Tag: M.W:100-200

Related Products of 14254-57-0, 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. 14254-57-0, name is Isonicotinoyl chloride. A new synthetic method of this compound is introduced below.

General procedure: Compound 14 was prepared from 2f and isonicotinoyl chloride in a similar manner to that described for the synthesis of compound 3 and obtained in 28% yield as a white solid. M.p. 225-227 C. 1H NMR (400 MHz, DMSO-d6, T = 90 C) delta 0.59 (brs, 3H), 0.78 (brs, 4H), 1.40-1.59 (m, 2H), 2.24-2.36 (m, 1H), 2.63 (dt, J = 13.3, 6.8 Hz, 1H), 3.00 (s, 3H), 3.50 (dd, J = 12.5, 7.1 Hz, 1H), 4.23-4.36 (m, 1H), 6.76 (brs, 1H), 6.98-7.10 (m, 2H), 7.26 (brs, 2H), 8.58 (brs, 2H), 10.29 (brs, 1H). 13C NMR (151 MHz, DMSO-d6) delta 20.4, 23.5, 24.9, 33.0, 45.4, 50.8, 51.5, 57.4, 70.4 (d, JC-F = 1.1 Hz, 1C), 109.1 (d, JC-F = 7.7 Hz, 1C), 111.6 (d, JC-F = 24.9 Hz, 1C), 115.4 (d, JC-F = 23.2 Hz, 1C), 120.9 (s, 2C), 128.4 (d, JC-F = 7.7 Hz, 1C), 138.8 (s, 1C), 143.2 (s, 1C), 150.2 (2C) 157.6 (d, JC-F = 236.6 Hz, 1C), 165.7, 168.6, 175.0. MS m/z 426 (M+H)+. Anal. Calcd for C23H24FN3O4¡¤0.1H2O: C, 64.66; H, 5.71; N, 9.83. Found: C, 64.40; H, 5.80; N, 9.84.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14254-57-0, Isonicotinoyl chloride, and friends who are interested can also refer to it.

Reference:
Article in Press; Ito, Masahiro; Iwatani, Misa; Yamamoto, Takeshi; Tanaka, Toshio; Kawamoto, Tomohiro; Morishita, Daisuke; Nakanishi, Atsushi; Maezaki, Hironobu; Bioorganic and Medicinal Chemistry; (2017);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55589-47-4, 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. 55589-47-4, name is 3-Methylpicolinaldehyde, molecular formula is C7H7NO, 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.

The compound (104.9 mg) obtained in Example 47-3 was dissolved in methanol (3.2 ml) and then added with the compound (36.3 mg) obtained in Example 53-1 and sodium cyanoborohydride (31.4 mg). Then, the solution was adjusted to pH 5 with acetic acid and then stirred at room temperature for 14 hours. After completion of the reaction, a 1 mol/l sodium hydroxide aqueous solution was added to the reaction solution, followed by separation/extraction with chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was then distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate) and then treated with hydrochloric acid, thereby obtaining hydrochloride (91.5 mg) of the subject compound as a white solid. MS(FAB,Pos.)m/z=525[M+H]+1H-NMR(500MHz,DMSO-d6) :delta=0.88(6H,t,J=7.3Hz),1.60-1.80(4H,m),2.37(3H,s),2.95(4H,t,J=7.1Hz),3.84(2H,s),4.16(2H, s),4.25(2H,s),4.28(2H,s),7.53(2H,d,J=8.5Hz),7.55(2H,d,J=8.3H z),7.62(2H,s),7.76(1H,dd,J=4.8,7.6Hz),7.83(2H,d,J=8.5Hz),7.8 6(2H,d,J=8.3Hz),8.22(1H,d,J=7.6Hz),8.65(1H,d,J=4.9Hz).

According to the analysis of related databases, 55589-47-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1550657; (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 94166-64-0, name is 2-Chloro-6-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3ClN2O2

To a solution of 2-chloro-6-nitropyridine (2.0g, 22.96mmol, 1.5eq) and 3-methoxyazetidine (2.43g, 15.30mmol, l .Oeq) in dimethyl sulfoxide (20mL) was added sodium bicarbonate (2.57g, 30.60mmol, 2.0 eq). Reaction mixture was stirred at 80C for 4h. After completion of reaction, reaction mixture was transferred into water and extracted with ethyl acetate. Organic layer was combined, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 20% ethyl acetate in hexane as eluant to obtain pure 98.1 (2.0g, 62.47 %). MS(ES): m/z 210.21 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 94166-64-0.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69214-09-1, 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.69214-09-1, name is 5-Bromoimidazo[1,2-a]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

Method 33 3-Acetvl-5-bromoimidazo[1,2a]pyridine Aluminium chloride (10.2g, 77mmol) was added in portions over 10 minutes to a solution of 5-bromoimidazo[1,2a]pyridine (Method 32; 5.0g, 26mmol) in dichloromethane (100ml) cooled to 0C. The mixture was heated to reflux and acetyl chloride (2.54ml, 36mmol) was added over 15 minutes. The mixture was heated at reflux for 24 hours, cooled to 0C, and further aluminium chloride (10.2g, 77mmol) followed by acetyl chloride (3.26ml) were added. The mixture heated at reflux for 24 hours and then the volatiles were removed by evaporation. Iced water was added, the mixture was basified with 2M aqueous sodium hydroxide solution and extracted with ethyl acetate. The extracts were washed with water, dried and the solvent evaporated to the title compound which was used without further purification 4.0g. NMR: 2.58 (s, 3H), 7.74-7.82 (m, 2H), 8.62 (s, 1H), 9.62 (s, 1H); m/z: 241 [MH]+

Statistics shows that 69214-09-1 is playing an increasingly important role. we look forward to future research findings about 5-Bromoimidazo[1,2-a]pyridine.

Reference:
Patent; AstraZeneca AB; EP1214318; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 56809-84-8 ,Some common heterocyclic compound, 56809-84-8, molecular formula is C5H2Cl2N2O2, 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 tert-butyl 4-aminopiperidine-1-carboxylate (4.47 g, 22.39 mmol) in DMF (60 mL) were added DIPEA (4.68 mL, 26.87 mmol) and 3,4-dichloro-5-nitropyridine (4.3 g, 22.39 mmol) and the resulting reaction mixture was stirred at 80 C for 16 h. The reaction mixture was cooled to room temperature and diluted with chilled water and the organic components were extracted in EtOAc. The organic layer was washed water, brine and dried over anhyd. Na2504. The organic layer was then concentrated in vacuo to obtain crude product as dark brown oil. The crude material was purified by silica gel (100-200 mesh) column chromatography using 20% EtOAc/Hexane as eluent to afford the title compound (2 g, 25%) as a solid.

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. 56809-84-8, 3,4-Dichloro-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVIR AB; AYESA, Susana; ERSMARK, Karolina; KALAYANOV, Gennadiy; LEIJONMARCK, Marie; SALVADOR ODEN, Lourdes; WESTERLIND, Hans; WAeHLING, Horst; BERTRAND, Megan; BROCHU, Christian; GHIRO, Elise; KUHN, Cyrille; STURINO, Claudio; BYLUND, Johan; SEHGELMEBLE, Fernando; (215 pag.)WO2017/18924; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98198-48-2, 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 98198-48-2 as follows.

Step A: N-(‘5-bromo-4-methylpyridin-2-yl -2,2-dimethylpropanamide: To a solution of 5- bromo-4-methylpyridin-2-amine (20.6 g, 1 10 mmol) in 80 mL of pyridine was added trimethylacetyl chloride (19.9g, 165 mmol) dropwise. The reaction mixture was allowed to stir at room temperature for 12 hours. The mixture was diluted with water and extracted with dichloromethane (3 x). The organic layers were washed with water (2 x) and brine, dried over Na2S04 and concentrated to provide crude product, which was purified by chromatography. On elution with 2->20% EtOAc / hexanes N-(5-bromo-4-methylpyridin-2-yl)-2,2- dimethylpropanamide was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98198-48-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DONG, Shuzhi; PASTERNAK, Alexander; GU, Xin; FU, Qinghong; JIANG, Jinlong; DING, Fa-Xiang; TANG, Haifeng; DEJESUS, Reynalda, K.; SUZUKI, Takao; WO2015/100147; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58584-63-7, 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 58584-63-7 as follows.

(6-Methoxypyridin-3-yl)methanol (250 mg, 1.797 mmol, commercially available from, forexample, Fluorochem) was dissolved in chloroform (20 mL) in a 50 mL round-bottomed flask, opento the atmosphere and phosphorus tribromide (0.188 mL, 1.989 mmol) was added slowly at 0 C. The reaction mixture was stirred at rt for 1 h. The aqueous layer was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with brine (30 mL), passed through a hydrophobic frit and evaporated under vacuum. The resulting oil was loaded in DCM and purified byBiotage Isolera SNAP 25 g silica chromatography using a gradient of O-4O% cyclohexane/ethyl acetate. The product containing fractions were combined to give the title compound (160 mg, 0.792 mmol, 44.l% yield) as a colourless oil.LCMS (2 mm Formic):Rt = 0.93 mi [MH] = 202.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58584-63-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ATKINSON, Stephen John; AYLOTT, Helen Elizabeth; COOPER, Anthony William James; DEMONT, Emmanuel Hubert; HARRISON, Lee Andrew; HAYHOW, Thomas George Christopher; LINDON, Matthew J; PRESTON, Alexander G; SEAL, Jonathan Thomas; WALL, Ian David; WATSON, Robert J; WOOLVEN, James Michael; (308 pag.)WO2017/37116; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1206972-45-3, 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.1206972-45-3, name is 2-Chloro-5-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, molecular weight is 197.54, as common compound, the synthetic route is as follows.

2-Chloro-5-(trifluoromethoxy)pyridine (int-80) (1.0 g, 5.06 mmol), sodium tertbutoxide (0.97 g, 10.12 mmol) and benzophenone imine (int-81) (1.10 g, 6.07 mmol) were dissolved in toluene (15 mL). Then Pd2(dba)3 (92.60 mg, 0.10 mmol) and DPEPhos (109.0 mg, 0.20 mmol) were added under nitrogen atmosphere. The mixture was heated at 80 C for 2 h. Then it was filtered and washed with EtOAc (20 mL). The filtrate was treated with 3 M HC1 (50 mL) at 50 C for 4 h. The phases were separated and the aq. phase was basified with 10% NaOH to pH 10. The aq. phase was extracted with EtOAc (3 x 50 mL). The combined organic layers was dried over anhydrous Na2SO4 and concentrated in vacuo. Crude 5-(trifluoromethoxy)pyridin-2-amine (int-82) (400 mg, 44%) was used directly in the next step without further purification. MS (ESI): mlz 178.9 [M+H] .

Statistics shows that 1206972-45-3 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-(trifluoromethoxy)pyridine.

Reference:
Patent; ACTAVALON, INC.; DNEPROVSKAIA, Elena V.; HOLZWARTH, Michael S.; (160 pag.)WO2018/81612; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]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, SDS of cas: 633328-33-3, blongs to pyridine-derivatives compound. SDS of cas: 633328-33-3

General procedure: To a stirred solution of 3-bromo-1 H-pyrazolo[4,3-b]pyridine (500 mg, 2.52 mmol) in DMF, NaH (60%) (201 mg, 5.04 mmol) was added at 0C and it was stirred for 15min. Then, 1 -bromo-2-methoxyethane (420 mg, 3.02 mmol) was added and the reaction mixture was stirred at rt for 2h. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography on 230-400 silica using 45% EtOAc in pet ether as an eluent to afford the title compound (430 mg, 66%) as a gummy solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-33-3, 3-Bromo-1H-pyrazolo[4,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); 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. 89-00-9, name is Pyridine-2,3-dicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H5NO4

To a solution of pyridine-2,3-dicarboxylic acid (50.0 g, 0.299 mol) in methanol (500 ml) was added con. sulfuric acid (20 ml). After heated to reflux for 24 hours, the mixture wasbasified with saturate sodium carbonate solution until pH=8 and then extracted with ethyl acetate. The combined extracts were washed with brine, dried over magnesium sulphate, filtered and evaporated to give D78 (45.7 g) as a white solid. 1H NMR (ODd3) 6 ppm = 3.95 (s, 3H), 4.01 (s, 3H), 7.51 (m, 1H), 8.18 (dd, J = 6.4, 1.6Hz, 1 H), 8.77 (dd, J = 6.8, 2.0 Hz, 1 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, 89-00-9, Pyridine-2,3-dicarboxylic acid.

Reference:
Patent; ROTTAPHARM SPA; STASI, Luigi Piero; ROVATI, Lucio Claudio; ARTUSI, Roberto; COLACE, Fabrizio; MANDELLI, Stefano; PERUGINI, Lorenzo; WO2013/92893; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem