Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 138588-22-4, 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine, 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, 138588-22-4, blongs to pyridine-derivatives compound. Formula: C7H6N4S

3-Pyridm-2-yl-[l,2,4]thiadiazol-5-yIamine (50 mg, 0.28 mmol) and p-chlorobenzoic acid (44 mg, 0.28 mmol) were mixed in 1 mL of anhydrous dimethvlformamide, to which solution was added N,N-diisopropylethylamine (0.1 mL, 0.58 mmol) followed by addition of 1 – [his(dimethylammo)methylene]~ 1H- 1 ,2,3-triazolo[4,5-b]pyridinium 3 -oxide hexafluorophosphate (1 14 mg, 0.30 mmol). The mixture was stirred under nitrogen at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate, filtered and concentrated. The crude product was purified by flash chromatography to obtain Compound 7 as a white solid (53.5 mg, 60%). NMR (400 MHz, DMSO-rfe) delta ppm 7.36 – 7.64 (m, 1 H) 7.69 (d, J=8.69 Hz, 2 H) 7.91 – 8.10 (m, 1 H) 8.12 – 8.34 (m, 3 H) 8.72 (d, J=4.00 Hz, 1 H); LCMS (M/Z): M+HT’ 317.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,138588-22-4, its application will become more common.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 100202-78-6, 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 100202-78-6 as follows.

EXAMPLE 14 SYNTHESIS OF (2-DIMETHYLAMINO-3,5,6-TRIFLUOROPYRIDIN-4-YL)METHYL CIS-3-(2-CHLORO-3,3,3-TRIFLUOROPROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE By the method of Example 2, 0.5 g (0.002 mole) of 2-dimethylamino-4-hydroxymethyl-3,5,6-trifluoropyridine (from Example 13) was reacted with 0.6 g (0.002 mole) of cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride to produce, after purification through a short silica gel column and the Chromatotron, 0.45 g of (2-methoxy-3,5,6-trifluoropyridin-4-yl)methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate as an oil, Compound No. 20 of the tables below. Analysis calc’d for C17 H17 ClF6 N2 O2: C 47.38; H 3.95; N 6.50; Found: C 47.69; H 4.09; N. 6.55.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100202-78-6, its application will become more common.

Reference:
Patent; FMC Corporation; US4701464; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1133879-69-2, 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 1133879-69-2, name is 3-Fluoro-5-vinylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

According to the analysis of related databases, 1133879-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
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. 4214-74-8, name is 3,5-Dichloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4Cl2N2

K: 2-Amino-3,5-dichloropyridine J (10 g, 61.3 mmol) was dissolved in an aqueous HBr solution (100 mL 48% HBr, 200 niL H2O), then cooled to O0C. Br2 (10 mL) was added in one portion, followed by the dropwise addition OfNaNO2 solution (6.35 g, 92.0 mmol, 15 mL H2O). The mixture was stirred at O0C for 30 minutes, then allowed to warm to room temperature before being heated to 7O0C for 30 minutes. The cooled mixture was then neutralised with KOH solution (5.0 M) then extracted with ethyl acetate (3 x 200 mL), dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (1:4 EtOAc, hexane) providing 8.2 g (59%) of K as a yellow crystalline solid. 1H NMR (300 MHz, CDCl3): delta 8.27 (d, J= 2.1 Hz, IH), 7.77 (d, J= 2.1 Hz, IH).

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, 4214-74-8, 3,5-Dichloropyridin-2-amine.

Reference:
Patent; BIONOMICS LIMITED; WO2008/70908; (2008); 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.61310-37-0, name is 2-(Pyridin-2-yl)pyrimidin-4-amine, molecular formula is C9H8N4, molecular weight is 172.19, as common compound, the synthetic route is as follows.Safety of 2-(Pyridin-2-yl)pyrimidin-4-amine

General procedure: 1.1 eq of the appropriate acid and 1 eq of 25 was dissolved in 1 ml of HOBt solution in DMF (9.5percent wt). Then 1.2 eq of EDC was added and reaction mixture was left stirring at rt overnight (16-18h). After completion of the reaction, monitored by LCMS, the reaction mixture was diluted with 4 ml of distilled water and left at ultrasonic bath for 30-40 min. The resulting residue was filtered off, washed by water and dried under high vacuum to give the target compound. If there was no residue formed the aqueous solution was extracted by 4 ml of DCM and the organic layer was washed by water (2*4ml) and the solvent was removed under reduced pressure to give the target compound. In case of low purity of the final compound was subjected to preparative HPLC purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,61310-37-0, 2-(Pyridin-2-yl)pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; SHY THERAPEUTICS LLC; HADARI, Yaron R.; CARTA, Luca; SCHMERTZLER, Michael; WILLIAMS, Theresa M.; REYNOLDS, Charles H.; HUTCHESON, Rebecca; (1452 pag.)WO2018/237084; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 112110-07-3, 5-(Trifluoromethyl)pyridin-3-amine, 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, Quality Control of 5-(Trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Quality Control of 5-(Trifluoromethyl)pyridin-3-amine

1-{r(5S,7S)-2-Oxo-3-(2-propyn-1-yl)-1-oxa-3-azaspiror4.5ldec-7-yllmethyl)-1 H-benzimidazole-6- carbonitrileTo a solution of 5-(trifluoromethyl)-3-pyridinamine (0.150 g, 0.925 mmol) in EtOAc (3 mL) at 0 C was added concentrated HCl (0.5 mL). The reaction mixture was stirred for 10 min, then a solution of sodium nitrite (0.192 g, 2.78 mmol, 3 eq; dissolved in 1 mL of water) was added over 2 min. The reaction mixture was then stirred for 30 min. A solution of sodium azide (0.180 g, 2.78 mmol) (3 eq; dissolved in 1 mL of water) was then added over 5 min. After 1 h, a solution of 10% Na2C03 was added to the mixture to make the solution a pH 9-10. The mixture was then extracted with EtOAc (2 x 10 mL). Organic layers were dried over MgS04, filtered, and concentrated in vacuo. The product was placed in high vacuum for 30 min. 1-{[(5S,7S)-2-oxo-3- (2-propyn-1-yl)-1-oxa-3-azaspiro[4.5]dec-7-yl]methyl}-1 H-benzimidazole-6-carbonitrile was obtained as a low viscosity dark orange oil (100 mg, 57% yield).

The synthetic route of 112110-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl; CHEUNG, Mui; EIDAM, Hilary, Schenck; GOODMAN, Krista, B.; HAMMOND, Marlys; HILFIKER, Mark, A.; HOANG, Tram, H.; PATTERSON, Jaclyn, R.; STOY, Patrick; YE, Guosen; WO2013/12500; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 82090-52-6, Adding some certain compound to certain chemical reactions, such as: 82090-52-6, name is Imidazo[1,2-a]pyridin-2-ylmethanol,molecular formula is C8H8N2O, 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 82090-52-6.

Example 21; N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-(imidazo[1,2-a]pyridin-2- ylmethoxy) pyrimidine-5-carboxamide A mixture of N- {5-[(cyclopropylanaino) carbonyl]-2-methylphenyl}-2- (methylsulfonyl) pyrimidine-5-carboxamide (120mg, 0. 32mmol), imidazo [1, 2-a] pyridine-2- methanol (48mg, 0. 32mmol) and potassium carbonate (44mg, 0. 32mmol) in THF (5mL) was heated to 67C for 3.5 h. The mixture was cooled to room temperature and partitioned between DCM and water and the layers separated. The aqueous layer was extracted with DCM and the combined organic extracts dried (Mg04), filtered and concentrated at reduced pressure to give a yellow oil. This material was purified by silica column chromatography, eluting with a gradient of 0 to 8% methanol in DCM to give the title compound as a white solid (33 mg, 23%); NMR Spectrum: (DMSOd6) 0.57 (m, 2H), 0.67 (m, 2H), 2.27 (s, 3H), 2. 83 (m, 1H), 5.70 (s, 2H), 7.26 (t, 1H), 7.35 (d, 1H), 7.66 (m, 2H), 7.78 (d, 1H), 7. 83 (d, 1H), 8.30 (s, 1H), 8. 38 (d, 1H), 8. 75 (d, 1 H), 9. 17 (s, 2H), 10.16 (s, 1H) ; Mass Spectrum : M-H- 441, M+H+ 443.

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. 82090-52-6, Imidazo[1,2-a]pyridin-2-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (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.135450-23-6, name is 6-(Chloromethyl)-2-cyanopyridine, molecular formula is C7H5ClN2, molecular weight is 152.58, as common compound, the synthetic route is as follows.Quality Control of 6-(Chloromethyl)-2-cyanopyridine

Reference Example 149-1 tert-Butyl {2-[1-(6-cyanopyridin-2-ylmethyl)-3-methyl-2-oxobutyl]-5-methoxyphenyl}carbamate Under an argon atmosphere, to a solution of tert-butyl [5-methoxy-2-(3-methyl-2-oxobutyl)phenyl]carbamate (337 mg) in N,N-dimethylformamide (4 mL) was added sodium hydride (50-72% in oil, 56 mg) under ice-cooling, and the mixture was stirred for 30 minutes. 6-(Chloromethyl)pyridine-2-carbonitrile (167 mg) was added thereto, followed by stirring for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (271 mg). 1H-NMR (CDCl3) delta ppm: 0.91 (3H, d, J=6.5 Hz), 1.07 (3H, d, J=7.3 Hz), 1.57 (9H, s), 2.56-2.72 (1H, m), 3.18 (1H, dd, J=8.2, 15.9 Hz), 3.61 (1H, dd, J=6.8, 15.9 Hz), 3.77 (3H, s), 4.65-4.74 (1H, m), 6.58 (1H, dd, J=2.8, 8.7 Hz), 6.92 (1H, d, J=8.7 Hz), 7.22-7.29 (1H, m), 7.35 (1H, d, J=2.8 Hz), 7.46-7.60 (2H, m), 7.65 (1H, t, J=7.8 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,135450-23-6, 6-(Chloromethyl)-2-cyanopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Tatani, Kazuya; Kondo, Atsushi; Kondo, Tatsuhiro; Kawamura, Naohiro; Seto, Shigeki; Kohno, Yasushi; US2013/317065; (2013); 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. 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(Hydroxymethyl)-4-nitropyridine

A 200-mL round-bottomed flask was charged with n-butanol (50 mL) and NaH (2.12 g, 53.57 mmol) and stirred at 0 C under inert atmosphere for 1 h. After, (4~nitropyndin-2~yl)methanol (1.0 g, 6.5 mmol) was added to the stirring reaction mixture. The resulting reaction mixture was refluxed for 20 h. After this period, the reaction mixture was cooled with an ice bath, quenched with saturated aqueous NFUC and concentrated in vacuo. The resulting reside was extracted with EtOAc (3 c 75 mL). The combined organic layers were dried over anhydrous Na2S04, filtered, and concentrated in vacuo. The crude material purified by flash chromatography (80 to 100% EtOAc in hexanes) on silica gel (55 mL) to afford (4- butoxypyridin-2-yl)methanol (599 mg, 51 % yield) as a brown 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, 98197-88-7, 2-(Hydroxymethyl)-4-nitropyridine.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; KOIDE, Kazunori; BEIN, Kiflai; BRESSIN, Robert, Kruger; BURROWS, James, Proviano; GAMBINO, Adriana; LEIKAUF, George, D.; PHAM, Dianne; (80 pag.)WO2020/27905; (2020); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113293-70-2, 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 113293-70-2 as follows.

2,6-dichloroisonicotinaldehyde (25.3 g, 144 mmol) in toluene (205 mL)as well asethylene glycolTo a solution in (12.06 mL, 216 mmol),p-Toluenesulfonic acid monohydrate (0.54 g, 2.87 mmol) was added in one portion.The reaction was heated to reflux using a Dean-Stark trap apparatus for 16 hours.Cool the reaction to room temperature,Add 200 mL of ethyl acetate,Quenched by addition of aqueous NaHCO3. Separate the layers,The aqueous phase was extracted with ethyl acetate (2 × 20 mL). The combined organic extracts are then washed once more with NaHCO3,Dried over MgSO4, filtered and concentrated.The product was purified by silica gel chromatography eluting with 5-40% ethyl acetate: heptane,The product (24.8 g, 78% yield) 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,113293-70-2, its application will become more common.

Reference:
Patent; Abbvie Incorporated; Argiriadi, Maria A.; Breinlinger, Eric C.; Chien, Ellen Yulin Tsai; Cowart, Marlon D.; Frank, Kristine E.; Friedman, Michael M.; Hardy, David J.; Herold, J. Martin; Liu, Huaqing; Chu, Wei; Scanio, Marc J.; Schrimpf, Michael R.; Vargo, Thomas R.; Van Epps, Stacy A.; Webster, Matthew P.; Little, Andrew J.; Dunstan, Teresa A.; Katcher, Matthew H.; Schedler, David A.; (232 pag.)JP6557436; (2019); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem