Day: September 14, 2021

Adding a certain compound to certain chemical reactions, such as: 164513-39-7, 5-Bromo-2-methoxy-4-methylpyridine, 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: 164513-39-7, blongs to pyridine-derivatives compound. SDS of cas: 164513-39-7

Intermediate 31 (50% purity, 165 mg, 0.25 mmol), 5-bromo-2-methoxy-4-methyl-pyridine (75 mg, 0.37 mmol) and 2M aqueous potassium carbonate solution (0.43 mL)were combined in 1 ,4-dioxane (5 mL). Bis[3-(diphenylphosphanyl)cyclopenta-2,4-dien- 1 -yl]iron-dichloropalladium-dichloromethane complex (10 mg, 0.01 mmol) was added, and the mixture was heated at 90C for 18 h. The mixture was partitioned between ethyl acetate (20 mL) and water (15 mL). The organic layer was dried over sodium sulfate andconcentrated under vacuum. The residue was purified by flash chromatography, eluting with 0-100% ethyl acetate in heptanes followed by 0-20% methanol in DCM. The crude product was then further purified by preparative HPLC (Method C) to afford the title compound (23 mg, 23%) as a white solid. OH NMR (500 MHz, CDC13) 7.89 (s, 1H), 7.62(d, J9.2 Hz, 1H), 7.59 (s, 1H), 7.24 (d, J7.3 Hz, 1H), 7.13 (d, J8.1 Hz, 1H), 7.10 (dd, J9.2, 1.3 Hz, 1H), 7.06 (t, J7.5 Hz, 1H), 6.83 (d, J7.4 Hz, 1H), 6.55 (m, 2H), 4.28 (s, 2H),3.93 (s, 3H), 2.52 (s, 3H), 2.11 (s, 3H). Method A HPLC-MS: MH+ m/z 410, RT 3.20 minutes (99%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,164513-39-7, 5-Bromo-2-methoxy-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB PHARMA S.A.; BENTLEY, Jonathan Mark; BROOKINGS, Daniel Christopher; BROWN, Julien Alistair; CAIN, Thomas Paul; CHOVATIA, Praful Tulshi; FOLEY, Anne Marie; GALLIMORE, Ellen Olivia; GLEAVE, Laura Jane; HEIFETZ, Alexander; HORSLEY, Helen Tracey; HUTCHINGS, Martin Clive; JACKSON, Victoria Elizabeth; JOHNSON, James Andrew; JOHNSTONE, Craig; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LEIGH, Deborah; LOWE, Martin Alexander; MADDEN, James; PORTER, John Robert; QUINCEY, Joanna Rachel; REED, Laura Claire; REUBERSON, James Thomas; RICHARDSON, Anthony John; RICHARDSON, Sarah Emily; SELBY, Matthew Duncan; SHAW, Michael Alan; ZHU, Zhaoning; WO2014/9295; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 181123-11-5, Adding some certain compound to certain chemical reactions, such as: 181123-11-5, name is 5-Chloro-2-cyano-3-nitropyridine,molecular formula is C6H2ClN3O2, 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 181123-11-5.

Step 2;. Preparation of 3-Amino-5-chloro-pyridine-2-carboxylic acid methyl ester; Heat at 90 C a mixture of 5-chloro-3-nitro-pyridine-2-carbonitrile (1.0 g, 5.90 mmol) and tin (II) chloride (6.79 g, 29.5 mmol) in ethanol (10 mL) for 3 h. Evaporate the solvent under reduced pressure, add a solution of 35% hydrochloric acid (5 mL) and reflux the mixture for 6 h. Concentrate the reaction in vacuo to dryness and dissolve the resulting residue in methanol (20 mL). Add thionyl chloride (0.95 mL, 7.08 mmol) at room temperature and heat the mixture at 90 C for 24 h. Remove the solvent under reduced pressure, add ethyl acetate, and wash with a saturated solution of sodium bicarbonate. Separate the organic layer, dry over sodium sulfate, filter, and concentrate under reduced pressure. Purify the residue using silica gel chromatography, eluting with ethyl acetate to afford the title compound (0.77 g, 70%). H-NMR (CDCl3, 3 00 MHz): 8 3.97 (s, 3 H) ; 5.85 (bs, 2 H) ; 7.06 (d, J = 2.0 Hz, 1H), 7.97 (d, J = 2.0 Hz, 1H).

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. 181123-11-5, 5-Chloro-2-cyano-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97805; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 866546-07-8, 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 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 18: Synthesis of 5-chloro-3-2-chIoro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl- lH-pyrrolo[2,3-b]pyridine P-2155.[0192] 5-Chloro-3-2-chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl-lH-pyrrolo[2,3- b]pyridine P-2155 was synthesized in 2 steps from 5-Chloro-lH-pyrrolo[2,3-b]pyridine 4 as shown in Scheme 40.Scheme 40 Step 1 – Preparation of2-chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl-(5-chloro-lH- pyrrolo[2,3-b]pyridiotan-3-yl)-methanol (126).[0193] To 5-chloro-l H-pyrrolo[2,3-b]pyndine (4. 74.1 mg, 0 49 mmol) in methanol (30.0 mL), 2- chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzaldehyde (121, 150.0 mg, 0.54 mmol, prepared as described in Example 14) and potassium hydroxide (574 0 mg, 10.23 mmol) were added under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the desired compound (126, O H g, 52.7%).

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 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20173-24-4, 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.20173-24-4, name is 2-(Pyridin-3-yl)ethanamine, molecular formula is C7H10N2, molecular weight is 122.1677, as common compound, the synthetic route is as follows.

To a solution of 2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9-yl]acetaldehyde (50 mg, 0.19 mmole), 5 mL DCM and NA2S04 (134 mg, 0.95 mmole) was added 2-(pyridin-3- yl)ethan-l -amine (31 mg, 0.25 mmole) and the reaction was stirred overnight. NaBH4 (9.5 mg, 0.25 mmole) added, stir 10 minutes, 2 drops MeOH added, stir lh, quenched with water, organics separated off and evaporated. The residue was passed through a Gilson reverse phase HPLC to give {2-[(9R)-9-(pyridin-2-yl)-6-oxaspiro[4.5]decan-9- yl]ethyl}[2-(pyridin-3-yl)ethyl]amine, 65.3 mg (71%). LCMS m/z 367.1 (M + 1) observed

The chemical industry reduces the impact on the environment during synthesis 20173-24-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TREVENA, INC.; VIOLIN, Jonathan D.; SOERGEL, David G.; (177 pag.)WO2017/106547; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58596-88-6 ,Some common heterocyclic compound, 58596-88-6, molecular formula is C6H4Cl2N2O2, 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.

(2e) 6-Chloro-5-methyl-3-nitro-2-pyridinamine [Formula 22]; A mixture of 2,6-dichloro-3-methyl-5- nitropyridine (10.41 g, 50.3 mmol), 28% aqueous ammonia solution (17 ml, 0.25 mol), potassium carbonate (10.4 g, 75.5 mmol) and t-butanol (167 ml) was stirred overnight at 60C under nitrogen atmosphere. After stirring at room temperature for 3 hours, a precipitate was filtered and then washed three times with water, thereby yielding the title compound (4.25 g, 22.7 mmol, 45%) as a yellow solid. ¹H NMR(400MHz, QMSO-D6) No. ppm; 2.23,(3H, s), 8.04(2H, br s), 8.39(1H, s).

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. 58596-88-6, 2,6-Dichloro-3-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); 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 58483-95-7, name is 5-Amino-2-chloropyridine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

General procedure: A mixture of compound 5-amino-2-chloropyridine-4-carboxylic acid(1000 g, 5.8 mol) was dissolved in 5000 mlEthylene glycol monomethyl ether, AddedFormamidine hydrochloride(1867 g, 23.2 mol), sodium acetate (2360 g, 17.4 mol). The reaction was heated to 120 ° C for 6 hours. After the reaction was complete, the reaction was cooled to room temperature, poured into 4000 ml of water and extracted twice with ethyl acetate. The organic phase was combined, dried and concentrated to afford the crude product which was filtered to give 6-chloropyridine And [3,4-d] pyrimidin-4 (3H) ketone (924 g, 5-1 mol)

With the rapid development of chemical substances, we look forward to future research findings about 58483-95-7.

Reference:
Patent; Bide Pharmatech Ltd.; Li, Jinfei; Li, Xinling; Huang, Liangfu; Ou, Yanghao; (7 pag.)CN104130256; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97483-77-7, 5-Bromopicolinonitrile, 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, Application In Synthesis of 5-Bromopicolinonitrile, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Bromopicolinonitrile

Part A: Compound 414 (1.0 g, 5.46 mmol) was suspended in diethylether (30 mL) and cooled to -78 0C. Titanium (IV) isopropoxide (1.7 mL, 6.01 mmol) was added dropwise and stirred for 5 minutes. Ethyl magnesium bromide (3M in diethylether, 4.0 mL) was added dropwise and stirred for 30 minutes at the same temperature and 1 hour at room temperature. Boron trifluoride dietherate (1.55 g, 10.92 mmol) was added dropwise and the reaction was stirred for 2 hours. The reaction was quenched with 1 M hydrochloric acid and the aqueous layer was washed with diethyl ether. The aqueous layer was made basic (pH = 10) and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated. Column chromatography (1 :1 hexanes/ethyl acetate) provided the desired product (350 mg, 30%). 1H NMR (400 MHz, CDCI3) delta 8.5 (d, 1 H), 7.7 (m, 1H)1 7.3 (d, 1 H), 1.25 (m, 2H), 1.15 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,97483-77-7, 5-Bromopicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2007/84451; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 99163-12-9, 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. 99163-12-9, name is 4-Pyridin-4-yl-benzaldehyde. A new synthetic method of this compound is introduced below.

Having established an access to both hexT-pyrazolines, and hexT- pyrazoles by selection of reaction conditions, next libraries of both heterocycles from aldehydes, a hydrazide, and hexT-4 were synthesized (Figure 28). While aldehydes are abundantly available to introduce diversity in the heterocycle, the hydrazide had to be synthesized de novo, and therefore lent itself to functionalization with an acylatable primary amine 11 for combinatorial library synthesis. In the course of the library synthesis it was found that aliphatic aldehydes related to isobutyric aldehyde AJ, i.e. branched in a-position, neatly yielded the pyrazoline conjugates hexT-12 in MeCN at 50C (condition A, Table 27) whereas linear aliphatic and benzaldehydes were not reactive (Figure 29). Only a small number of benzaldehydes furnished the pyrazolines hexT- 12 in glacial acetic acid at 50C (Figure 25). However, both branched aliphatic aldehydes, and benzaldehydes yielded pyrazoles hexT-13 (Figure 30) in glacial acetic acid at 60C (condition C, Figure 27). Notably, isatin L gave rise to the spirooxindole hexT-13L under these conditions. Linear aliphatic aldehydes were again not reactive, also pyridine carboxaldehydes and related structures did not yield the corresponding hexT-13 conjugates, likely due to poisoning of the catalyst. In total 23 pyrazolines hexT-12 and 41 pyrazoles hexT-13 were obtained with yields between 0.5 and 3 nmol after purification by HPLC. Usually, branched aliphatic aldehydes gave higher yields than aromatic aldehydes. The pyrazolines hexT-12 and pyrazoles hexT-13 were ligated with each a duplex DNA encoding the heterocycles, and dsDNA sequences encoding the aldehyde building blocks.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,99163-12-9, 4-Pyridin-4-yl-benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; TECHNISCHE UNIVERSITAeT DORTMUND; BRUNSCHWEIGER, Andreas; KRAUSE, Norbert; ANTONCHICK, Andrey; KLIKA SKOPIC, Mateja; SALAMON, Hazem; BUGAIN, Olivia; JUNG, Kathrin; WAGNER, Bernd; (72 pag.)WO2017/108741; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89809-64-3, 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. 89809-64-3, name is 5-Chloropicolinonitrile, molecular formula is C6H3ClN2, 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.

A. Preparation of methyl 5-chloropicolinate A mixture of 5-chloropicolinonitrile (4 g, 28.87 mmol), concentrated aq. HCl (10 mL) and concentrated H2SO4 (5 mL) in methanol (30 mL) was stirred at reflux for 35 h under argon. The reaction mixture was concentrated and then carefully diluted with water (50 mL). The pH was adjusted to 6-7 with 20% aqueous NaOH solution. The product was extracted with EtOAc (3*20 mL). The combined organic phase was washed with brine, dried (MgSO4), filtered and concentrated under vacuum to obtain 4.9 g of the title compound as a white solid. HPLC/MS: retention time=1.977 min, [M+H]+=172.

According to the analysis of related databases, 89809-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sun, Chongqing; Sher, Philip M.; Wu, Gang; Ewing, William R.; Huang, Yanting; Lee, Taekyu; Murugesan, Natesan; Sulsky, Richard B.; US2007/4772; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 626-64-2 , The common heterocyclic compound, 626-64-2, name is Pyridin-4-ol, molecular formula is C5H5NO, 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.

4-Hydroxy pyridine (0.68g, 7.20mmol), 3,5-difluorobenzonitrile (0.5g, 3.60mmol), K2CO3 (1.73g, 12.6mmol) and DMF (15ml) were taken in a 50ml round bottom flask. The mixture was stirred constantly at 80C (Scheme 1). After 48h, heating was stopped and the reaction mixture was allowed to cool down at room temperature. After that, the mixture was poured into ice-cold water to obtain a white solid precipitate. It was filtered and air dried. Yield: 0.96g, (92%). SI-MS: [M+H], m/z: 290.0934 (100%) (calcd for C17H11N3O2, 289.0851) (Fig. S1). Anal. calcd. for C17H11N3O2: C, 70.59; H, 3.80; N, 14.53%. Found: C, 70.61; H, 3.82; N, 14.6% IR (cm-1, KBr pellet): 3426 (m), 3044 (m), 2943 (m) 2245 (m), 1651 (s), 1599 (s), 1443 (s), 1349 (s), 1248 (s), 1199 (s), 1090 (m), 892 (m), 843 (s), 690 (m), 557(m), 496 (m) (Fig. S2).

The synthetic route of 626-64-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Agarwal, Rashmi A.; De, Dinesh; Polyhedron; vol. 185; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem