Day: March 25, 2022

Synthetic Route of 3222-56-8, 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. 3222-56-8, name is 2-Methylnicotinic acid. A new synthetic method of this compound is introduced below.

General procedure: To a solution of carboxylic acid 22 or 29?31 (0.1mol) in dry methanol (150mL), concd H2SO4 (20mL) was added. The mixture was refluxed for 15?20h (LC?MS control). The solvent was removed in vacuo, and the residue was dissolved in H2O. The solution was made alkaline with cold saturated aq K2CO3 and extracted with CH2Cl2 (4×50mL). The combined organic extracts were dried over Na2SO4 and evaporated in vacuo. The residue was purified by flash chromatography (EtOAc as eluent) or distilled in vacuo to give 17?20.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3222-56-8, 2-Methylnicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1256823-07-0 ,Some common heterocyclic compound, 1256823-07-0, molecular formula is C7H5BrN2O, 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.

Step 3. Preparation of 4-methoxy-5-(4-methyl-1 /-/-imidazol-1 -yl)pyridine-2- carbonitrile (C3). 4-Methyl-1 /-/-imidazole (15 g, 0.18 mol), potassium carbonate (34 g, 0.25 mol) and 18-crown-6 (64 g, 0.24 mol) were combined in acetonitrile (600 mL), and the reaction mixture was heated to 60 C for 2 hours. 5-Bromo-4- methoxypyridine-2-carbonitrile (C2) (25 g, 0.12 mol) was added in one portion, and the reaction was heated to reflux for 18 hours. After being combined with an identical reaction mixture, the reaction was partitioned between water (500 mL) and ethyl acetate (500 mL). The aqueous layer was extracted with ethyl acetate (2 x 300 mL), and the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated. Purification by chromatography on silica (Gradient: 1 :10 to 1 :2 ethyl acetate: petroleum ether) provided the title product as a white solid. Yield: 8.2 g, 0.038 mol, 16%. NMR (400 MHz, CDCI3) delta 2.30 (d, J=1 Hz, 3H), 4.02 (s, 3H), 6.96-6.97 (m, 1 H), 7.38 (s, 1 H), 7.82 (d, J=1.5 Hz, 1 H), 8.53 (s, 1 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. 1256823-07-0, 5-Bromo-4-methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1132-37-2, 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.1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

General procedure: In a dry flamed Schlenk tube under argon atmosphere, iridium dimers (1 eq.) and N^N ligands (2.2 eq.)were introduced in degassed 2:1 mixture of dichloromethane/methanol (8 mL). The reaction mixturewas stirred at 50 C for 6 h. After cooling down the solution to room temperature, excess of KPF6 (10eq.) was added affording a precipitate. The inorganic solid was filtered off and the filtrate wasevaporated. The solid was washed on a frit with diethyl ether (3×5 ml) and dried under vacuum to affordpure cationic iridium [Ir(C^N)2(N^N)][PF6] complexes.

The chemical industry reduces the impact on the environment during synthesis 1132-37-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sauvageot, Elodie; Lafite, Pierre; Duverger, Eric; Marion, Ronan; Hamel, Matthieu; Gaillard, Sylvain; Renaud, Jean-Luc; Daniellou, Richard; Journal of Organometallic Chemistry; vol. 808; (2016); p. 122 – 127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64951-08-2, Adding some certain compound to certain chemical reactions, such as: 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid,molecular formula is C8H6N2O2, 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 64951-08-2.

Step (b) N-(2-aminoethyl)-N-{cis-4-[6-fluoro-2,4-dioxo-l-(tetrahydro-2H-thiopyran-4-yl)- l,4-dihydropyrido[2,3-d]pyrimidin-3(2H)-yl]cyclohexyl}imidazo[l,2-a]pyridine-2- carboxamide.; Imidazole[l,2a]pyridine-2-carboxylic acid (72 mg, 0.43 mmol) was dissolved in dry DMF (5 ml) and DIEA (0.2 ml, 1.15 mmol) was added, followed by HATU (164 mg, 0.43 mmol) and the mixture stirred for 10 min. (2-{4-[6-Fluoro-2,4-dioxo-l-(tetrahydro- thiopyran-4-yl)-l,4-dihydro-2H-pyrido[2,3-d]pyrimidin-3-yl]-cyclohexylamino}-ethyl)- carbamic acid tert-butyl ester (170 mg, 0.32 mmol) was added and the mixture stirred at room temperature overnight. The mixture was evaporated to dryness and the residue taken up into a mixture of TFA/Dichloromethane (1:1) (10 ml). Allowed to stand at room temperature for 2h. before being evaporated to dryness. The residue was dissolved in water (20 ml) and the solution was made basic by the addition of 0.88 aqueous ammonia solution. The solid that precipitated was collected by filtration then purified by reverse phase HPLC (25-95% acetonitrile in aqueous ammonia) to afford the title compound (81 mg, 45%).1H NMR (300 MHz, DMSO-^5 120 C) delta 8.71 (d, IH), 8.55 (d, IH), 8.31 (s, IH), 8.15 (m, IH), 7.93 (s, IH), 7.58 (d, IH), 7.33 (m, IH), 6.96 (t, IH), 5.25 (m, IH), 4.82 (m, IH), 3.51 (q, 2H), 2.84 (m, 6H), 2.06 (m, 4H), 1.93 (m, 3H), 1.60 (m, 3H), 1.46 (m, 4H). APCI (Multimode) m/z: 566 [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. 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/84240; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1133879-69-2 ,Some common heterocyclic compound, 1133879-69-2, molecular formula is C7H6FN, 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.

Tetra butyl ammonium bromide (7 mg, 0.023 mmol) was dissolved in 50% aqueous sodium hydroxide and stirred for 10 min. at RT. Carboline 1 (0.1 g, 0.47 mmol) was added to the reaction mixture and stirred for 10 min. at RT. 3-Fluoro-5-vinylpyridine (69 mg, 0.56 mmol) was added, and the reaction mixture stirred at 100 C overnight. The reaction was monitored by TLC and LCMS. Upon completion of reaction, the mixture was cooled to RT and the compound was extracted with EtOAc twice. The combined organic layers were dried over anhydrous sodium sulfate and concentrated to yield the crude product, which was purified by reverse phase chromatography to give 15 mg of product as TFA salt.[0353] Analytical HPLC: YMC ODS A, 4.6 x 150 mm, 5 jim, mobile phase A: 0.05% TFA, mobile phase B: 0.05% TFA in Acetonitrile, gradient, 5% to 95% B in 8 min., hold for 1.5 min., 95% to 5% B in 0.01 min., retention time (min.), 5.51, purity, 95.02%, flow rate, 1.4 mL/min. 1H NMR (DMSO, TFA salt) d (ppm) 10.9-10.8 (m, 1H), 8.50-8.45 (m, 1H), 8.15-8.10 (m, 1H), 7.65-7.55 (m, 1H), 7.40-7.30 (m, 2H), 7.05-6.90 (m, 1H), 4.75-4.65 (m, 2H), 4.40-4.20 (m, 2H), 3.95-3.40 (m, 2H), 3.35-3.15 (m, 1H), 3.10-3.00 (m, 2H), 2.44-2.25 (m, 5H), 2.15-2.00 (m, 2H). 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. 1133879-69-2, 3-Fluoro-5-vinylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; JAIN, Rajendra, Parasmal; CHAKRAVARTY, Sarvajit; WO2011/38163; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 178876-83-0, 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate. A new synthetic method of this compound is introduced below.

At 0 C., to a solution of NOBF4 (2.28 g, 19.52 mmol) in dichloromethane (60 mL) was added a solution of methyl 6-amino-3-bromopyridine-2-carboxylate (3.45 g, 14.93 mmol) in dichloromethane (15 mL) slowly. The resulting solution was stirred at room temperature for 16 h. The reaction mixture was then quenched by water (100 mL) and extracted with dichloromethane (120 mL*2). The combined organic phase was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with petroleum ether: ethyl acetate (10:1 to 7:3 gradient) to yield methyl 3-bromo-6-fluoropyridine-2-carboxylate (2.4 g, 69%) as light yellow oil. MS: m/z=233.8 [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,178876-83-0, its application will become more common.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 89282-03-1, name is 3-Iodopyridin-4-ol, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

The synthetic route of 89282-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
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. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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 6-Oxo-1,6-dihydropyridine-3-carboxylic acid

(d) 6-Hydroxynicotinic acid methyl ester (212) A suspension of 6-hydroxynicotinic acid (10.0 g, 71.9 mmol) in anhydrous CH2Cl2 (80 mL, plus 3 drops of DMF) was purged with nitrogen, cooled to 0 C., and treated with oxalyl chloride (7.53 mL, 86.3 mmol). After 18 h at room temperature, excess methanol was cautiously added. The reaction was evaporated and chromatographed (20% EtOAc in hexanes) to provide 2.74 g (25%) of the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 5006-66-6.

Reference:
Patent; Bigge, Christopher Franklin; Bridges, Alexander James; Casimiro-Garcia, Agustin; Fakhoury, Stephen Alan; Lee, Helen Tsenwhei; Reed, Jessica; Schaum, Robert; Schlosser, Kevin Matthew; Sexton, Karen; Zhou, Hairong; US2003/171377; (2003); 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.SDS of cas: 66909-38-4

Example 406-TERT-BUTYL-N-((1R)-1-{4-METHYL-5-[(METHYLSULFONYL)AMINO]PYRIDIN-2-YL}ETHYL)-2-NAPHTHAMIDE 40A) N-(6-CHLORO-4-METHYLPYRIDIN-3-YL)METHANESULFONAMIDE A mixture of 3-amino-6-chloro-4-picoline (2.0 g, 14.0 mmol) and methanesulfonyl chloride (1.93 g, 16.8 mmol) in pyridine (140 ml) was stirred for 2 hours at room temperature. The resulting mixture was quenched with 2 M HCl aqueous solution and diluted with EtOAc. The separated organic phase was washed with 2 M HCl aqueous solution, dried over magnesium sulfate, concentrated to give crude. It was diluted with EtOAc and extracted with 2 M sodium hydroxide aqueous solution. The separated basic phase was acidified with 2 M HCl aqueous solution to give precipitates, which were collected and rinsed with water, dried in vacuo to afford the title compound (2.42 g, 78%) as a solid.1H NMR (DMSO-d6) delta 2.33 (3H, s), 3.05 (3H, s), 7.47 (1H, s), 8.24 (1H, s), 9.44 (1H, brs).MS (ESI): m/z 221 (M+H)+, 219 (M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,66909-38-4, 6-Chloro-4-methylpyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; RENOVIS, INC.; US2012/88746; (2012); 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. 1186663-33-1, name is Ethyl 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

[00253] 1C. (Z)-Ethyl 5-( ,N’-bis(tert-butoxycarbonyl)carbamimidoyl)-4,5,6,7- tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate: 5-tert-Butyl 2-ethyl 6,7- dihydrothiazolo[5,4-c]pyridine-2,5(4H)-dicarboxylate (0.500 g, 1.601 mmol) was treated with HC1 (4.0M in dioxane) (20.01 ml, 80 mmol) at room temperature. After 1 h, the precipitate was filtered, washed with Et20, and dried in vacuo. The amine hydrochloride salt was dissolved in DMF (10 mL) and treated with DIPEA (1.677 ml, 9.60 mmol) and (E)-tert-butyl (((tert-butoxycarbonyl)amino)( lH-pyrazol- 1 -yl)methylene)carbamate (0.497 g, 1.601 mmol). After 14 h, the reaction mixture was taken up in EtOAc (50 mL) and washed with water. The water layer was extracted with additional EtOAc. The combined organic layers were washed with 1.0M HQ solution, water, brine, dried over sodium sulfate, filtered, and concentrated. The crude material was purified by column chromatography to give 1C (0.282 g, 38.8 % yield) as a white solid. MS (ESI) m/z: 455 (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, 1186663-33-1, Ethyl 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylate hydrochloride.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; ORWAT, Michael J.; SMITH II, Leon M.; EWING, William R.; WO2014/59202; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem