pd2(dba)3 (8.4 g, 9.1 mmol, 0.05 equiv). The reaction mixture was then warmed to 110 C and stirred for 2 hours. After this time, the reaction mixture was filtered and concentrated under reduced pressure. The crude residue so obtained was purified by silica gel chromatography to give 2-ethylhexyl 3 -((2,3- dichloropyridin-4-yl)thio)propanoate (42 g, 11 mmol, 63% yield) as a brown oil. 1H NMR (400 MHz, chloroform-d) delta 8.15 (d, J= 5.26 Hz, 1H), 7.02 (d, J= 5.26 Hz, 1H), 4.05 (d, J= 5.70 Hz, 2H), 3.25 (t, J= 7.45 Hz, 2H), 2.75 (t, J= 7.45 Hz, 2H), 1.62 – 1.53 (m, 1H), 1.42 – 1.26 (m, 8H), 0.88 (t, J= 7.45 Hz, 6H).

Statistics shows that 889865-45-6 is playing an increasingly important role. we look forward to future research findings about 2,3-Dichloro-4-iodopyridine.

Reference:
Patent; REVOLUTION MEDICINES, INC.; JOGALEKAR, Ash; WON, Walter; KOLTUN, Elena S.; GILL, Adrian; MELLEM, Kevin; AAY, Naing; BUCKL, Andreas; SEMKO, Christopher; KISS, Gert; (496 pag.)WO2018/13597; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6945-68-2, 5-Bromo-3-nitropyridin-2-amine, 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: C5H4BrN3O2, blongs to pyridine-derivatives compound. COA of Formula: C5H4BrN3O2

2,3-Diamino-3-bromopyridine (40) A mixture of 2-amino-5- bromo-3-nitropyridine (676 mg, 3.10 mmol), Tin(II) chloride dihydrate (3.58 g, 14.0 mmol), and EtOH (3 mL) was heated to boiling. The resulting solution was refluxed under N2 for 15 h, cooled to room temperature, and evaporated to dryness. To the residual solid was added H2 O (80 mL) and basified to pH 8 with 1N aq NaOH. The resulting mixture was extracted with EtOAc (3*50 mL). The extracts were combined, washed with brine (25 mL), dried (K2 CO3), and rota-evaporated to dryness. The residual solid was dried at 40 C. under vacuum, giving 565 mg (97%) of 40 as a pale yellow powder, mp 158-160 C. 1 H NMR (CDCl3 +DMSO-d6) delta3.816 (s, 2H), 4.525 (s, 2H), 6,838 (s, 1H), 7.446 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-68-2, 5-Bromo-3-nitropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University and The University of Oregon, Eugene Oregon; The Regents of the University of California; ACEA Pharmaceuticals, Inc.; US5620978; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem