Tag: M.W:100-200

Reference of 886365-56-6, 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 886365-56-6 as follows.

A mixture of 5-fluoro-3-methylpyridin-2-amine (3.3 g, 26.2 mmol) and dimethyl malonate(15.0 mL, 0.13 mol, 5.0 eq.) was heated at 210 C for 1.5 h. After cooling to room temperature,the precipitate was filtered and washed with ACN (3x) to give 7-fluoro-2-hydroxy-9-methyl- pyrido[1,2-a]pyrimidin-4-one as a dark solid (2.3 g), which was used directly in the next step. MS mlz 195.1 [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,886365-56-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GILLESPIE, Robert Jack; HASANE, Ratni; SARIE, Jerome Charles; (89 pag.)WO2016/184832; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 14432-12-3, 4-Amino-2-chloropyridine, 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, 14432-12-3, blongs to pyridine-derivatives compound. category: pyridine-derivatives

(a) Sodium azide (1.31 g) and ammonium chloride (1.07 g) were added to a solution of 4-amino-2-chloropyridine (2 g) in dimethylformamide (20 ml) and the mixture was stirred at 110 C. for 10 hours. After the insoluble material was filtered off, the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography to give 1.83 g of 4-amino-2-azidopyridine, melting point 220 C. (decomposition). PMR(DMSO-d6 /TMS) delta: 6.55(2H, s), 6.67(1H,d,J=2 Hz), 6.76(1H, dd, J=2,8 Hz), 8.78(1H,d,J=8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; US5478838; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1849-53-2, Adding some certain compound to certain chemical reactions, such as: 1849-53-2, name is 3-Methoxypicolinaldehyde,molecular formula is C7H7NO2, 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 1849-53-2.

The compound (31.6 mg) obtained in Example 1-5 was dissolved in methanol (0.3 ml), and the solution was added with 3-methoxy-2-pyridinealdehyde (11.3 mg) that had been synthesized in accordance with a method described in Cominus D. et al ., Tetrahedron Lett., 29 (7), 773 (1988) and stirred at room temperature for 4.5 hours. After completion of reaction, the solvent was distilled off, and the residue was dried in vacuum and re-dissolved in methanol (0.6 ml). The solution was ice-cooled, and sodium borohydride (9 mg) was added to the solution. The resultant solution was returned to room temperature and stirred for 30 minutes. After completion of reaction, the solvent was distilled off, and the residue was dissolved in chloroform. The resultant solution was washed with 0.5 mol/l sodium hydroxide and brine and dried with anhydrous sodium sulfate, and the solvent was distilled off. The residuewas dissolved in chloroform (0.9ml), and methanesulfonic acid (40mul) and methanol (40 mul) were added under ice-cooling, followed by stirring at room temperature for 1.5 hours. After completion of reaction, the solvent was distilled off, and the residue was purified by silica gel column chromatography (chloroform/methanol/water = 7/3/0.5), to thereby obtain a methanesulfonate (36.1 mg) of the subject compound as a white solid. MS(FAB,Pos.):m/z=620[M+1]+1H-NMR(500MHz,DMSO-d6):delta=1.52(3H,d,J=7.1Hz),1.65-1.82(6H,m),2.3 6(12H,s),2.97-3.05(2H,m),3.86(3H,s),4.22(2H,t,J=5.9Hz),4.34(2H ,s),4.46(2H,br),4.55-4.62(1H,m),5.71(1H,quint.,J=7.1Hz),7.43-7 .60(6H,m),7.61(2H,d,J=8.1Hz),7.70(2H,brs),7.83(1H,d,J=7.8Hz),7 .94(1H,d,J=7.1Hz),7.98(2H,d,J=8.1Hz),8.10(1H,d,J=8.5Hz),8.18(1 H,d,J=4.6Hz),8.55(1H,br),8.72(1H,d,J=7.8Hz),8.94(2H,brs).

According to the analysis of related databases, 1849-53-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Chemical Industry Co., Ltd.; EP1431290; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 62150-45-2, 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.62150-45-2, name is 4-Bromopyridine-2-carbonitrile, molecular formula is C6H3BrN2, molecular weight is 183.01, as common compound, the synthetic route is as follows.

[00842] 4-bromopyridine-2-carbonitrile (150 mg, 0.82 mmol), phenyl formate (0.12 ml, 1.07 mmol), palladium(II) acetate (5.52 mg, 0.02 mmol), tri-tert-butylphosphonium tetrafluoroborate (28.54 mg, 0.1 mmol) and N,N-diethylethanamine (0.15 ml, 1.07 mmol) were added to a microwave vessel under an atmosphere of nitrogen. The reaction vessel was de-gassed and back filled with nitrogen (x3), sealed and heated at 140 ¡ãC for 20 mins under microwave irradiation. A further portion of palladium(II) acetate (5.52 mg, 0.02 mmol) and tri-tert-butylphosphonium tetrafluoroborate (28.54 mg, 0.1 mmol) was added and the reaction vessel de-gassed and back filled with nitrogen (x3), sealed and heated at 140 ¡ãC for 45 mins under microwave irradiation. The resultant mixture was diluted with water (4 mL) and DCM (3 mL), stirred vigorously and the phases separated using a phase separator cartridge. The aqueous was re-extracted with DCM (x2) and the organic extracts separated using a phase separator. The combined organic extracts were concentrated in vacuo and purified by chromatography on Si02, eluting with Heptane/EtOAc (gradient 100:0 – 55:45) to afford the title compound (94 mg, 51percent) as a pale yellow gum that solidified on standing. [00843] Method B: LC-MS m/z = 224.9 [M + H]+; RT = 1.11 min.

Statistics shows that 62150-45-2 is playing an increasingly important role. we look forward to future research findings about 4-Bromopyridine-2-carbonitrile.

Reference:
Patent; QUARTET MEDICINE, INC.; ECOLE POLYTECHNIQUE FEDERALE DE LAUSANNE (EPFL); TEBBE, Mark, Joseph; ATTON, Holly, Victoria; AVERY, Craig; BROMIDGE, Steven, Mark; KERRY, Mark; KOTEY, Adrian, Kotei; MONCK, Nathaniel, J.; MENICONI, Mirco; RIDGILL, Mark, Peter; TYE, Heather; SAIAH, Eddine; JOHNSSON, Kai, Peter; GORSKA, Katarzyna, Irena; PENG, Hairuo; MCCALL, John, Michael; (356 pag.)WO2017/59191; (2017); 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 846021-26-9, name is 2-Amino-6-methylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8N2O2

Production example 63 A mixture of 0.27 g of 4-(3-methoxyphenoxy)benzylamine, 0.15 g of 2-amino-6-methylnicotinic acid, 0.15 g of 1-hydroxybenzotriazole, 0.25 g of WSC, 0.35 g of pyridine and 2 ml ofDMF was stirred under heating to reflux for 30 minutes, and then at a room temperature for 1 day. Thereafter, water was added to the reaction mixture, and the precipitated solid was collected by filtration. The obtained solid was successively washed with a sodium bicarbonate aqueous solution, water, MTBE and hexane, and it was then dried, so as to obtain 0.25 g of N-[4-(3-methoxyphenoxy)phenyl]methyl-2-amino-6-methylnicotinic acid amide (hereinafter referred to as the present compound 79).The present compound 79 [Show Image] 1H-NMR (CDCl3) delta: 2.38 (3H, s), 3.78 (3H, s), 4.56 (2H, d, J = 5.6 Hz), 6.24 (1H, br s), 6.38 (2H, br s), 6.44 (1H, d, J = 7.7 Hz), 6.53-6.68 (3H, m), 7.00 (2H, d, J = 8.7 Hz), 7.20-7.25 (1H, m), 7.28-7.32 (2H, m), 7.49 (1H, d, J = 7.7 Hz).

With the rapid development of chemical substances, we look forward to future research findings about 846021-26-9.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248423; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6515-38-4, 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 6515-38-4, name is 3,5,6-Trichloropyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 PREPARATION OF O-(3,5,6-TRICHLORO-2-PYRIDYL) ETHYLPHOSPHONOCHLORIDOTHIONATE 3,5,6-Trichloro-2-hydroxypyridine (9.15 grams; 0.05 mole) and 100 ml of benzene were charged into a glass reaction vessel fitted with a mechanical stirrer and thermometer and the mixture cooled to about 10 C. Triethylamine (5.05 grams; 0.05 mole) was added. The resulting mixture was cooled to 5 C. and ethylphosphonothionic dichloride (8.19 grams; 0.05 mole) dissolved in 10 ml of benzene was added dropwise, with stirring, at this temperature. Stirring was continued for 1 hour at 5 C. The mixture was allowed to warm to room temperature, held an additional 0.5 hour at room temperature, then filtered. The filtered-off solids were washed with benzene and the washings combined with filtrate. The desired product O-(3,5,6-trichloro-2-pyridyl) ethylphosphonochloridothionate was not isolated but was left in solution for further reaction.

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 6515-38-4, 3,5,6-Trichloropyridin-2(1H)-one.

Reference:
Patent; Velsicol Chemical Corporation; US4226859; (1980); A;,
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. 101990-73-2, name is 2-Chloro-4-(chloromethyl)pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 101990-73-2

To a solution of ethyl 5-methyl-lH-l ,2,4-triazole-3-carboxylate (50 mg, 0.28 mmol) and 2-chloro-4-(chloromethyl)pyridine (50 mg, 0.31 mmol) in DMF (2 mL), K2CO3 (116 mg, 0.84mmol) was added. The mixture was stirred at RT overnight, and was then diluted with H20 (20 mL), extracted with EtOAc (3 x 20 mL), 4: 1 CHCl3: PrOH (3 x 20 mL), dried with MgS04 and concentrated under reduced pressure. The crude product was purified on a Biotage pre-packed silica gel column (EtOAc:Hexane 12% to 100% EtOAc) to afford ethyl l-((2- chloropyridin-4-yl)methyl)-5-methyl-lH-l ,2,4-triazole-3-carboxylate (29 mg, 40%) as a white solid. MS(ES+) Ci2H13ClN402 requires: 280 found: 281 [M+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, 101990-73-2, 2-Chloro-4-(chloromethyl)pyridine.

Reference:
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; CARROLL, Christopher, L.; MARSZALEK, Joe; CZAKO, Barbara; JOHNSON, Ryan; THEROFF, Jay; WO2014/31936; (2014); A2;,
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.78607-32-6, name is 3-Amino-2,5-dichloropyridine, molecular formula is C5H4Cl2N2, molecular weight is 163.0047, as common compound, the synthetic route is as follows.Safety of 3-Amino-2,5-dichloropyridine

A mixture of trimethylchlorosilane and 1,2-dibromoethane (7:5 v/v, 0.125 ml) was added dropwise (keeping the T¡ãC below 50¡ãC) to a suspension of zinc powder (422 mg) in dimethylacetamide (3 ml). The mixture was stirred 20 min at room temperature then a solution of l-(t-butoxycarbonyl)-4-iodo-piperidine (1.62 g, prepared in 2 steps from l-(t-butoxycarbonyl)-piperidin-4-one according to J. Org. Chem. 2004, 5120) indimethylacetamide (3 ml) was added dropwise over 5 min (slightly exothermic). The resulting mixture was stirred at room temperature for 30 min then cannulated into a mixture of 2,5-dichloro-3-aminopyridine (603 mg), copper(I) iodide (42 mg) and PdCl2(dppf) (91 mg) in dimethylacetamide (5 ml). The resulting mixture was stirred at 80¡ãC for 3 hours, cooled to room temperature, poured into water, extracted with ethyl acetate, dried over sodium sulfate and concentrated in vacuo. The residue was subjected to silica gel chromatography (ethyl acetate: cyclohexane 3:7) to afford 3-amino-5-chloro-3′,6′-dihydro-2’H-[2,4′]bipyridinyl-r-carboxylic acid tert-butyl ester (535 mg) as a yellow solid. *H NMR (400 MHz, CDC13) 1.4 (s, 9H), 1.8 (m, 4H), 2.6 (m, 1H), 2.8 (m, 2H), 3.7 (br s, 2H), 4.2 (m, 2H), 6.9 (s, 1H), 7.9 (s, 1H).The product thus obtained (448 mg) was treated as described in Example 1, Steps D and E to afford the title product (455 mg) as a white solid. M.p. 63-67 ¡ãC; *H NMR (400 MHz, CDCI3) 1.9 (m, 2H), 2.2 (m, 4H), 2.7 (m, 1H), 3.2 (m, 2H), 3.3 (m, 2H), 6.2 (dt, J = 18, 9 Hz, 1H), 6.5 (d, J = 18 Hz, 1H), 7.1-7.3 (m, 4H), 7.7 (d, J = 5.2 Hz, 1H), 7.8 (s, 1H), 7.9 (m, 1H, NH), 8.3 (d, J = 2.4 Hz, 1H), 8.4 (d, J = 2.4 Hz, 1H), 8.6 (d, J = 4.8 Hz, 1H), 8.7 (d, J = 5.5 Hz, 1H); Retention Time HPLC 1.53 min; MS (ES+) 501/503/505 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,78607-32-6, 3-Amino-2,5-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2006/3494; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 136888-21-6, 2-Chloro-5-fluoro-3-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, Computed Properties of C5H2ClFN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H2ClFN2O2

Diethyl malonate (9.98 g, 62.3 mmol) was diluted in DMF (50 ml), to which was then added 60 wt%sodium hydride (2.266 g, 56.6 mmol) under ice cooling, and the resulting mixture was stirred under ice cooling and at room temperature. After that, a solution of Compound 33 (5.00 g, 28.3 mmol) dissolved in DMF (5 ml) was added to the reaction mixture under ice cooling, and the resulting mixture was stirred at room temperature. After completion of the reaction, ethyl acetate was added to the reaction mixture under ice cooling, and the resulting mixture was washed with 2 mol/L aqueous solution of hydrochloric acid and with water. The obtained organic layer was dried over magnesium sulfate, and then the solvent was removed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography. About 80% portion of the purified product was diluted in DMSO (50 ml), to which were then added water (0.5 ml) and lithium chloride (4.86 g, 115 mmol), and the resulting mixture was stirred at 110C. After completion of the reaction, a mixed solvent of ethyl acetate and hexane was added to the reaction mixture, from which insoluble materials were removed, and which was then washed with water. The obtained organic layer was dried over magnesium sulfate, and then the solvent was removed by concentration under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain Compound 122 (2.98 g). Compound 122; Method B LC/MS retention time = 1.65 min. MS (ESI) m/z = 229.15(M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Shionogi & Co., Ltd.; TAMURA, Yuusuke; HINATA, Yu; KOJIMA, Eiichi; OZASA, Hiroki; (241 pag.)EP3187498; (2017); 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. 53014-84-9, name is 2-Methyl-5-formylpyridine. A new synthetic method of this compound is introduced below., Safety of 2-Methyl-5-formylpyridine

EXAMPLE 3 2-[[4-(3-Methoxy-2-pyridyl)butyl]amino]-5-[(6-methyl-3-pyridyl)hydroxymethyl]-4-(1H)-pyrimidinone 2-[[4-(3-Methoxy-2-pyridyl)butyl]amino]-4-(1H)-pyrimidinone (1.42 g, 0.005 mol) was dissolved in concentrated hydrochloric acid (10 ml) and 2-methyl-5-formylpyridine (1.35 g, 0.012 mol) was added. The solution was stirred at reflux temperature for 24 hours, cooled, basified with 10N sodium hydroxide to pH 8.5 and the product left to separate as an oil. The aqueous mother liquor was decanted and the oil subjected to medium pressure liquid chromatography (Kieselgel 60, 230-400 mesh) with methanolic ammonia: dichloromethane (10:90) as eluent. The relevant fractions were combined and evaporated under reduced pressure to afford the title compound (0.63 g). Crystallisation from aqueous methanol afforded the title product as a white crystalline solid, m.p. 82 C.; delta(CDCl3) 1.6 (4H, m), 2.5 (3H, s) 2.75 (2H, m), 3.3 (2H, m), 3.8 (3H, s), 5.7 (1H, s), 7.1 (3H, m), 7.4 (1H, s), 7.65 (1H dd), 7.9 (1H, dd), 8.5 (1H, m) ppm.

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, 53014-84-9, 2-Methyl-5-formylpyridine.

Reference:
Patent; Smith Kline & French Laboratories Limited; US4569996; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem