Tag: M.W:100-200

Reference of 832715-99-8, 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 832715-99-8 as follows.

A mixture of [6-(3-amino-2-methyl-phenyl)-imidazo[l,2-a]pyrazin-8- yl]-(4-morpholin-4-ylmethyl-phenyl)-amine (150mg; 0.36mmol), benzotriazol-1- yloxytris(dimethylamino)phosphonium hexafluorophosphate (450mg; l.Ommol), and diisopropylethylamine (0.3mL; 1.7mmol) is dissolved in dimethylacetamide (ImL) and stirred at room temperature for 20min. 6-te/t-butyl-nicotinic acid (200mg; l.lmmol) is added and the mixture is stirred at room temperature for 16hr.[00297] Water (1OmL) is added and the mixture is filtered to give 6-?err-Butyl-N-{2-methyl-3-[8-(4-morpholin-4-ylmethyl-phenylamino)-imidazo[l,2-a]pyrazin-6- yl] -phenyl} -nicotinamide as a crude tan solid (120mg). The crude solid is purified by flash chromatography over silica gel to provide the final compound as a pale cream solid (lOOmg)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,832715-99-8, its application will become more common.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; WHITNEY, James A.; DI PAOLO, Julie; VALLECA, Mark A.; BRITELLI, David R.; CURRIE, Kevin S.; DARROW, James W.; KROPF, Jeffrey E.; LEE, Tony; GALLION, Steven L.; MITCHELL, Scott A.; PIPPEN, Douglas A.I.; BLOMGREN, Peter A.; STAFFORD, Douglas Gregory; WO2008/33858; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6854-07-5, 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. 6854-07-5, name is 5-Nitro-2-oxo-3-pyridinecarboxylic Acid. A new synthetic method of this compound is introduced below.

2-Hydroxy-5-nitronicotinic acid (2.7 mmol) in a mixture of /V,/V-di methyl formamidc (2.7 mmol) and thionyl chloride (5 ml) was heated at 80C for 1 h. The mixture was allowed to cool and concentrated in vacuo. To the resulting residue was added ice- water (20 ml) and with vigorous stirring a precipitate formed. The precipitate was filtered off and dried in a vacuum oven to give a white solid (68%). (0180) ESIMS: M-l: 201. (0181) 9.30 (1H, d, H-4), 8.83 (1H, d, H-6).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6854-07-5, 5-Nitro-2-oxo-3-pyridinecarboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; BIONOMICS LIMITED; O’CONNOR, Sue; RATHJEN, Deborah; (55 pag.)WO2019/109150; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 38186-85-5, 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. 38186-85-5, name is 2-Bromo-5-fluoro-3-methylpyridine. A new synthetic method of this compound is introduced below.

To a solution of 2-bromo-5-fluoro-3-methyl-pyridine (4.90 g) in AcOEt (100 ml) and MeOH (10 ml) was subsequently added NEt3 (5.4 ml) and 1,1 ‘- bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane adduct (490 mg) and the mixture was carbonylated at 100 bar CO and 110C for 20 h. The mixture was evaporated and the residue purified by chromatography on silica gel using n- heptane/ AcOEt (7: 1) to give the title compound (3.44 g) as a pale red solid. MS: m/z = 170.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38186-85-5, 2-Bromo-5-fluoro-3-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; SIENA BIOTECH S.P.A.; BANNER, David; GUBA, Wolfgang; HILPERT, Hans; HUMM, Roland; MAUSER, Harald; MAYWEG, Alexander, V.; NARQUIZIAN, Robert; POWER, Eoin; ROGERS-EVANS, Mark; ROMBACH, Didier; WOLTERING, Thomas; WOSTL, Wolfgang; WO2011/138293; (2011); 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. 920966-03-6, name is 4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid, molecular formula is C8H5ClN2O2, 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. Formula: C8H5ClN2O2

To a solution of carboxylic acid 14 in methylene chloride under an atmosphere of nitrogen was added 1.5 equivalents of oxalyl chloride followed by catalytic amount of dimethylformamide. The reaction was stirred for 18 hours before the addition of an excess of methanol. After 2 hours stiffing the reaction was evaporated to dryness to give the title compound 15 as an off-white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 3.87 (s, 3H) 6.62-6.63 (m, 1H) 7.68-7.69 (m, 1H) 8.68-8.70 (m, 1H) 12.37 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 920966-03-6.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); 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. 113209-90-8, name is (4-Chloro-5-fluoropyridin-2-yl)methanol, molecular formula is C6H5ClFNO, 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. Application In Synthesis of (4-Chloro-5-fluoropyridin-2-yl)methanol

To a solution of Intermediate 47 (200 mg) in CH2Cl2 (5 ml) was added manganese oxide (861 mg). The suspension was stirred overnight and filtered eluting with CH2Cl2. The filtrate was concentrated in vacuo to afford 130 mg (66%) of the title compound as a yellow oil. 1H-NMR (delta, ppm, CDCl3): 10.00 (s, 1 H), 8.64 (s, 1 H), 8.06 (d, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 113209-90-8.

Reference:
Patent; GLAXO GROUP LIMITED; EP2080761; (2009); 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.23612-36-4, name is 3-Bromo-1H-pyrrolo[3,2-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.032, as common compound, the synthetic route is as follows.category: pyridine-derivatives

N-BOC-3-bromo-5-azaindole[00146] Referring now to the Scheme 1 as shown in Fig. 1 , a solution of 3.5601g(18.06 mmol) of 3-bromo-5-azaindole (2) and 0.4651 g (3.8 mmol, 21 mol%) of dimethylaminopyridine (DMAP) in 80 ml. of THF was placed in a 250 ml. three-neck round-bottom flask equipped with a magnetic stirrer, thermocouple, nitrogen bleed, and cooling ice bath. A total of 4.7769g (21.88 mmol, 1.2 eq.) of BOC2O was added to the flask at 17C, and the resulting mixture was stirred until starting 3-bromo-5-azaindole disappeared, as monitored by TLC (generally, overnight stirring at room temperature). The resulting yellow solution was concentrated on rotavap, washed with 100 ml. of saturated sodium bicarbonate, and extracted with dichloromethane (3×80 ml_). The organic phase was dried over Na2SO4 and concentrated on rotavap to afford 6.57g of orange solid. This crude material was purified on CombiFlash using hexane/ethyl acetate as eluent to give 5.25g (97% yield) of n-boc-3-bromo-5-azaindole (3) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23612-36-4, 3-Bromo-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ISIS INNOVATION LTD.; EBETINO, Frank, Hallock; MAZUR, Adam; LUNDY, Mark, Walden; RUSSELL, Robert, Graham, Goodwin; WO2010/33981; (2010); A2;,
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. 6515-09-9, name is 2,3,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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 2,3,6-Trichloropyridine

General procedure: For the 5-subsititution was H, F or Cl, the procedure was as follows: A mixture of compound 7 (0.79 g, 5.25 mmol), 5-substituted-2,4-dichloropyrimidine (5 mmol) and DIPEA (1.05 mL,6 mmol) in i-PrOH was heated under reflux for 6 h.Water (100 mL)was added and the solid was filtered off, washed with water and driedto obtain compounds 10a-10c. For the 5-subsititution was methyl or methoxy, the procedure was as follows: To a mixture of compound 7 (1.26 g, 8.4 mmol) and5-substituted-2,4-dichloropyrimidine (8 mmol) was added NaH (60%, 0.38 g, 9.6 mmol) in DMF (6 mL) under ice bath. Then the mixture was stirred for 24 h at room temperature.Water was added dropwise to stop the reaction. The reaction mixture was extracted withdichloromethane (20 mL x 3), and the combined organic layer waswashed with brine (15mL x 2), dried over anhydrous Na2SO4 and concentrated under vacuum to afford the crude product. The residue was purified by column chromatography to obtain compound 10d and 10e. 4.1.5.1. 2-((3,6-Dichloropyridin-2-yl)amino)benzamide (10a).Yield 80%. MP: 222-223 C.1H NMR (400 MHz, DMSO-d6) delta 12.27 (s,1H), 8.88 (d, J = 4.4 Hz, 1H), 8.55 (d, J = 8.0 Hz, 1H), 8.46 (s, 1H), 7.82(dd, J = 7.6, 0.8 Hz, 1H), 7.62-7.58 (m, 1H), 7.24-7.21 (m, 1H), 2.84(d, J = 4.8 Hz, 3H). 13C NMR (100 MHz, DMSO-d6) delta 168.70, 156.63,156.12, 155.25, 138.33, 131.84, 128.11, 123.06, 120.92, 120.77, 114.93,26.36.

With the rapid development of chemical substances, we look forward to future research findings about 6515-09-9.

Reference:
Article; Su, Yue; Li, Ridong; Ning, Xianling; Lin, Zhiqiang; Zhao, Xuyang; Zhou, Juntuo; Liu, Jia; Jin, Yan; Yin, Yuxin; European Journal of Medicinal Chemistry; vol. 177; (2019); p. 32 – 46;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75279-39-9 , The common heterocyclic compound, 75279-39-9, name is N-(4-Aminopyridin-2-yl)acetamide, molecular formula is C7H9N3O, 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.

General procedure: To a solution of 9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-6-phenoxy-9H-Purine (500 mg, 1.181 mmol) and 3-fluoropyridin-4-amine (529 mg, 4.72 mmol) in DMF (5 mL) was added a 60% dispersion of sodium hydride (236 mg, 5.90 mmol) in mineral oil and the mixture was stirred for 3 h. LCMS indicated completion of reaction. The reaction mixture was quenched carefully with water (25 mL) and allowed to stand for two hours. The resulting brown precipitate was filtered and washed with water followed by petroleum ether and dried to afford N-(3-fluoropyridin-4-yl)-9-(4-methoxybenzyl)-2-(6-methylpyridin-2-yl)-9H-purin-6-amine (400 mg, 0.634 mmol, 53.7 % yield) as a brown solid

The synthetic route of 75279-39-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Harikrishnan, Lalgudi S.; Warrier, Jayakumar; Tebben, Andrew J.; Tonukunuru, Gopikishan; Madduri, Sudhakara R.; Baligar, Vishweshwaraiah; Mannoori, Raju; Seshadri, Balaji; Rahaman, Hasibur; Arunachalam; Dikundwar, Amol G.; Fink, Brian E.; Fargnoli, Joseph; Fereshteh, Mark; Fan, Yi; Lippy, Jonathan; Ho, Ching-Ping; Wautlet, Barri; Sheriff, Steven; Ruzanov, Max; Borzilleri, Robert M.; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 1026 – 1034;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 870997-87-8, 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. 870997-87-8, name is 2-Amino-N-methylnicotinamide. A new synthetic method of this compound is introduced below.

Example 1, Step A, Method A and Method B; A 500 ml round bottomed flask was charged with methyl 2- aminopyridine 3-carboxamide 1 (4.5 g, 29.76 mmol) and 1 ,2-dichloroethane(150 ml). The resulting solution was cooled to -40 C while triphosgene (7 g,23.59 mmol) was slowly added. Triethylamine (4.4 g, 43.48 mmol) was then added via a syringe dropwise at this temperature. The reaction mixture was stirred at -40 C for two hours before warming up gradually to room temperature and maintained at this temperature overnight. The suspension was treated with water (100 ml) and saturated sodium carbonate (100 ml) and separated. The aqueous solution was extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated on rotavapor. The residue was dried under house vacuum to provide a deep tan solid (4.1 g). This material was mixed with phosphorus oxychloride (50 ml) in a 250 ml flask. The resulting suspension was refluxed for 4 hours. The excess phosphorus oxychloride was removed by distillation under reduced pressure. The residue was dissolved in methylene dichloride (200 ml) and poured into ice (50 g). The suspension was neutralized with saturated sodium carbonate solution and separated. The organic layer was dried over sodium sulfate, concentrated, and dried under vacuum to afford a black gel (1.4 g), which was used directly for the next reaction without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,870997-87-8, 2-Amino-N-methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA, INC.; WO2008/79279; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 503000-87-1 ,Some common heterocyclic compound, 503000-87-1, molecular formula is C7H6ClNO3, 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.

The intermediate 2-chloro-6-methoxynicotinic acid (3.0 g, 16.00 mmol, 1.0 eq),Potassium carbonate (2.48g,17.94 mmol, 1.1 eq) and methyl iodide (3.07 g, 21.6 mmol, 1.4 eq)Add to DMF solution (35mL), heat to 50 CReaction for 12 hours. The reaction was completely detected by LC-MS and was cooled to room temperature.The reaction solution was directly concentrated under reduced pressure.The crude product was purified by silica gel column chromatography (100-200 mesh silica gel)The product was obtained as a white solid (1.5 g, yield: 47%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,503000-87-1, its application will become more common.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; (67 pag.)CN109810041; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem