Day: April 15, 2022

Reference of 103058-87-3 ,Some common heterocyclic compound, 103058-87-3, molecular formula is C7H6BrNO2, 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.

To a mixture of 5-bromo-2-methoxynicotinaldehyde (10.0 g, 46.3 mmol) in dry DCM (100 mL) under N2 at 0 C. was added DAST (29.8 g, 185.2 mmol) and stirred at 0 C. for 2 days. The reaction was quenched with 100 mL of a saturated NaHCO3 solution. The aqueous layer was extracted with DCM (100 mL*3). The combined organic layers were washed with NaHCO3 (sat, 100 mL) and brine (100 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give 5-bromo-3-(difluoromethyl)-2-methoxypyridine as a yellow oil (11.0 g). Yield 100% (ESI 238.1 (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. 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Morphic Therapeutic, Inc.; Bursavich, Matthew G.; Troast, Dawn M.; Harrison, Bryce A.; Lippa, Blaise S.; Rogers, Bruce N.; Konze, Kyle D.; Gerasyuto, Aleksey I.; Day, Tyler; Lin, Fu-Yang; Hahn, Kristopher N.; Svensson, Mats A.; Kim, Byungchan; Zhong, Cheng; Lugovskoy, Alexey A.; Sosa, Brian; (263 pag.)US2019/315692; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 934279-60-4, 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, 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, 934279-60-4, blongs to pyridine-derivatives compound. Recommanded Product: 934279-60-4

To a solution of crude 2-chloro-5-trifluoromethylpyridine-3-carbardehyde in ethanol (60 mL), sodium tetraborohydride (2.90 g, 0.077 mol) is added portionwise and stirred for 30 min at room temperature. After adding sat. ammonium chloride solution, the mixture is extracted with ethyl acetate. The organic layer is washed with sat. ammonium chloride solution, brine, dried over magnesium sulfate, filtered and concentrated. The residue is purified by silica gel column chromatography to give 2-chloro-5-trifluoromethylpyridin-3-ylmethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934279-60-4, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2008/58961; (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.22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine, molecular formula is C6H5ClN2O2, molecular weight is 172.57, as common compound, the synthetic route is as follows.Recommanded Product: 22280-60-0

Sodium metal (0.119g, 5.1mmol) was dissolved in methanol (6ml) at 0C (ice bath), 6-chloro-2-methyl-3-nitro-pyridine (0.30g, 1.7mmol) was added and the mixture was stirred at 0C until the complete consumption of 6-chloro-2-methyl-3-nitro-pyridine (4h). Acetic acid (0.306g, 5.1mmol) was added and the solution was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (20 ml), washed with water (10 ml), dried over anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure to give 0.28g (97%) 6-methoxy-2-methyl-3-nitropyridine as colourless powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22280-60-0, 6-Chloro-2-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, molecular formula is C12H8ClNO, 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. Recommanded Product: (4-Chlorophenyl)(pyridin-2-yl)methanone

General procedure: To a 10mL reaction tube were added L-Proline-MCM-41-Cu(OTf)2 (71mg, 0.045mmol), 2-benzoylpyridine 1 (0.3mmol), amino acid 2(0.9mmol), molecular iodine (0.045mmol), DTBP (0.75mmol), and toluene (2mL). The reaction tube was sealed and placed in an oil bath at room temperature. The reaction mixture was stirred at 120 C for 12 h. After being cooled to room temperature, the reaction mixture was diluted with 15 mL of EtOAc, and filtered. The L-Proline-MCM-41-Cu(OTf)2 complex was washed with EtOAc (25mL) and ethanol (2 5mL), and reused in the next run. The filtrate was concentrated in vacuo and the residue was purified by flash column chromatography on silica gel (petroleum ether: EtOAc 15:1-20:1) to provide the desired product 3.

With the rapid development of chemical substances, we look forward to future research findings about 6318-51-0.

Reference:
Article; Liao, Yang; Yan, Chenyu; Zhang, Rongli; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 881; (2019); p. 1 – 12;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75073-11-9, 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. 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, 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 mixture of 5-iodo-6-methylpyridin-2-amine (prepared as in WO 02/37927; 3.Og, 12.82mmol), anhydrous potassium carbonate (3.54g, 25.64mmol), sodium methanethiolate (1.8g, 25.64mmol) and cuprous iodide (245mg, 1.28mmol) in isopropanol (41ml), ethylene glycol (1.43ml, 25.64mmol) was added. The reaction was stirred at 80 0C under nitrogen for 24 hours. The reaction mixture was diluted with EtOAc and filtered. The filter washed with EtOAc. The filtrate was taken and washed with water. The mixture was filtered through a celite pad and the filter was washed with water and EtOAc. The organic layer was separated and washed in turn with water, saturated sodium chloride, dried with anhydrous sodium sulphate, filtered and evaporated. The residue was dissolved in ether and treated with excess hydrogen chloride in 1,4-dioxane. The precipitated solid was filtered, washed with ether and dried. The hydrochloride salt was dissolved in water and the pH of the solution was adjusted EPO to 12 with 40% sodium hydroxide solution. The aqueous layer was extracted with DCM (twice). The organic layers were combined, dried with anhydrous sodium sulphate, filtered and evaporated to give the title compound as a waxy solid (1.78g, 90%). NMR: 2.25 (s, 3H), 2.34 (s, 3H), 5.87 (s, 2H)S 6.27 (d, IH), 7.33 (d, IH); m/z 155.

According to the analysis of related databases, 75073-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/95159; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1, Adding some certain compound to certain chemical reactions, such as: 18699-87-1, name is 2-Methyl-3-nitropyridine,molecular formula is C6H6N2O2, 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 18699-87-1.

Into a 5000 mL 3-necked roundbottom flask, was placed a solution of 2-methyl-3-nitropyridine (500 g, 3.26 mol) in DMF (2500 mL). To the mixture was added dimethoxy-N,N-dimethylmethanamine (1350 g, 11.33 mol). The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at 115 C in a bath of oil. The mixture was concentrated by evaporation under vacuum using a rotary evaporator. This resulted in 650 g (crude) of N,N-dimethyl-2-(3- nitropyridin-2-yl)ethenamine as red oil.

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. 18699-87-1, 2-Methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1160791-13-8, 2-Amino-6-bromothiazolo[5,4-b]pyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: The mixture of 6-bromobenzo[d]thiazol-2-amine (2.0 g, 8.73 mmol), carbonyldimidazole (4.24 g, 26.2 mmol) and dried DMF (20 ml) was stirred at room temperature for 8 h, added cyclopropanamine (0.76 g, 13.2 mmol), then stirred at room temperature for another 8 h. The volatile was removed under reduced pressure. Water (30 ml) was added to the residue. The resulting suspension was stirred. After standing, the solid was collected by filtration, dried to produce 8a (1.77 g, 65%) as white solid. 4.1.1.9 1-(6-Bromothiazolo[5,4-b]pyridin-2-yl)-3-(2-(morpholinoethyl)urea (8i) White solid; Yield 86%; mp: 152-154 C; 1H NMR (DMSO-d6) delta 11.13 (s, 1H, NH), 8.01 (d, J = 8.3 Hz, 1H, Ar-H), 7.48 (d, J = 8.4 Hz, 1H, Ar-H), 6.81 (s, 1H, NH), 3.60 (s, 4H, OCH2*2), 3.29 (d, J = 5.2 Hz, 2H, CH2), 2.41 (s, 6H, NCH2*3). MS (ESI, m/z): Calcd for [M+H]+ C13H17BrN5O2S: 386, 388, found 386, 388.

The synthetic route of 1160791-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Xiao-Xiao; Li, Huan; Wang, Juan; Mao, Shuai; Xin, Min-Hang; Lu, She-Min; Mei, Qi-Bing; Zhang, San-Qi; Bioorganic and Medicinal Chemistry; vol. 23; 19; (2015); p. 6477 – 6485;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 113118-82-4, 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. 113118-82-4, name is 5-Chloronicotinaldehyde, molecular formula is C6H4ClNO, 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.

5.1.96 EXAMPLE 96: SYNTHESIS OF 2-(5-CHLOROPYRIDIN- 3-YL)-8-OXO-9-(2-(TRIFLUOROMETHYL)PHENYL)-8,9-DIHYDRO-7H-PURINE-6-CARBOXAMIDE; EPO [00432] A. Z-CS-Chloropyridin-S-yO-S-oxo^-CZ^trifluoromethyOphenyO-S^- dihydro-7H-purine-6-carboxamide. (Z)-l-(2-Amino-l ,2-dicyanovinyl)-3-(2- (trifluoromethyl)phenyl)urea {See Example 50.A) (0.15 g, 0.51 mmol), 5- chloronicotinaldehyde (0.14 g, 0.99 mmol), and triethylamine (0.10 ml, 0.72 mmol) were combined in methanol (7.0 mL) and stirred at room temperature overnight. Excess solvent was removed under reduced pressure and the resulting residue was purified by reverse-phase preparatory HPLC (30-80% acetonitrile + 0.1% TFA in H2O + 0.1% TFA, over 30 min). Clean fractions were neutralized with ammonium hydroxide and solvent removed under reduced pressure. The resulting material was taken up in ethyl acetate, washed successively with potassium carbonate, water, and brine. The solution was dried over sodium sulfate, filtered and solvent removed under reduced pressure to provide the product as an off white solid (0.035 g, 0.08 mmol, 16% yield). 1H NMR (400 MHz, DMSO-^5) delta 12.07 (bs, IH), 9.23 (s, IH), 8.95 (s, IH), 8.59 (m, 2H), 7.93 (m, 2H), 7.78 (m, 2H), 7.63 (bs, IH); MS (ESI) m/z 435.0 [M+l]+; mp 230-2320C.

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 113118-82-4, 5-Chloronicotinaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51494; (2008); 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. 1256805-54-5, name is 6-Chloro-4-methoxypyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H7ClN2O

To a solution of XII-1 (0.50 g, 1 .97 mmol) in pyridine (10 mL) was added X-1 (0.18 g, 1 .25 mmol) and DMAP (0.012 g, 0.09 mmol). The reaction mixture was heated at 80 C for 16h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was concentrated under vacuum. The residue was diluted with H20 (100 mL), 1 N HCI (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous Na2S04 and concentrated under vacuum. The crude obtained was purified by column chromatography (silica, 100-200 mesh, 40% EtOAc in hexane) to afford 6-chloro-N-(2,5-difluoropyridin-3-yl)-1H-indole-3-sulfonamide 1-1 (0.05 g) as an off-white solid. (1207) Yield: 7%. (1208) Basic LCMS Method 1 (ES ): 342 (M-H)-, 97% purity. (1209) 1H NMR (400 MHz, DMSO-cfe) d 7.25 (dd, J=8.31 , 1.47 Hz, 1 H), 7.54 (s, 1 H), 7.71-7.81 (m, 2H), 7.89 (s, 1 H), 8.16 (d, J=2.93 Hz, 1 H), 10.73 (brs, 1 H), 12.22 (brs, 1 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, 1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine.

Reference:
Patent; UCB PHARMA GMBH; PEGURIER, Cecile; PROVINS, Laurent; CARDENAS, Alvaro; LEDECQ, Marie; MUELLER, Christa E.; HOCKEMEYER, Joerg; EL-TAYEB, Ali; BOSHTA, Nader; RASHED, Mahmoud; (165 pag.)WO2019/243303; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55052-27-2 ,Some common heterocyclic compound, 55052-27-2, molecular formula is C7H5ClN2, 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.

At room temperature, concentrated aqueous ammonia (40 mL) was added drop-wise to 6-chloro-7-azaindole (3.20 g, 0.024mol), after the tube is heated, the reaction is heated at 120 C for 5h. The reaction is complete, cooling, filter and then obtained a brown solid product (2.00 g, 72%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55052-27-2, its application will become more common.

Reference:
Patent; Ding Min; (8 pag.)CN108997343; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem