Tag: M.W:100-200

Application of 7598-35-8, 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. 7598-35-8, name is 2-Bromopyridin-4-amine. A new synthetic method of this compound is introduced below.

To a cooled (0 C.) solution of 2-bromo-4-aminopyridine (295 mg, 1.5 mmol) in dry DMF (5 ml) was added NaH (120 mg, 3.0 mmol, 60% dispersion in mineral oil) carefully. The mixture was stirred at room temperature for 30 min and then cooled to 0 C. again. A solution of the acid chloride from the preceeding step in dry DMF (5 ml) was added into the mixture slowly. The resulting mixture was stirred for an additional hour at room temperature and then quenched with ice-water (20 ml). The mixture was extracted with ethyl acetate (3¡Á50 ml). The combined organic extracts were washed with brine (20 mL), dried over MgSO4 and concentrated under reduced pressure. The residue was purified by flash chromatography (ethyl acetate/petroleum ether=1:10) to give N-(2-bromopyridin-4-yl)-2,6-dichloro-4-cyanobenzamide (389 mg, 70% yield). LCMS (ESI) m/z: 369.9 [M+H+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7598-35-8, 2-Bromopyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; US2010/317643; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 56622-54-9 , The common heterocyclic compound, 56622-54-9, name is (6-Methylpyridin-3-yl)methanamine, molecular formula is C7H10N2, 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.

A 5 mL microwave vial was charged with l-bromo-3-iodo-5-(trifluoromethoxy)benzene(98 mg, 0.27 mmol), (6-methylpyridin-3-yl)methanamine (50 mg, 0.41 mmol), molybdenum hexacarbonyl (160 mg, 0.61 mmol), palladium acetate (8 mg, 0.036 mmol), l,8-diazabicyclo[5.4.0]undec- 7-ene (120 mg, 0.79 mmol), and 1,4-dioxane (2 mL). The vial was sealed under nitrogen and the reaction was subjected to microwave irradiation at 120 0C for 20 minutes. After cooling, the mixture was purified via flash chromatography to afford the desired product as a white solid. LC-MS: 391.2 [M+l]+; 1H NMR (CDCl3, 400 MHz): 8.43 (d, J = 2.1 Hz, IH), 7.85 (t, J = 1.5 Hz, IH), 7.63-7.61 (m, 2H), 7.52 (s, IH), 7.16 (d, J = 8.0 Hz, IH), 6.74 (br, IH), 4.60 (d, J = 5.8 Hz, 2H), 2.55 (s, 3H).

The synthetic route of 56622-54-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RENOVIS, INC.; WO2009/110985; (2009); A2;,
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. 13535-01-8, name is 5-Bromopyridin-3-amine, molecular formula is C5H5BrN2, 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 5-Bromopyridin-3-amine

Intermediate 4Preparation of lambda/-(5-bromo-3-pyridinyl)-2,4-difluorobenzenesulfonamide To a cold (0 0C) stirred solution of 3-amino-5-bromopyridine (18.6 g, 107.4 mMol) in dry pyridine (100 mL) was added 2,4-difluorobenzenesulfonyl chloride (25 g, 112.8 mMol) over 3 minutes. The reaction mixture was stirred at 0 0C for 1 h and evaporated to dryness under vacuum. The residue was diluted with H2O (400 mL) and EtOAc (400 mL). The organic layer was washed with H2O and brine, and the combined aqueous layers were extracted with EtOAc (100 mL). The combined extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was dissolved in boiling EtOAc (200 mL), and placed in a freezer for 2 days. Two crops were obtained through filtration, which were combined and triturated with boiling 35% EtOAc in hexanes. After cooling to room temperature, the precipitate was collected by filtration and dried to constant weight to provide 27.2 g of iV-(5-bromo-3-pyridinyl)-2,4- difluorobenzenesulfonamide as a light orange solid. MS (ES) m/e 351.0 (M + H)+.

With the rapid development of chemical substances, we look forward to future research findings about 13535-01-8.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157191; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1065267-14-2 ,Some common heterocyclic compound, 1065267-14-2, molecular formula is C6H5F2NO, 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 stirred solution of 3,5-difluoropyridin-2-yl)methanol (Intermediate 30, 1.7g, 11.72mmol) in DCM (10OmL) was added Dess-Martin periodinane (DMP) (8.45g, 19.92mmol). The resulting solution was stirred at room temperature overnight under a nitrogen atmosphere. The reaction mixture was diluted with DCM, and washed with saturated NaHCU3 (2x), H2O and brine. The organic layer was dried over Na2SO4, and concentrated. Purification by column chromatography (EtOAc:Hexane = 2:8) provided the title compound (1.4g, 80%) as a thick oil. LCMS: [M+H]+144

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1065267-14-2, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/117050; (2008); A1;,
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

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

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

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

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

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