Day: August 12, 2021

Related Products of 59782-85-3, 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. 59782-85-3, name is 2,5-Dichloronicotinic acid, molecular formula is C6H3Cl2NO2, 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.

To a stirred solution of 2,5-dichloronicotinic acid (Syn. Commun. 1989, 19, 553-9, 2.0 g, 10.4 mmol) and methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride (step 3 of Example 8, 2.35 g, 10.9 mmol) in dichloromethane (10 mL) was added 1,1′-carbonyldiimidazole (CDI) (1.77 g, 10.9 mmol) in small portions. After being stirred overnight, the reaction mixture was poured into water (80 mL). The precipitated solids were collected by the filtration and dried. The crude product was purified by flush column chromatography on silica gel (100 g) eluding with dichloromethane/ethyl acetate (20/1) to afford 3.4 g (93%) of the title compound as white solids: 1H-NMR (CDCl3) delta 8.42 (1H, d, J=2.6 Hz), 8.10 (1H, d, J=2.6 Hz), 8.04 (2H, d, J=8.6 Hz), 7.46 (2H, d, J=8.6 Hz), 6.82 (1H, d, J=7.3 Hz), 5.40-5.30 (1H, m), 3.92 (3H, s), 1.64 (3H, d, J=7.0 Hz); MS (ESI) m/z 353 (M+H)+, 351 (M-H)-.

According to the analysis of related databases, 59782-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc; US2005/250818; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113770-88-0, 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. 113770-88-0, name is 3-Fluoro-4-cyanopyridine, molecular formula is C6H3FN2, 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.

3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt = 0.51 min, MS (ESIPos): m/z = 135 [M+H]+

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 113770-88-0, 3-Fluoro-4-cyanopyridine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HASSFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; CANCHO-GRANDE, Yolanda; BEYER, Kristin; ROeHRIG, Susanne; KOeLLNBERGER, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; WO2015/67549; (2015); 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. 126325-47-1, name is 6-Bromo-2-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Intermediate 4: 6-Methanesulfonyl-2-methyl-pyridin-3-ylamine; A mixture of 3-amino-6-bromo-2-methylpyridine (ECA International Corporation, Palatine, Ill., USA; 2.0 g, 10.7 mmol), sodium methanesulfinate (Aldrich Chemical Company, Inc., Milwaukee, Wis., USA 5.13 g, 42.8 mmol), copper trifluoromethanesulfonate benzene complex (598 mg, 1.07 mmol), and N,N’-dimethylethylenediamine (115 muL, 1.07 mmol) in dimethylsulfoxide (15 mL) was heated at 150 C. for 4 h. The mixture was cooled and water and ethyl acetate were added. The aqueous layer was extracted three times with ethyl acetate. The combined organic layers were washed twice with water, and then concentrated to approximately 5 mL. This gave a precipitate which was filtered off, washed with a small amount of ethyl acetate and air dried to give 6-Methanesulfonyl-2-methyl-pyridin-3-ylamine (1 g, 50%) as a brown powder. 1H NMR (300 MHz, DMSO-d6) delta 2.30 (s, 3H), 3.05 (s, 3H), 6.04 (br s, 2H), 6.98 (d, 1H, J=8.4 Hz), 7.55 (d, 1H, J=8.2 Hz).

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, 126325-47-1, 6-Bromo-2-methylpyridin-3-amine.

Reference:
Patent; Erickson, Shawn David; Gillespie, Paul; Guertin, Kevin Richard; Karnachi, Prabha Saba; Kim, Kyungjin; Ma, Chun; McComas, Warren William; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Tilley, Jefferson Wright; Zhang, Qiang; US2009/286812; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 3731-51-9, 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. 3731-51-9, name is Pyridin-2-ylmethanamine. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 1.2 mmol o-phenylenediamine, 2-aminophenol or 2-aminothiophenol and 1 mmol primary amine, 10 mol % FeCl3, 1 mol % 3-methyl-4-oxa-5-azahomoadamantane, 5 ml H2O were mixed in a 10-ml three-necked flask, then O2 was bubbled into the flask at flow rate of 20 ml/min. The reaction mixture was stirred at 100 C for several hours, and reaction progress was monitored by TLC. The final reaction mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was directly purified by column chromatography on silica gel using hexane/ethyl acetate (7:3) as eluent to afford the pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3731-51-9, Pyridin-2-ylmethanamine, and friends who are interested can also refer to it.

Reference:
Article; Yu, Jiatao; Lu, Ming; Research on Chemical Intermediates; vol. 41; 12; (2015); p. 10017 – 10025;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 16179-97-8, 2-(Pyridin-2-yl)acetic acid hydrochloride, 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-(Pyridin-2-yl)acetic acid hydrochloride, blongs to pyridine-derivatives compound. Recommanded Product: 2-(Pyridin-2-yl)acetic acid hydrochloride

Step 4. N-(6-(6-chloro-5-(-isopropylamino)pyridin-3-yl)benzo[d1thiazol-2-yl)-2-(pyridin-2-yl)acetamide; 6-(6-chloro-5-(isopropylamino)pyridin-3-yl)benzo[d]thiazol-2 -amine (121.8 mg, 0.382 mmol) and HATU (215.9 mg, 0.568 mmol) were suspended in DCM (2.9 ml) and diisopropylethylamine (0.21 ml, 1.2 mmol) and 2-pyridylacetic acid hydrochloride (94.3 mg, 0.543 mmol) were added. The reaction was stirred under nitrogen at room temperature overnight, concentrated and purified on a silica gel column (20: 1 DCM / MeOH). Fractions with product were collected, concentrated, and purified on HPLC (10% to 100% MeCN / water with 0.1 % TFA over 30 minutes). Fractions with product were collected, concentrated, and dried under high vacuum in a water bath (~ 50 C), then at room temperature overnight to afford N-(6-(6-chloro-5-(isopropylamino)pyridin-3-yl)benzo[d]thiazol-2-yl)-2-(pyridin-2-yl)acetamide (57.5 mg, 34% yield). MS (ESI pos. ion) m/z: 438. Calculated exact mass for C22H20ClN5OS 437.

The synthetic route of 16179-97-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2009/17822; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 34941-91-8, 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 34941-91-8 as follows.

Step A: 2-Chloro-4-i uoropyridine~3~carboxylic acid (64-2)A solution of LDA (97 ml, 1.8 M heptane/THF/ethylbenzene, 175 mmol) and THF (304 ml) were combined and cooled to -78C. 2-Chloro-4-fluoropyridine (20.0 g, 152 mmol) was dissolved in 50 ml THF and then added dropwise over 20 minutes and then the solution was stirred for 1 hour. The reaction was poured onto dry ice and -the dry ice was allowed to evaporate. Water and 1 N NaOH were added to the residue. The mixture was extracted with Et20 and the organic layer discarded. The aqueous was acidified with 1 N HC1 and then extracted with EtOAc. The organic portion was washed with brine, dried (MgS04) and concentrated to give 64^2 (19 g, 71.2%) as an orange solid. MS (ESI): m/z = 176.0 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,34941-91-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BUNGARD, Christopher, James; PERKINS, James, J.; MANIKOWSKI, Jesse, J.; DE LEON, Pablo; MEISSNER, Robert, S.; WO2011/53574; (2011); 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. 112575-13-0, name is 6-Bromo-N,N-dimethylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 6-Bromo-N,N-dimethylpyridin-2-amine

b (3R,4S)-4-[4-(6-Dimethylaminopyridin-2-yl)phenoxy]-1-pyridin-3-ylpentan-3-ol Prepared according to the method described in Example 15g) from toluene (4 ml), 2M aqueous sodium carbonate (0.5 ml), (1S,2R)-4-[2-(tert-butyldimethylsilanyloxy)-1-methyl-4-pyridin-3-yl-butoxy]benzeneboronic acid (0.200 g, Example 15f)), ethanol (1 ml), 6-bromo-2-N,N-dimethylaminopyridine (0.201 g, Example 18a)) and tetrakis(triphenylphosphine)palladium(0) (0.020 g) with heating at 120 C. for 4 hours. The product was purified by normal-phase HPLC eluding with a gradient of 0-25% ethanol in dichloromethane to give the title compound as an oil (0.091 g). MS (APCI) 378 (M+H)+ 1 H NMR (DMSO) 8.43(1H, s); 8.38(1H, d); 7.95(2H, d); 7.63(1H, d); 7.52(1H, t); 7.32-7.27(1H, m); 7.04(1H, d); 6.95(2H, d); 6.52(1H, d); 4.98(1H, d); 4.37-4.29(1H, m); 3.60-3.51(1H, m); 3.08 (6H, s); 2.84-2.76(1H, m); 2.69-2.61(1H, m); 1.91-1.81(1H, m); 1.69-1.58(1H, m); 1.24(3H, d).

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, 112575-13-0, 6-Bromo-N,N-dimethylpyridin-2-amine.

Reference:
Patent; AstraZeneca UK Limited; US6143751; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 771579-27-2 ,Some common heterocyclic compound, 771579-27-2, molecular formula is C8H12N2O, 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.

g) 6-bromo-N-((l,2-dihydro-4,6-dimethyl-2-oxopyridin-3-yl)methyl)-l-isopropyl-3-methyl-lH- indazole-4-carboxamideTo a stirred solution of 6-bromo-l-isopropyl-3-methyl-lH-indazole-4-carboxylic acid, 1 (6.5 g, 21.88 mmol) in DCM (250 mL) was added EDC HCl (5.01 g, 26.23 mmol), HOBt (3.545 g, 26.20 mmol) followed by diisopropyl ethyl amine (14.1 1 g, 109.37 mmol) and stirred at room temperature for 15 min. To the resulting mixture, 3-(amino methyl)-4,6-dimethylpyridin-2(lH)-one (3.32 g, 21.84 mmol) followed by DMAP (catalytic amount) was added and the reaction mixture was stirred at room temperature for 5 h. The reaction mixture was diluted with DCM (300 mL) and washed with IN HC1 solution (250 mL), saturated NaHC03 solution (250 mL) and brine solution. The organic layer was dried over anhydrous Na2S04 , filtered, and concentrated under reduced pressure. The residue was triturated with diethyl ether (100 mL), filtered, and dried to afford 6-bromo-N-((l,2-dihydro-4,6- dimethyl-2-oxopyridin-3-yl)methyl)-l-isopropyl-3-methyl-lH-indazole-4-carboxamide as an off white solid (5.5 g, 58 %). :H NMR (DMSO-d6, 400 MHz): delta 1.412 (d, J = 6.4 Hz, 6H), 2.1 12 (s, 3H), 2.215 (s, 3H), 2.383 (s, 3H), 4.319 (d, J = 5.2 Hz, 2H), 4.907 – 4.972 (m, 1H), 5.864 (s, 1H), 7.129 (d, J = 1.2 Hz, 1H), 8.01 1 (d, J = 1.2 Hz, 1H), 8.473 (t, J = 5 Hz, 1H), 11.479 (brs, 1H). LCMS (ES+): 431.02 [M+H].

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. 771579-27-2, 3-(Aminomethyl)-4,6-dimethylpyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; DUQUENNE, Celine; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140325; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1142194-24-8, 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.1142194-24-8, name is 4-Bromo-2-isopropoxypyridine, molecular formula is C8H10BrNO, molecular weight is 216.08, as common compound, the synthetic route is as follows.

General procedure: To 1.76 mmol of the appropriate amine in 10 mL dioxane are added 1.76 mmol pyridyl halide, 7.02 mmol NaOtBu, 0.70 mmol 2-(di-tert-butylphosphino)biphenyl and 0.18 mmol Pd2(dba)3. The mixture is degassed thoroughly and stirred at 45 C over night. The reaction mixture is filtered, the solvent removed in vacuo and the residue is purified by HPLC.

The chemical industry reduces the impact on the environment during synthesis 1142194-24-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/114578; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 886364-86-9, Adding some certain compound to certain chemical reactions, such as: 886364-86-9, name is 5-Bromo-4-methylpicolinonitrile,molecular formula is C7H5BrN2, 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 886364-86-9.

A mixture of 4-chloro-N-(2-hydroxy-phenyl)-N-methyl-3-(4,4,5,5- tetramethyl-[1 ,3,2]dioxaborolan-2-yl)-benzamide (100 mg, 0.26 mmol), 5-bromo-4- methyl-pyridine-2-carbonitrile (61 mg, 0.31 mmol), Pd(PPh3)4 (15 mg, 0.013 mmol), K2CO3 (90 mg, 0.65 mmol) in dioxane (1.2 mL), was heated at 95 0C for 12 hrs. The mixture was diluted with EtOAc, washed with water and brine, dried (Na2SO4) and concentrated in vacuo. Silica gel column chromatography (eluent: ethyl acetate/hexane(1/4 up to 4/1 )) yielded 4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-(2- hydroxy-phenyl)-N-methyl-benzamide 8-1 (68 mg).

According to the analysis of related databases, 886364-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124610; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem