Tag: M.W:100-200

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. 63875-01-4, name is 2-Methylisonicotinaldehyde. A new synthetic method of this compound is introduced below., COA of Formula: C7H7NO

a 2-Methylpyridine-4-carboxaldehyde (cyclopropylmethyl)imine Reaction of 4-formyl-2-methylpyridine [prepared in Example 33(a)] and cyclopropylmethyl amine by the procedure of example 1(c) affords the title compound as a yellow oil.

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, 63875-01-4, 2-Methylisonicotinaldehyde.

Reference:
Patent; Adams; Jerry L.; Boehm; Jeffrey C.; US5593991; (1997); A;,
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.1796-84-5, name is 4-Ethoxy-3-nitropyridine, molecular formula is C7H8N2O3, molecular weight is 168.15, as common compound, the synthetic route is as follows.Computed Properties of C7H8N2O3

A solution consisting of 4-ethoxy-3-nitropyridine (15.0 g, 97.3 MMOL) and EtNH2 (46.5 mL, 70% aq. solution, 584 MMOL) in ETOH (30 mL) was stirred at 85 C in a pressure vessel for 2 h. Removal of all VOLATILES IN VACUO afforded the title compound (16.2 g, 99 %). MS (ES+) m/z 168 (M+H) +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1796-84-5, 4-Ethoxy-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/11700; (2005); 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.22280-56-4, name is 2-Chloro-3-methyl-5-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.5691, as common compound, the synthetic route is as follows.SDS of cas: 22280-56-4

3-Methyl-5-nitropyridin-2-ol (134 g, 0.872 mol) (J. Org. Chem. 1949, 14, 328-332) was divided into 3 portions and placed in three 1-L round bottom flasks. POCl3 (200 mL) was added to each flask and the mixtures were heated to reflux for 2 h. The solutions were cooled and the excess POCl3 was removed in vacuo. The residues were poured into ice water (1 L) with stirring and the precipitates were collected by filtration and air dried for 20 min. The combined products were recrystallized from 10% ethyl acetate in hexanes (300 mL) and air dried to give 2-chloro-3-methyl-5-nitropyridine (139 g, 92% yield) as a white solid which was used in the next step without further purification: 1H NMR (300 MHz, CDCl3) delta 9.04 (d, J=2.5 Hz, 1H), 8.33 (d, J=2.2 Hz, 1H), 2.50 (s, 3H).2-Chloro-3-methyl-5-nitropyridine (139 g, 0.806 mol) from the above procedure was divided into two portions and placed in two 2-L round bottom flasks with methanol (500 mL). The solutions were cooled in dry ice/isopropanol baths as solid sodium methoxide (26.5 g, 0.467 mol) was added portion-wise to each flask so that the temperature was remained below 20 C. When the additions were complete, the resulting mixtures were heated to reflux for 1 h. The mixtures were cooled and diluted with ice water (500 mL) to give white precipitates, which were collected by filtration. The combined filtrates were washed with water and air dried to give 2-methoxy-3-methyl-5-nitropyridine (127 g, 97% yield) as a white solid: 1H NMR (400 MHz, CDCl3) delta 8.91 (d, J=2.0 Hz, 1H), 8.16 (s, 1H), 4.06 (s, 3H), 2.25 (s, 3H); 13C NMR (100 MHz, CDCl3) delta 165.83, 141.91, 139.37, 132.92, 121.77, 54.83, 15.84. An analytical sample was recrystallized from hexane to give white needles, mp 95-96.5 C. Anal. calcd. for C7H8N2O3: C, 50.00, H, 4.79, N, 16.66. Found: C, 49.73, H, 5.02, N, 16.48.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-56-4, 2-Chloro-3-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/29684; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 298709-29-2, 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 298709-29-2, name is 3,5-Difluoropicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 33 ; l-(3,5-Difluoropyridin-2-yl)ethanoneA solution of methylmagnesium bromide (36.8 ml, 117.78 mmol) in THF (50ml) was stirred under N2 and cooled to -780C. 3,5-difluoropicolinonitrile (15.0 g, 107.07 mmol) in THF (50 ml) was added drop wise with an addition funnel at such a rate that the internal temperature was kept below -40C. After the addition was complete, the reaction mixture was poured into a IM HCl (100 ml, chilled in an ice bath). The reaction mixture was stirred at O0C for 30 minutes and at room temperature for 30 minutes. To this solution 150 ml of EtOAc was added to extract product. The aquous phase was neutralized to pH9 with NaHCO3 and extracted with EtOAc (2 x 20 ml). The organic layers were combined and the volatiles were removed under reduced pressure. Purification utilizing ISCO (0-10% EtOAc- hexanes) gave the title product as light yellow oil. LC-MS: 158 [M+H]+.

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 298709-29-2, 3,5-Difluoropicolinonitrile.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 872355-63-0, 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.872355-63-0, name is Methyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate, molecular formula is C9H8N2O2, molecular weight is 176.172, as common compound, the synthetic route is as follows.

A solution of methyl 1 H-pyrrolo[3,2-b]pyridine-5-carboxylate (Adesis Inc., New Castle, Delaware) (1.0 g, 5.68 mmol) and di-te/t-butyl dicarbonate (1.75 g, 7.95 mmol) in methanol (30 ml.) was passed through an H-cube hydrogenation apparatus equipped with a 10%Pd/C cartrige at 80 degrees Celsius and 80 bar 1.0 mL/minute. The effluent was then passed through the H-cube apparatus three additional times. The crude material was concentrated and the residue was purified by silica gel chromatography, eluting with a gradient mixture of 50% to 90% ethyl acetate to heptane to give 230 mg of methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-5-carboxylate and 300 mg of 1-te/t-butyl 5- methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-1 ,5-dicarboxylate.Methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-5-carboxylate:_1H NMR(deuterochloroform) delta 7.77 (d, J = 8.2 Hz, 1 H), 6.67 (d, J = 8.2 Hz, 1 H), 4.42 (br. s., 1 H), 3.88 (s, 3H), 3.69 (td, J = 8.6, 1.5 Hz, 2H), 3.17 (t, J = 8.7 Hz, 2H).1-te/t-Butyl 5-methyl 2,3-dihydro-1 H-pyrrolo[3,2-b]pyridine-1 ,5-dicarboxylate: 1H NMR (deuteurochloroform) delta 7.92 (d, J = 8.2 Hz, 2H), 4.00 (t, J = 8.9 Hz, 2H), 3.91 (s, 3H), 3.25 (t, J = 1.0 Hz, 2H), 1.52 (br. s., 9H).

The chemical industry reduces the impact on the environment during synthesis 872355-63-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; DAROUT, Etzer; DENINNO, Michael, Paul; FUTATSUGI, Kentaro; GUIMARAES, Cristiano, Ruch, Werneck; LEFKER, Bruce, Allen; MASCITTI, Vincent; MCCLURE, Kim, Francis; MUNCHHOF, Michael, John; ROBINSON, Ralph, Pelton, Jr.; WO2010/128414; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 63237-88-7, 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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.

Preparation 99Methyl 6- r(1 RV1 -(4-fluorophenvnethyll(pyrazolori ,5-alpyridin-2- ylcarbonyl)amino}methyl)pyridine-2-carboxylate To a stirred solution of the amine from Preparation 20 (49mg, 0.17mmol) in dichloromethane (1 ml_) was added pyrazolo[1 ,5-a]pyridine-2-carboxylic acid (27.6mg, 0.17mmol) followed by N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (32.6mg, 0.17mmol) and the reaction mixture was stirred for 23 hours. Saturated aqueous NaHC03 solution (2ml_) was added and the mixture was stirred vigorously for 10 minutes before filtering through a phase separation cartridge. The solvent was removed in vacuo and the residue purified by column chromatography (silica 50-100% ethyl acetate in pentane as eluent). The solvent was removed in vacuo to give the title compound as a clear gum (37mg, 50%). 1 H NMR (400 MHz, CDCI3): the compound appears to exist as two non-interconverting rotameric forms in CDCI3 in the ratio ca. 2:1. Data for these rotamers are listed separately.Major: delta ppm: 1.62 (d, 3H), 3.99 (s, 3H), 4.56 (d, 1 H), 4.94 (d, 1 H), 6.21 -6.35 (m, 1 H), 6.82-6.99 (m, 4H), 7.17 (t, 1 H), 7.28-7.39 (m, 2H), 7.50 (d, 1 H), 7.59 (d, 1 H), 7.70 (t, 1 H), 7.92 (d, 1 H), 8.47 (d, 1 H).Minor: delta ppm: 1.56 (d, 3H), 3.99 (s, 3H), 5.05 (d, 1 H), 5.31 (d, 1 H), 6.21 -6.35 (m, 1 H), 6.72 (t, 1 H), 6.82-6.99 (m, 3H), 7.08 (t, 1 H), 7.28-7.39 (m, 3H), 7.50 (d, 1 H), 7.58 (d, 1 H), 7.86 (d, 1 H), 8.16 (d, 1 H).LRMS (ESI) m/z 433 [MH]+

According to the analysis of related databases, 63237-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; GLOSSOP, Paul Alan; PALMER, Michael John; ANDREWS, Mark David; WO2012/120398; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 188577-69-7, name is 3,4-Dichloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 188577-69-7

3,4-dichloro-2-aminopyridine (500 mg, 3.07 mmol, prepared with reference to document: Synthetic Communications, 1997, 27(5), 861-870.) and 2-fluoro-4-nitrophenol (1.928 g, 12.27 mmol) were heated to 120 C. and melted, and stirred for 24 hrs. The molten was cooled to room temperature, and subjected to silica gel column chromatography (the eluent was dichloromethane to dichloromethane/methanol=50/1) for purification, to obtain a white solid (137 mg, 16%). 1H NMR (DMSO-d6, 300 MHz) delta 8.38 (dd, 1H, J=10.5, 2.4 Hz), 8.148.09 (m, 1H), 7.86 (d, 1H, J=5.4 Hz), 7.427.36 (m, 1H), 6.60 (br, 2H), 6.27 (d, 1H, J=5.4 Hz).

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, 188577-69-7, 3,4-Dichloropyridin-2-amine.

Reference:
Patent; SHANGHAI HUILUN LIFE SCIENCE & TECHNOLOGY CO., LTD; Cheng, Jianjun; Qin, Jihong; Ye, Bin; US2014/206679; (2014); 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. 124870-33-3, name is Methyl 2-(3-cyanopyridin-4-yl)acetate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C9H8N2O2

1.58g of (3-cyano-pyridine-4-yl) -acetic acid methyl ester was dissolved in 18 mL of ethanol and slowly added with 682mg of sodium borohydride at-0 C and stirred for about 2 hours. The above mixture was added with 3 mL of saturated solution of ammonium chloride, diluted with 200 mL ethylacetate. Then, the organic solvent layer was washed with water, and saturated solution of sodium chloride, dried with anhydrous sodium sulfate and filtered. The filtrate was concentreated under reduced pressure and a silica gel column chromatography was performed on the resulting residue by using a mixed eluant of methylene chloride and methanol, wherein methylene chloride and methanol are mixed in 50: 1 volume ratio, and 1.02g (74%) of 4- (2-hydroxy-ethyl)-nicotinonitrile was obtained in colorless oil. 1H NMR (300 MHz, CDCI3) 8 8. 82 (s, 1H), 8.69 (d, 1H, J=5. 4Hz), 7.39 (d, 1H, J=5. 4Hz), 3.99 (t, 2H, J=6. 3Hz), 3.10 (t, 2H, J=6. 3Hz).

The synthetic route of 124870-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SK CHEMICALS, CO., LTD.; WO2005/63768; (2005); 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. 83393-46-8, name is 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone. A new synthetic method of this compound is introduced below., Formula: C9H8N2O

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1-3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5-10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 × 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C-N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

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, 83393-46-8, 1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone.

Reference:
Article; Liang, Yufan; Zhang, Xiaheng; MacMillan, David W. C.; Nature; vol. 559; 7712; (2018); p. 83 – 88;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1214377-45-3, 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. 1214377-45-3, name is 2-Chloro-6-(difluoromethoxy)pyridine, molecular formula is C6H4ClF2NO, 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.

At room temperature, 2-chloro-6- (difluoromethoxy) pyridine (40.00g, 222.78mmol),Trifluoroacetic anhydride (120ml), fuming nitric acid (16.00g, 229.46mmol) was added dropwise at 0 C, and the reaction was performed at 0-10 C for 2h.Add ice water (1000 ml), extract with methyl tertiary ether (300 ml x 3), combine the organic phases, concentrate,Column chromatography gave 25.00 g of a pale yellow solid with a yield of 50%.

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 1214377-45-3, 2-Chloro-6-(difluoromethoxy)pyridine.

Reference:
Patent; Jiangsu Weikaier Pharmaceutical Technology Co., Ltd.; Gong Yanchun; Meng Lei; Guo Qirun; Liu Yongqiang; (65 pag.)CN110642838; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem