Month: April 2022

Synthetic Route of 2897-43-0, 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. 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine, molecular formula is C5H3Cl2N3O2, 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 solution of 2,6-dichloro-3-nitropyridin-4-amine in ethanol (150 mL) was added iron powder (14.3 g, 0.255 mol), water (46 mL), and then concentrated HCl (28 mL). The reaction mixture was then stirred at 95 C. for 16 hours, cooled to room temperature, and neutralized. The precipitates were collected by filtration and dried in vacuo. The crude product was then treated with water (200 mL) and extracted with EtOAc (3*200 mL). The combined extracts were dried over anhydrous Na2SO4, filtered, and concentrated to afford 7.85 g of the title compound (86.5% yield).

According to the analysis of related databases, 2897-43-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1190319-62-0, 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 1190319-62-0 as follows.

Step 4: A solution of 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 H)-one (5.7 g, 24.6 mmol) in dry DMF (10 mL) was added dropwise to a stirred suspension NaH (60% dispersion in oil, 5.91 g, 148 mmol) in dry DMF (50 mL) under Ar at 0C. After complete addition, the mixture was stirred for 15 mm before dropwise addition of a solution of I ,2-dibromoethane (6.36 mL, 73.8 mmol) in dry DMF (10 mL).The brown reaction mixture was stirred at rt for 18 h. The mixture was reduced in volume and diluted with EtOAc (100 mL) and water (100 mL). The layers were separated and the aqueous layer was extracted with EtOAc (2x 100 mL). The combined organic layer was washed with brine, dried over Na2SC4 and evaporated. Purification by column chromatography (silica, 33% EtCAc in heptane), followed by titruation from CH2CI2 afforded 6?-bromospiro[cyclopropane-l ,3?-pyrrolo[3,2-b]pyridin]-2?(1 ?H)-one (3.62 g,14.4 mmol, 58%) as a yellow solid. LCMS: calculated for [M+H]: 241, found: 241, isotope pattern present.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1190319-62-0, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; NARDI, Antonio; JAKOB, Florian; KONETZKI, Ingo; CRAAN, Tobias; HESSLINGER, Christian; DOODEMAN, Robin; (0 pag.)WO2016/8593; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 124236-37-9, 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. 124236-37-9, name is Methyl 5-(trifluoromethyl)picolinate. A new synthetic method of this compound is introduced below.

[00173] Urea-H202 (161 mg, 1.72 mmol) was added into a solution of 56 (100 mg, 0.49 mmol) in DCE (4 mL). Trifluoroacetic anhydride (281 mg, 1.35 mmol) was added at -10 C for 2 h. The reaction mixture was stirred at 0 C for 2 h and then at rt overnight. The mixture was poured into ice-water (10 mL) and adjusted to pH 6-7 with 30% sodium hydroxide solution. The mixture was extracted with ethyl acetate (5 mL X 3). The combined organic layers were dried over anhydrous Na2504, filtered and concentrated under reduced pressure to afford 57 (50 mg, 46%) as a yellow solid, which was used for the next step directly without further purification. LC-MS tR = 0.372 mm in 5-95AB_1.5 mm chromatography (Welch MK RP-18e 25-2mm), MS (ESI) m/z 221.8 [M + H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,124236-37-9, Methyl 5-(trifluoromethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; DILLARD, Lawrence, Wayne; DONG, Chengguo; FAN, Yi; JIA, Lanqi; LOTESTA, Stephen, D.; MARCUS, Andrew; SINGH, Suresh, B.; TICE, Colin, M.; YUAN, Jing; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2014/179564; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 76015-11-7, 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 76015-11-7, name is 3-Methoxy-2-methylpyridin-4(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

In a four-necked flask equipped with a mechanical stirrer, a reflux condenser, and a thermometer,230 grams of phosphorus oxychloride, 27.8 grams of 3-methoxy-2-methyl-4-pyrone, stirring slowly heated to 60-70 C, heat 10h,Cooling to 0-10 C, adding 60 g DMF, stirring 2h, layered,The lower organic layer was collected to give Vilsmeier reagent.The upper layer was poured into 50 g of ice-water mixture and the hydrolysis temperature was controlled at -5-5 C.Stirring 1h hydrolysis is complete, with 30% liquid alkali 20-30 adjust the pH to 12,Extracted with methylene chloride,Distillation gave the desired product4-Chloro-3-methoxy-2-methyl-4-pyridin 26.5 g,Using 3-methoxy-2-methyl-4-pyrone meter, mass yield of 95.3%.

According to the analysis of related databases, 76015-11-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; jiangsu yuxiang chemical co. ltd; Zhejiang University of Science and Technology; LI, GUONENG; Zhang, ZHIGUO; Cheng, Yun Tao; Zhong, Xu Hui; Li, Qing Long; Cheng, hongweid; (7 pag.)CN103483248; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 107867-51-6, 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. 107867-51-6, name is 5-(Trifluoromethyl)pyridine-2,3-diamine. A new synthetic method of this compound is introduced below.

PREPARATION 17 2-Amino-3-(2-methyl-6-methoxycarbonylaminobenzylamino)-5-trifluoromethylpyridine was obtained by reacting 2,3-diamino-5-trifluoromethylpyridine with 2-methyl-6-methoxycarbonylaminobenzyl chloride according to a similar manner to that of Preparation 16. mp: 157 to 159 C. IR (Nujol): 3420, 3350, 3200, 1730, 1660, 1600, 1580, 1520 cm-1. NMR (DMSO-d6, delta): 2.33 (3H, s), 3.58 (3H, s), 4.13 (2H, d, J=5Hz), 4.93 (1H, t, J=5Hz), 6.28 (2H, broad s), 6.78 (1H, broad s), 6.92-7.42 (3H, m), 7.60 (1H, broad s), 8.80 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,107867-51-6, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Company, Ltd.; US4920129; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 39856-57-0, name is 2,6-Dibromopyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 39856-57-0

Synthesis of 6-bromo-2-methoxypyridin-3-amine To a stirred solution of 2, 6-dibromopyridin-3-amine (38 g, 0.188 mol) in 1,4-dioxane (400 mL) under an argon atmosphere was added sodium methoxide (70.55 g, 1.30 mol) at room temperature. The reaction mixture was stirred at reflux for 8 h. After consumption of the starting material (monitored by TLC), the reaction mixture was quenched with ice cold water (200 mL) and extracted with EtOAc (3*200 mL). The combined organic extracts were washed with cold water (2*100 mL), dried over sodium sulfate and concentrated in vacuo. The crude material was purified by column chromatography using 10% EtOAc:hexanes to afford 6-bromo-2-methoxypyridin-3-amine (13 g, 42%) as a brown solid. 1H-NMR (CDCl3, 400 MHz): delta 6.87 (d, 1H), 6.76 (d, 1H), 4.01 (s, 3H), 3.75 (br s, 2H); TLC: 20% EtOAc:hexane (Rf: 0.5).

With the rapid development of chemical substances, we look forward to future research findings about 39856-57-0.

Reference:
Patent; FORUM Pharmaceuticals Inc.; Burnett, Duane A.; Bursavich, Matthew Gregory; McRiner, Andrew J.; (484 pag.)US2017/44182; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59782-86-4, 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.59782-86-4, name is 2-Chloro-5-iodonicotinic acid, molecular formula is C6H3ClINO2, molecular weight is 283.45, as common compound, the synthetic route is as follows.

The mixture of 19 (29.8 g, 107 mmol), DMF (1.5 mL) and SOCl2 (78 mL, 10 eq.) was stirred at 70 C for 4 h. The mixture was concentrated in vacuo and diluted with DMF (6 mL). Water (90 mL) was slowly added to the mixture and then satd NaHCO3 aq (200 mL) was slowly added. The mixture was acidified to pH 4 by 1 N HCl (55 mL) and stirred at room temperature for 2 h and at 0 C overnight. After filtration, the solid was washed with water and dried in vacuo to yield a crude mixture of 2-chloro-5-iodonicotinic acid as a pale yellow solid (27 g). The solid was suspended in CHCl3 (135 mL) and SOCl2 (13.9 mL) and the suspension was stirred at reflux for 0.5 h. DMF (0.5 mL) and SOCl2 (27.8 mL) were added to make a clear solution and the mixture was stirred at reflux for 1.5 h, then cooled and concentrated in vacuo. EtOH (135 mL) was slowly added to the residue at 0 C and the mixture was stirred at 0 C for 15 min. and at room temperature for 30 min. The mixture was concentrated in vacuo and partitioned between AcOEt (270 mL) and satd NaHCO3 aq (135 mL). The aqueous phase was extracted with AcOEt (135 mL) and the combined organic phase was washed with brine, dried over Na2SO4 and filtered. The mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (AcOEt/n-hexane; 0:100 to 20:80) to yield 20 as a white solid (27.25 g, 95%). 1H NMR (400 MHz, CDCl3) delta = 8.70 (d, J = 2.0 Hz, 1H), 8.41 (d, J = 2.0 Hz, 1H), 4.42 (q, J = 7.2 Hz, 2H), 1.42 (t, J = 7.2 Hz, 3H); MS (ESI+) 311.9 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 59782-86-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Takahashi, Bitoku; Funami, Hideaki; Iwaki, Takehiko; Maruoka, Hiroshi; Shibata, Makoto; Koyama, Makoto; Nagahira, Asako; Kamiide, Yoshiyuki; Kanki, Satomi; Igawa, Yoshiyuki; Muto, Tsuyoshi; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4792 – 4803;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39891-09-3, 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 39891-09-3, name is 2-Chloropyridine-5-acetonitrile. This compound has unique chemical properties. The synthetic route is as follows.

Step 2. Synthesis of (6-chloropyridin-3-yl) acetic acid ethyl ester. 10 g (65 5 mmol) (6-chloropyriotadiotan-3-yl)acetoniotatriotale were added to a mixture of 122 mL ethanol and 46 mL cone sulfuric acid and the mixture stirred under reflux for 5 h After cooling to ambient temperature, the reaction mixture was slowly added dropwise. while stirring, to a mixture of 161 g sodium bicarbonate and 450 mL water The aqueous phase was extracted with DCM (three times with 300 mL each time) The combined organic phases were dried over sodium sulfate, filtered and concentrated on a rotary evaporator The crude oil was purified by silica gei chromatography, eluted using a gradient of 2/98(v/v) EtOAc/hexanes to 9/91 (v/v) EtOAc/hexanes to afford 9 8 g (75%) of product as clear oil ESI-MS m/z 200 (MH)f

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 39891-09-3, 2-Chloropyridine-5-acetonitrile.

Reference:
Patent; NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.; BURNS, Christopher, J.; GOSWAMI, Rajesh; JACKSON, Randy, W.; LESSEN, Thomas; LI, Weiping; PEVEAR, Daniel; TIRUNAHARI, Pavan, Kumar; XU, Hongyu; WO2010/130708; (2010); 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.197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, molecular weight is 199.63, as common compound, the synthetic route is as follows.Recommanded Product: 197376-47-9

A solution of t-butyl-(1-{2-[4-(1-ethyl-1-{4-[4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl]-3-methyl-phenyl}-propyl)2-methyl-phenyl]-ethyl}-2,2-dimethyl-propoxy)dimethylsilane (Example 23-(1); 13 mg, 0.021 mmol) in N,N-dimethylformamide (0.2 mL) was added to 2-chloropyridine-5-acetic acid ethyl ester (7.4 mg, 0.037 mmol) and a [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II), dichloromethane complex (1:1) (2.0 mg, 0.0024 mmol). After replacement with nitrogen, the mixture was heated while stirring at an external temperature of 76 to 84C for seven hours and 30 minutes. Water was added to the reaction mixture, followed by extraction with ether. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 10/1) to give the title compound (2.1 mg, 16%). 1H-NMR (chloroform-d): 0.08 (s, 3H), 0.12 (s, 3H), 0.65 (t, 6H), 0.89 (s, 9H), 0.94 (s, 9H), 1.30 (t, 3H), 1.57 (m, 1H), 1.79 (m, 1H), 2.12 (q, 4H), 2.25 (s, 3H), 2.34 (s, 3H), 2.41 (m, 1H), 2.78 (m, 1H), 3.35 (dd, 1H), 3.67 (s, 2H), 4.20 (q, 2H), 6. 93-7.09 (m, 5H), 7.28 (d, 1H), 7.39 (d, 1H), 7.69 (dd, 1H), 8.56 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 10273-89-9, 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 10273-89-9, name is 2-(o-tolyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography.

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 10273-89-9, 2-(o-tolyl)pyridine.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem