Pyridine-derivatives

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

Reference of 504-29-0, 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 504-29-0, name is Pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Manufacturing Example 1-2-1 2,2-Dimethyl-N-pyridin-2-yl-propionamide To a methylene chloride solution (500 mL) of 2-aminopyridine (50.0 g, 531 mmol) were added triethylamine (81.4 mL, 584 mmol) and pivaloyl chloride (71.9 mL, 584 mmol) at 0 C., which was stirred for 4 hours and 30 minutes at room temperature. The reaction solution was partitioned into water and methylene chloride. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. Potassium carbonate (73.4 g, 531 mmol) was added to 300 mL of thus obtained residue methanol solution at 0 C., which was stirred at room temperature for 90 minutes. This reaction solution was partitioned into water and ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, the solvent was evaporated under a reduced pressure. Heptane (300 mL) was added to the residue, the precipitated solids were collected by filtering, which gave the titled compound (80.2 g, 85%). The filtrate was then concentrated under a reduced pressure, and the residue was purified by silica gel column chromatography (heptane:ethyl acetate=2:1), which gave the titled compound (12.2 g, 13%). 1H-NMR spectrum (DMSO-d6) delta (ppm): 1.22 (9H, s), 7.06-7.09 (1H, m), 7.72-7.77 (1H, m), 8.01-8.03 (1H, m), 8.29-8.31 (1H, m), 9.71 (1H, s).

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 504-29-0, Pyridin-2-amine.

Reference:
Patent; MATSUKURA, Masayuki; US2010/331282; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2002-04-2 ,Some common heterocyclic compound, 2002-04-2, molecular formula is C7H6N4S, 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 (Patent; GENKYOTEX SA; MACHIN, Peter; SHARPE, Andrew; LOCK, Christopher James; CHAMBERS, Mark S; HODGES, Alastair; ALLEN, Vivienne; ELLARD, John M; (189 pag.)WO2016/98005; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem