Day: January 15, 2021

Electric Literature of 372-47-4, Adding some certain compound to certain chemical reactions, such as: 372-47-4, name is 3-Fluoropyridine,molecular formula is C5H4FN, 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 372-47-4.

EXAMPLE 28A 2-chloro-3-fluoropyridine 1,4-Diazabicyclo[2.2.2]octane (5.78 g, 51.5 mmol) in diethyl ether (130 mL) was treated dropwise with n-butyllithium (32.2 mL, 51.5 mmol, 1.6M solution in hexanes) at -78 C. The reaction mixture was warmed to -20 C. for 1 hour and then recooled to -78 C. The recooled mixture was treated with 3-fluoropyridine (5.0 g, 51.5 mmol) in diethyl ether (5 mL) dropwise. After stirring for 2 hours at -78C, the mixture was treated with hexachloroethane (12.2 g, 51.5 mmol) in tetrahydrofuran (24 mL). After stirring for one hour at -78 C., the reaction mixture was treated with a solution of water (15 mL) and tetrahydrofuran (25 mL). The reaction mixture was warmed to 0 C. and, after 30 minutes, additional water and diethyl ether were added to the mixture. The layers were separated and the aqueous phase extracted with diethyl ether (2*). The combined ethereal layers were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The residue was chromatographed on flash silica gel (10% ethyl acetate/hexanes) to afford 3.5 g (52% yield) of the title compound. 1H NMR (300 MHz, DMSO-d6) delta 7.54 (m, 1H), 7.96 (m, 1H), 8.31 (m, 1H); MS (ESI) m/e 154 (M+Na)+.

According to the analysis of related databases, 372-47-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cowart, Marlon D.; Patel, Meena V.; Kolasa, Teodozyi; Brioni, Jorge D.; Rohde, Jeffrey J.; Engstrom, Kenneth M.; Stewart, Andrew O.; Daanen, Jerome F.; Bhatia, Pramila A.; US2004/127504; (2004); 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. 936841-73-5, name is 5-Fluoro-2-(trifluoromethyl)pyridine, molecular formula is C6H3F4N, 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: 936841-73-5

A solution of ethyl 3-amino-1H-pyrazole-4-carboxylate (1.55 g, 0.01 mol), 5-fluoro-2- (trifluoromethyl)pyridine (1.65 g, 0.01 mol), C52CO3(4.89 g, 0.015 mol) in DMF (8 mL) was stirred for 1 hour at 100 C. The mixture was diluted with water, extracted with EA (x3). The organic layers were combined and washed with brine (x2), dried, concentrated. The cmde product was purified via silica gel chromatography (PE-EA) to give the mixture of desired compounds as ayellow solid (1.04 g, 35%). ESI MS m/z = 301.1[M+Hjt

With the rapid development of chemical substances, we look forward to future research findings about 936841-73-5.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); 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.1214334-70-9, name is 5-Bromo-6-methoxypicolinic acid, molecular formula is C7H6BrNO3, molecular weight is 232.0314, as common compound, the synthetic route is as follows.Safety of 5-Bromo-6-methoxypicolinic acid

A solution of 5-bromo-6-methoxypicolinic acid (3.24 g, 14.0 mmol, 1.1 equiv.) in DCM (63.5 mL) at ambient temperature was treated with a catalytic amount of DMF (7 drops) and oxalyl chloride (3.32 mL, 38.1 mmol, 3.0 equiv.). The resultant mixture was stirred at ambient temperature for 1 h at which point LCMS monitoring showed completion of the reaction. The mixture was concentrated, diluted with anhydrous THF (40.0 mL), concentrated again before being dried under high vacuum for 1 hour. The residue was diluted in anhydrous THF (40.0 ml), treated with triethylamine (6.18 mL, 44.4 mmol, 3.5 equiv.) and cooled toO C. A solution of(R)-2-(4-methoxybenzylamino)-2-(4- methylbenzofuran-2-yl)ethanol (3.95 g, 12.7 mmol, 1.0 equiv.) in THF (45.0 ml) was then quickly added and the resultant mixture was stirred at 0 C for 1 h. Volatiles were removed under vacuum and MeOH (80.0 mL) was added, followed by K2C03 (1.75 g, 12.7 mmol, 1.0 equiv.). The reaction mixture was stirred at ambient temperature for 16 hours before water and EtOAc were successively added, layers were separated, and the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by normal phase chromatography on silica (10- 50% EtOAc / hexanes) to afford the amide (4.58 g, 69%) as white foam. LCMS (ES+) [M+Hj+: 525.1/526.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214334-70-9, 5-Bromo-6-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; FORUM PHARMCEUTICALS INC.; ACHARYA, Raksha; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; COOK, Andrew, Simon; HARRISON, Bryce, Alden; MCRINER, Andrew, J.; (451 pag.)WO2016/201168; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2002-04-2, Adding some certain compound to certain chemical reactions, such as: 2002-04-2, name is 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine,molecular formula is C7H6N4S, 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 2002-04-2.

To a suspension of 6-chloronicotinoyl chloride hydrochloride (0.985 g, 5.6 mmol, 1 eq.) in pyridine (10 rriL), cooled in an ice bath was added 5-(pyridin-4-yl)-l,3,4-thiadiazol-2- amine (1.0 g, 5.6 mmol, 1 eq.). The mixture was allowed to warm to ambient temperature and stirred for 16 hours. The resultant solid was filtered and washed successively with saturated aqueous sodium hydrogen carbonate and water before being dried in vacuo to give 6-chloro-N-(5-(pyridin-4-yl)-l ,3,4-thiadiazol-2-yl)nicotinamide as a white solid (1.61 g, 91 % yield). NMR (400 MHz, DMSO) 13.72 (1H, s), 9.10 (1H, d, J=2.3 Hz), 8.77 – 8.75 (2H, m), 8.50 (1H, dd, J=2.5, 8.6 Hz), 7.98 – 7.96 (2H, m), 7.77 (1H, d, J=8.6 Hz).

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. 2002-04-2, 5-(Pyridin-4-yl)-1,3,4-thiadiazol-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENKYOTEX SA; MACHIN, Peter; SHARPE, Andrew; LOCK, Christopher James; CHAMBERS, Mark S; HODGES, Alastair; ALLEN, Vivienne; ELLARD, John M; (189 pag.)WO2016/98005; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6345-27-3 , The common heterocyclic compound, 6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, 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: Anoven-dried 10mLvialwas charged with CuI (9mg, 0.05mmol),K3PO4 (318 mg, 1.5 mmol), pivalic acid (20 mg, 0.2 mmol), a 1-(2-bromophenyl)methanamine 1 (0.5 mmol), and an amidinium salt 2or an imidate salt 4 (0.5 mmol) under air. After sealing the vial, dry1,2-dichlorobenzene (3 mL) was added by syringe and the reactionmixture was stirred at 110 C (oil bath temperature) for 18 h. Aftercooling to room temperature, the vial was opened and the reactionmixturewas partitioned between CH2Cl2 (30 mL) and brine (20 mL).The aqueous phase was extracted with CH2Cl2 (220 mL). Thecombined organic layers were dried over anhydrous MgSO4 andconcentrated in vacuum. The residue was purified by flash chromatographyon silica gel to afford the desired product.

The synthetic route of 6345-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Omar, Mohamed A.; Conrad, Ju?rgen; Beifuss, Uwe; Tetrahedron; vol. 70; 18; (2014); p. 3061 – 3072;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17282-00-7, 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 17282-00-7, name is 3-Bromo-5-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

a) 3-(3,4-Difluorophenyl)-5-methylpyridin-2-amine 3-Bromo-5-methylpyridin-2-amine (0.5 g, 2.7 mmol), 3,4-difluorophenylboronic acid (0.5 g, 3.2 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalldium(II)-dichloromethane complex (0.1 g, 0.1 mmol) were dissolved in a mixture of dioxane (10 mL) and 1M aqueous sodium carbonate solution (8 mL) under argon and the mixture was heated to 100 C. for 1 hour. The reaction was diluted with ethyl acetate, separated and the organic layer was washed with brine, dried with sodium sulfate, filtered and the solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using n-heptane/ethyl acetate (v/v 1:1) as eluent. The title compound was obtained as a light brown crystalline solid (0.6 g, quant.). MS ISP (m/e): 221.2 [(M+H)+]. 1H NMR (CDCl3, 400 MHz): delta (ppm)=7.95 (s, 1H), 7.32-7.16 (m, 4H), 4.50 (brs, 2H), 2.38 (s, 3H).

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 17282-00-7, 3-Bromo-5-methylpyridin-2-amine.

Reference:
Patent; Baumann, Karlheinz; Green, Luke; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2012/225884; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)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, 69045-84-7, blongs to pyridine-derivatives compound. Quality Control of 2,3-Dichloro-5-(trifluoromethyl)pyridine

EMBODIMENT 13: Preparation of ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate To a 500 mL three-necked flask equipped with a thermometer was added 200 g DMSO, 25 g potassium hydroxide and 24 g ethyl 2-cyanoacetate. 44 g 2,3-dichloro-5-(trifluoromethyl)pyridine was added while the reaction temperature was controlled within 50 C. After addition, the reaction was continued for 1 hour. After the reaction was complete, the solvent was removed. Water was added. The mixture was acidified with hydrochloric acid, filtered, washed with water, dried to produce 85 g ethyl ethyl 2-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-cyanoacetate in 97% yield. 1H-NMR deltappm(CDCl3): 8.6(s, 1H), 6.27(s, 1H), 4.25(d, J=5.6 Hz, 2H), 3.40(br, 1H), 1.2 (t, J=5.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-84-7, its application will become more common.

Reference:
Patent; ZHEJIANG ZHUJI UNITED CHEMICALS CO., LTD; Su, Yehua; Shi, Jieping; Lu, Jianxin; Zhang, Tianhao; Yu, Xiaohua; Cai, Guoping; Chen, Bangchi; (7 pag.)US2017/369412; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 120034-05-1, 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.120034-05-1, name is Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate, molecular formula is C7H6BrNO3, molecular weight is 232.0314, as common compound, the synthetic route is as follows.

Example 30 – Preparation of Intermediate 7 [ 00261] The synthesis of Intermediate 7 followed General Procedure 8 following. General Procedure 8 Intermediate 5 Intermediate 7 [ 00262 ] To a round-bottomed flask charged with methyl 5-bromo-2-oxo- l,2-dihydropyridine-3-carboxylate (Intermediate 5, 50.0 g, 0.2154 mol, 1.0 eq) at 0 C under N2 atmosphere was added POCl3 (100 mL) dropwise. After 30 minutes the reaction mixture was warmed to 80 C and stirred for 12-15 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and poured slowly into ice cold water. It was stirred for 30 min, at which point the product precipitated out as a white solid. The solid product was filtered and vacuum dried to give desired Intermediate 7 (40.0 g, yield-94.15%). m/z 252.12 [M+2]+ 1H NMR (DMSO-de, 400 MHz) delta 8.78 (d, J = 2.5 Hz, 1H), 8.50 (d, J = 2.5 Hz, 1H), 3.89 (s, 3H) ppm.

Statistics shows that 120034-05-1 is playing an increasingly important role. we look forward to future research findings about Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; KITA, David Ben; ESTIARTE-MARTINEZ, Maria de los Angeles; PHAM, Son Minh; (244 pag.)WO2016/44662; (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. 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 6-Amino-2,4-dimethylnicotinonitrile

6-Amino-3-cyano-2,3-dimethylpyridine was converted to 3-cyano-2,3-dimethyl-6-pyridyl isothiocyanate according to Method A2c

The synthetic route of 769-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 73583-37-6, 4-Bromo-2-chloropyridine, 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: 4-Bromo-2-chloropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 4-Bromo-2-chloropyridine

General procedure: Under Ar atmosphere, DMSO (2 mL), ArBr 1 (1.0 mmol), diethyl malonate 2 (1.5 mmol), CuI (0.1mmol), benzoxazole (0.2 mmol) and K3PO4 (3 mmol) were successively added into a sealed tube.The mixture was stirred at 50C for about 3-9 h. When the reaction completed indicated by TLC,the reaction mixture was poured into saturated ammonium chloride aqueous solution (20 mL)and extracted with ethyl acetate (3¡Á20 mL).The combined organic phase was washed with saturated ammonium chloride aqueous solution(2¡Á20 mL) and water (2¡Á20 mL). Then the separated organic layer was dried over anhydroussodium sulfate, filtered and concentrated under reduced pressure. The residue waschromatographed on silica gel using hexane/ethyl acetate to afford the desired product.

The synthetic route of 73583-37-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zeng, Yu; Zheng, Hao-Liang; Yang, Zhao; Liu, Cheng-Kou; Fang, Zheng; Guo, Kai; Synlett; vol. 29; 1; (2018); p. 79 – 84;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem