Day: September 8, 2021

Synthetic Route of 58483-95-7 , The common heterocyclic compound, 58483-95-7, name is 5-Amino-2-chloropyridine-4-carboxylic acid, molecular formula is C6H5ClN2O2, 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.

6-Chloro-3H-pyrido[3,4-d]pyrimidin-4-one. A solution of 5-amino-2-chloropyridine-4-carboxylic acid (8.1 g, 4.7 mmol) in formamide (100 mL) is stirred at 140° C. for 12 h. Dilution of the cooled mixture with water gives a precipitate of 6-chloro-3H-pyrido[3,4-d]pyrimidin-4-one (7.3 g, 86percent yield). 1 H NMR (DMSO) delta 12.73 (1H, m), 8.90 (1H, d, J=0.7 Hz), 8.23 (1H, s), 7.97 (1H, d, J=0.7 Hz).

The synthetic route of 58483-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US5654307; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 7295-76-3, 3-Methoxypyridine, 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, 7295-76-3, blongs to pyridine-derivatives compound. COA of Formula: C6H7NO

General procedure: [Li(TMP)Zn(tBu)2] 1 was made according to the literature procedure2 on a 0.4 mmol scale in THF solution. To this solution 3-methoxypyridine (0.042 mL, 0.4 mmol) was added and the resultant light orange reaction allowed to stir at room temperature for 2 hours. This solution was then transferred to a THF (1 mL) solution of PdCl2(dppf) (29.3 mg, 10 mol %) and 1-bromo-4-chlorobenzene (76.6 mg, 0.4 mmol) to give a heterogeneous red solution. The reaction mixture was then reacted in the microwave at 100C for 10 minutes. The reaction was then quenched with saturated NH4Cl solution (2 mL) and extracted with DCM (3 x 1 mL). The organic fractions were combined and dried by passing through a phase separator cartridge with a hydrophobic frit and the solvent removed under reduced pressure. The residue was purified by column chromatography using a 4 g C18 silica cartridge and eluent Acetonitrile + 0.1 % formic acid:H2O + 0.1 % formic acid (5:95 to 95:5) to give compound 3b as an off white solid 26.5 mg (30% yield) 1H NMR (400 MHz, CDCl3) delta ppm 3.93 (s, 3H) 7.24 (d, J=4.69 Hz, 1 H) 7.39 – 7.46 (m, 2 H) 7.48 – 7.56 (m, 2 H) 8.33 (d, J=4.49 Hz, 1 H) 8.39 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7295-76-3, its application will become more common.

Reference:
Article; Blair, Victoria L.; Blakemore, David C.; Hay, Duncan; Hevia, Eva; Pryde, David C.; Tetrahedron Letters; vol. 52; 36; (2011); p. 4590 – 4594;,
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.174669-74-0, name is 2-Fluoropyridin-3-ol, molecular formula is C5H4FNO, molecular weight is 113.09, as common compound, the synthetic route is as follows.Quality Control of 2-Fluoropyridin-3-ol

A solution comprising 2,3,4,6-Tetra-O- acetyl-a-D-galactopyranosyl bromide 3 (1 .0 g, 2.4 mmol), Ag2C03 (0.74 g, 2.7 mmol), MS- 4A (5 g) and 2-fluoro-pyridin-3-ol 5 (0.33 g, 2.9 mmol) in anhydrous DCM (15 mL ) is stirred overnight, in the dark, at room temperature, under an argon atmosphere. TLC analysis indicated the complete consumption of the starting bromide and the formation of a new nonpolar product. The solution is filtered through a celite, which was rinsed with DCM (3 x 10 mL ). After removing the solvent under reduced pressure, the crude residue is purified directly using silica gel column chromatography, using an increasing gradient of EtOAc in PE. The product afforded is a colorless solid (0.51 g, 51 %). (0101) [0074] TLC: Rf = 0.5 (EtOAc: PE = 1 : 1 ); 1H NMR (600 MHz, Chloroform-d) delta 7.94 (d, J= 4.6 Hz, 1 H, ArH), 7.58 (t, J= 7.8 Hz, 1 H, ArH), 7.13 (dd, J= 7.8, 4.8 Hz, 1 H, ArH), 5.50 (dd, J= 10.5, 7.9 Hz, 1 H), 5.45 (d, J= 3.4 Hz, 1 H), 5.10 (dd, J= 10.5, 3.4 Hz, 1 H), 4.96 (d, J= 7.9 Hz, 1 H), 4.22 (dd, J= 1 1.4, 6.8 Hz, 1 H), 4.15 (dd, J= 1 1 .4, 6.3 Hz, 1 H), 4.01 (td, J = 6.8, 1 .1 Hz, 1 H), 2.19 (s, 3H, OAc), 2.1 1 (s, 3H, OAc), 2.04 (s, 3H, OAc), 2.02 (s, 3H, OAc); 13C NMR (151 MHz, CDCI3) delta 170.26 (COquart), 170.13 (COquart), 170.04 (COquart), 169.44 (COquart), 154.75 (d, J= 239.9 Hz), 141 .59 (d, J= 13.4 Hz, ArC), 139.49 (d, J= 25.5 Hz, ArC), 130.22 (d, J = 3.5 Hz, ArC), 121.85 (d, J = 4.3 Hz, ArC), 121.23 (CH), 101.12 (CH), 71.38 (CH), 70.5 (CH), 68.29 (CH), 66.70 (CH), 61.17 (CH2), 21.03 (OAc), 20.63 (OAc), 20.61 (OAc), 20.55 (OAc).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,174669-74-0, 2-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; EBERHARD KARLS UNIVERSITAET TUEBINGEN MEDIZINISCHE FAKULTAET; COTTON, Jonathan; KUEHN, Anna; MAURER, Andreas; PICHLER, Bernd; SCHULZE-OSTHOFF, Klaus; FUCHS, Kerstin; KRUEGER, Marcel Andre; ZENDER, Lars; (42 pag.)WO2018/153966; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 100366-75-4, 2-Iodo-5-trifluoromethylpyridine, 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, Recommanded Product: 2-Iodo-5-trifluoromethylpyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Iodo-5-trifluoromethylpyridine

General procedure: In a glove box, a flame-dried pressure Schlenk tube was charged with NaI(0.3 equiv). The Schlenk tube was taken out of the glove box and charged with amide 1 (1.5equiv), iodopyridine reagent (1 equiv), Ag2CO3 (1.5 equiv), (BnO)2PO2H (0.2 equiv) andPd(OAc)2 (0.1 equiv). DMA and Toluene (1:20 in v/v ratio, 0.1 M) were added. The tube wastightly closed and flushed with argon by three freeze-pump-thaw cycles. The mixture was stirredat 130 C for 24 h. Subsequently, it was diluted with EtOAc (40 mL) and washed with brine (2 ×20 mL) and water (20 mL). The organic layer was dried over Na2SO4, filtered and concentrated invacuo. The crude product was purified by flash chromatography (hexane/ EtOAc in 85/15 to 50/50v/v ratio). Unless otherwise noted, the reactions were run on 0.1 mmol scale.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100366-75-4, 2-Iodo-5-trifluoromethylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Hu, Peng; Bach, Thorsten; Synlett; vol. 26; 20; (2015); p. 2853 – 2857;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 80194-68-9, 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. 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid, molecular formula is C7H3ClF3NO2, 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.

Production Example 17(1) A mixture of N2-methyl-5-pentafluoroethyl-pyridin-2 , 3- diamine (590 mg) , 3-chloro-5-trifluoromethyl-pyridin-2- carboxylic acid (560 mg) , WSC (520 mg) , HOBt (35 mg) , and pyridine (5 ml) was stirred at room temperature for 5 hours To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure to give intermediate compound (M20-17) .

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 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; TAKAHASHI, Masaki; TANABE, Takamasa; ITO, Mai; NOKURA, Yoshihiko; IWATA, Atsushi; WO2013/18928; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7598-35-8, Adding some certain compound to certain chemical reactions, such as: 7598-35-8, name is 2-Bromopyridin-4-amine,molecular formula is C5H5BrN2, 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 7598-35-8.

2-Bromo-5-iodopyridin-4-amine (5); [00192] 4-Amino-2-bromopyridine (22.8g, 131 .8mmole) and sodium acetate (20.8g 254mmole) were stirred in acetic acid (82ml_) and a solution of iodine monochloride (1 M in acetic acid, 134ml_, 134 mmole) was added. The mixture was stirred and heated at 75C for 3 hours. Most of the acetic acid was evaporated and the residue was partitioned between water (500ml_) and ethyl acetate (550ml_). The aqueous was again extracted with ethyl acetate (300ml_) The combined extracts were washed twice with 10% sodium carbonate solution (600, 300ml_), with 10% sodium thiosulfate solution (200ml_), with water and with brine, then dried and evaporated. This gave 40.3g of a crude product mix. This was combined with the crude product from a reaction on 7.5g of 4-amino-2- bromopyridine for purification. A large silica column (9cm internal diameter with 28cm bed of silica) was prepared in 5% ethyl acetate in dichloromethane. The crude material was applied in the same solvent. The column was eluted with 5% ethyl acetate in dichloromethane, with 10% ethyl acetate in dichloromethane and with 20% ethyl acetate in dichloromethane to give the desired isomer 5 (20.2g, 38%): 1 H-NMR (CDCI3, 500MHz): delta 4.74 (br s, 2H, NH2), 6.80 (s, 1 H), 8.34 (s, 1 H); and subsequently with 1 :1 ethyl acetate:dichloromethane to give 6 undesired isomer: 2-bromo-3-iodopyridin-4- amine 6 (19.3g, 37%).

According to the analysis of related databases, 7598-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BAVETSIAS, Vassilios; ATRASH, Butrus; NAUD, Sebastien Gaston Andre; SHELDRAKE, Peter William; BLAGG, Julian; WO2012/123745; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 152398-05-5, 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 152398-05-5, name is 3-Aminopyridine-4-methanol. This compound has unique chemical properties. The synthetic route is as follows.

Manganese dioxide (29 gr.; 334 mmoles) was added, in one portion, at room temperature, to a suspension of 3-amino-4-hydroxymethyl pyridine 290 (5.0 gr.; 40.3 mmoles) in 500 ml of chloroform with good stirring. After two days, the solid is filtered through a pad of Celite and washed with chloroform. Removal of the solvent using reduced pressure yielded 4.2 grams (85%) of Compound 291 as a yellow solid.

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 152398-05-5, 3-Aminopyridine-4-methanol.

Reference:
Patent; SCHERING CORPORATION; WO2008/108957; (2008); A2;,
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. 52605-98-8, name is 5-Bromo-2,3-dimethoxypyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrNO2

Step 2. N-(6-(5,6-dimethoxypyridin-3-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide Following the procedure described for N-(6-(6-chloro-5-(methylsulfonamido)pyridin-3-yl)imidazo[1,2-b]pyridazin-2-yl)acetamide (Example 19), N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetamide (0.132 g, 0.627 mmol) was reacted with bis(pinacolato)diboron (0.207 g, 0.815 mmol), DMSO (6.00 mL, 84.5 mmol) and potassium acetate (0.246 g, 2.51 mmol) and dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (0.050 g, 0.062 mmol, Strem Chemical, Inc., Newburyport, Mass.) for 6 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, 52605-98-8, 5-Bromo-2,3-dimethoxypyridine.

Reference:
Patent; Booker, Shon; Kim, Tae-Seong; Liao, Hongyu; Liu, Longbin; Norman, Mark H.; Peterson, Emily Anne; Stec, Markian; Tamayo, Nuria A.; US2009/163489; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 38180-46-0, name is 3-Chloro-2-cyanopyridine, 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. Safety of 3-Chloro-2-cyanopyridine

To a mixture of 3-chloropyridine-2-carbonitrile (54 g) and THF (300 mL) was added dropwise a 1 M solution of methylmagnesium bromide in THF (500 mL) under ice-cooling. The reaction mixture was stirred under ice-cooling for 2 hours. The resulting reaction mixture was added to 2N hydrochloric acid under ice-cooling, and the mixture was stirred for 30 minutes. To the mixture was added a 1N aqueous solution of sodium hydroxide so that the pH of the solution was set to be 8, and then the mixture was extracted with ethyl acetate. The resulting organic layers were washed with saturated brine, and then the organic layers were dried over anhydrous sodium sulfate. The organic layers were concentrated under reduced pressure to give the Intermediate compound 7 represented by the following formula (58 g). Intermediate compound 7: 1H-NMR (CDCl3) delta: 8.55 (1H, dd), 7.80 (1H, dd), 7.38 (1H, dd), 2.70 (3H, s).

With the rapid development of chemical substances, we look forward to future research findings about 38180-46-0.

Reference:
Patent; Sumitomo Chemical Company, Limited; TANABE, Takamasa; NOKURA, Yoshihiko; ORIMOTO, Kohei; NAKAJIMA, Yuji; (67 pag.)US2019/40038; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6000-50-6, 2,3-Dihydro-1H-pyrrolo[3,4-c]pyridine dihydrochloride, 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

Step 8. tert-Butyl S)-1-[^[1H.2H.3H-pyrrolof3.4-c]pyridin-2- yl]carbonyl)amino]methyl]-6-azaspiro[2.51octane-6-carboxylate. A solution of tert- butyl (1 S)-l -(aminomethyl)-6-azaspiro[2.5]octane-6-carboxylate (5 g, 20.80 mmol, 1.00 equiv), 4-nitrophenyl chloroformate (4.4 g, 21.83 mmol, 105 equiv) and D1PEA (10 mL) in THF (200 mL) was stirred overnight at rt. 1 H,2H,3H-Pyrrolof3,4- c]pyndine dihydrochloride (44 g, 2279 mmol, 9.24 equiv) was then added and the reaction mixture was stirred overnight at rt The resulting mixture was concentrated under vacuum. The residue was purified on a silica gel column eluted with DCM/MeOH (20/1 ) to give 2.3 g of tert-butyl (lS)-l-[[([lH,2H,3H-pyrrolo[3,4- c]pyndin-2-yl]carbonyl)amino]methyl]-6-azaspiro[2.5]octane-6-carboxylate as a light yellow solid TLC: DCM MeOH =10:1, R, = 0.4.

The synthetic route of 6000-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH,INC.; FORMA TM, LLC; YUEN, Po-Wai; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; DRAGOVICH, Peter; LIU, Xiongcai; PATEL, Snahel; ZAK, Mark; ZHAO, Guiling; ZHANG, Yamin; ZHENG, Xiaozhang; WO2013/127269; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem