Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 106447-97-6, 2-Amino-4-(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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Weighing N-bromo succinimide (1.12g, 6 . 3mmol) is added to thf (7.25 ml) in, cooling to 0 C, the 4 – (trifluoromethyl) pyridin-2-amine (0.97g, 6mmol) dissolved in tetrahydrofuran (5.75 ml) in, dropping slowly added to the above-mentioned solution, keeping the temperature at 0 C, after dripping, slowly to room temperature, stirring 0.5 hours, adding sodium thiosulfate (0.25g) aqueous solution (4.75 ml) quenching, concentrated, crude product by silica gel column chromatography (petroleum ether: ethyl acetate = 3:1) purification, to obtain the title compound (1.2g, yield 83.3%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,106447-97-6, 2-Amino-4-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Xuanzhu Oharma Co., Ltd.; Wu, Yongjian; (47 pag.)CN105541792; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16013-85-7, Adding some certain compound to certain chemical reactions, such as: 16013-85-7, name is 2,6-Dichloro-3-nitropyridine,molecular formula is C5H2Cl2N2O2, 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 16013-85-7.

Method for svnthesising A.4m; 2,6-dichloro-3-nitro-pyridine (2.5 g, 12.9 mmol) is taken up in a solvent mixture of THF and NMP (5:1, 13 mL), combined with two spatula tips of silicon carbide and CuCN (2.3 g, 26.0 mmol) and heated to 1800C in the microwave reactor for 45 min. Then the solid obtained is suspended in H2O, extracted with ethyl acetate, washed with NaCl-sln., the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and 6-chloro-3- nitro-pyridine-2-carbonitrile (HPLC-MS: tRet. = 1.01 min, MS(M+H)+ = 182, method LCMSBASl) is obtained.

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. 16013-85-7, 2,6-Dichloro-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; BOEHMELT, Guido; KOFINK, Christiane; KUHN, Daniel; MCCONNELL, Darryl; STADTMUELLER, Heinz; WO2010/7116; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 114077-82-6, 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. 114077-82-6, name is 4-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.

Example 5 4-chloro-3-hydroxymethylpyridine To a solution of 4-chloro-3-pyridyl carboxyaldehyde (140 mg, 1.0 mmol) in THF (1 mL) at 0 C. was added methanol (1 mL) followed by portionwise addition of sodium borohydride (75 mg, 2.0 mmol). After 1 hr, acetic acid (0.15 ml) was added and the reaction mixture was evaporated to dryness with rotary evaporator at room temperature. The solid residue was chromatographed on silica gel column (1% MeOH/dichloromethane) to afford 60 mg (42%) of the title compound. 1H NMR (CDCl3) delta 4.30 (br s, 1H), 4.80 (s, 2H), 7.30 (d, 1H, J=5), 8.34 (d, 1H, J=5), 8.62 (s, 1H).

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 114077-82-6, 4-Chloronicotinaldehyde.

Reference:
Patent; Microcide Pharmaceuticals, Inc.; US6066630; (2000); A;; ; Patent; Microcide Pharmaceuticals, Inc.; US6087355; (2000); A;; ; Patent; Microcide Pharmaceuticals, Inc.; US5859256; (1999); A;,
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. 65189-15-3, name is 5,6-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, 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. Quality Control of 5,6-Dichloronicotinonitrile

b) 5,6-Dichloro-pyridine-3-amidoxime The title compound was prepared from 5,6-dichloro-pyridine-3-carbonitrile (257 mg, 1.485 mmol) and 50 wt % hydroxylamine (96.0 muL, 1.57 mmol) similar to Example 36c, and yielded 234 mg (76%) of product as a light yellow solid. 1H NMR (DMSO-d6): 10.11 (s, 1H), 8.66 (d, J=2.20 Hz, 1H), 8.29 (d, J=1.93 Hz, 1H), 6.12 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 65189-15-3.

Reference:
Patent; Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P.; US2003/45546; (2003); 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. 944937-53-5, name is 6-Bromo-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5BrN2, 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. name: 6-Bromo-1H-pyrrolo[3,2-b]pyridine

To an ice-cooled suspension of 6-bromo- 1H-pyffolo[3,2-b]pyridine (7.0 g, 35 mmol)in N,N-dimethylformamide (100 mL) was slowly added a solution of sodium hydride (2.12 g,88.28 mmol, 60% in mineral oil) in N,N-dimethylformamide (20 mL). After 30 mm at 0 C,a solution of 2-(1-chloroethyl)pyridine (5.0 g, 35 mmol) in N,N-dimethylformamide (20 mL)was slowly added. The mixture was then warmed to room temperature. After 16 h, saturatedaqueous ammonium chloride solution (20 mL) was slowly added to the reaction mixture, and the resulting solution was concentrated in vacuo. The resulting residue was purified by flash column chromatography (1 0-30% ethyl acetate in petroleum ether) to afford 6-bromo- 1 -(1 -(pyridin-2-yl)ethyl)- 1 H-pyrrolo [3,2-b] pyridine (6.0 g, 56% yield). 1 H NMR(400 MHz, Chloroform-d) oe: 8.61 (d, I = 4.4 Hz, 1 H), 8.47 (d, I = 2.0 Hz, 1 H), 7.70 (s, 1 H),7.62-7.57 (m, 2 H), 7.21 -7.18 (m, 1 H), 6.81-6.76 (m, 2 H), 5.66-5.61 (m, 1 H), 2.00 (d, I = 7.2 Hz, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 944937-53-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); 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. 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 85838-94-4

To a solution of 0.50 g (2.73 mmol) of tert-butyl 3,6-dihydro-2H-pyridine-i-carboxylate in 30 mL of DCM was added 0.92 g (4.09 mmol) of mCPBA. The resultant solution was stirred at 20C for 18 h. TLCindicated that the reaction was complete. The reaction was diluted with DCM, washed with aq. NaHCO3, aq. Na2S2O3 and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (PE/EA, 5/i, R1= 0.2) to give 0.43 g of tert-butyl 7-oxa-4-azabicyclo[4.i.0]heptane-4- carboxylate as a colorless oil.MS (+ESI): 144.1 [M+H].?H NMR (400 MHz, CDC13) ppm: 4.09-3.58 (m, 2H), 3.57-3.02 (m, 4H), 2.18-1.84 (m, 2H), 1.47 (s,9H).

The synthetic route of 85838-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASILEA PHARMACEUTICA AG; POHLMANN, Jens; STIEGER, Martin; REINELT, Stefan; LANE, Heidi; (286 pag.)WO2016/128465; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1056162-06-1, 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. 1056162-06-1, name is (2-(Trifluoromethyl)pyridin-3-yl)methanamine, molecular formula is C7H7F3N2, 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.

A mixture of 4-chloro-N-isopropyl-1 ,8-naphthyridin-2-amine (150 mg, 676.6 umol, 1 eq) and [2-(trifluoromethyl)-3-pyridyl]methanamine (1.2 g, 6.8 mmol, 10 eq) was stirred at 180C for 0.5 hour under microwave and N2. TLC (EtOAc) showed that 4~chloro- N-isopropyl-1 ,8-naphthyridin-2-amine was consumed completely and several new spots. LCMS showed that several peaks and 20% of desired product. To the mixture was added water (40 mL) and extracted with EtOAc (40 mL*2). The organic layers were washed with brine (40 mL), dried over NaaSCU and concentrated. The residue was purified by prep-TLC (EtOAc). Then the crude product was further purified by prep-HPLC (Column: Phenomenex Synergi C18 150*30mm*4um; Condition: water(0.225%FA)-ACN). The salt product was basified by strong basic anion exchange resin. Then the residue was purified by prep-TLC (Dichloromethane: Methanol 10: 1) to obtain N2-isopropyi-N4-[[2-(trifluoromethyi)-3- pyridyl]methyl]-1 ,8-naphthyridine-2,4-diamine (5.4 mg, 15 umo, 2% yield) as a light yellow solid.

According to the analysis of related databases, 1056162-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIVERPOOL SCHOOL OF TROPICAL MEDICINE; THE UNIVERSITY OF LIVERPOOL; EISAI R&D MANAGEMENT CO., LTD.; WARD, Stephen A.; TAYLOR, Mark J.; O’NEILL, Paul M.; HONG, Weiqian David; BENAYOUD, Farid; (300 pag.)WO2018/134685; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58584-92-2, 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 58584-92-2 as follows.

To a 0.3 M solution of amino acid (1 equiv) in anhydrous THF, under an inert atmosphere, was added thionyl chloride (3.3 equiv) in a dropwise fashion. The reaction mixture was stirred at room temperature for 2 hours. After this time the reaction was concentrated in vacuo to give a crude yellow solid residue. The crude solid was dissolved in THF (equal to initial reaction volume) and concentrated in vacuo again to give a yellow solid residue. The residue was dissolved once more in THF and concentrated as before to give a solid residue which was then dissolved in THF (to give a solution of 0.3M) and ammonia gas bubbled through the solution for 1 hour. The resultant precipitate was removed by filtration and the filtrate concentrated in vacuo to give a yellow precipitate which was triturated with water at 50 0C then dried to give the title compound (typically 90-95 %) yield and suitably clean enough to be used without any further purification.2-Amino-6-chloronicotinamide – X=N, Y=C, Z=C: (92 % yield, 93 % purity) m/z (LC-MS, ESP): 172 [M+H]+ R/T = 3.19 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58584-92-2, its application will become more common.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/23161; (2008); A1;,
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 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-(4-Methylpiperazin-1-yl)pyridin-2-amine

5-(4-Methylpiperazin-1-yl)pyridin-2-amine (35.6 mg, 0.185 mmol) was taken up in dry1 ,4-dioxane (2 mL) under argon. tert-Butyl 1 -(2-chloropyrimidin-4-yl)-2-oxo- 1,3 – diazaspiro[4.Sjdecane-3-carboxylate (4) (65 mg, 0.18 mmol) was added followed by cesiumcarbonate (0.173 g, 0.532 mmol) and rac-2,2?-bis(diphenylphosphino)-l,l?-binaphthyl (11.0 mg, 0.0177 mmol). Finally, palladium acetate (3.98 mg, 0.0177 mmol) was added and the mixture was sparged with argon for 20 mm, the flask fitted with a condenser and the reaction mixture heated at 100 C for 30 minutes. The reaction mixture was cooled to ambient temperature, filtered through a pad of Celite rinsing with ethyl acetate and the solvent wasremoved in vacuo to afford a dark yellow foam. Addition of water caused the product to precipitate. The solids were removed by filtration and washed with water. Drying under nitrogen affords 52 mg (56% yield) of the desired product 5 as a dark yellow solid.MS (ESI+) for C27H38N803 m/z 523.6 (M+H)5

With the rapid development of chemical substances, we look forward to future research findings about 571189-49-6.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay, Copeland; GASTON, Ricky, D.; GADWOOD, Robert, C.; (177 pag.)WO2018/5533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 76006-13-8, name is 3-Bromo-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4BrN3

A mixture of 2-chloro-6-(trifluoromethyl)benzyl 4-methylbenzenesulfonate (A-2) (0.19 g, 0.51 mmol), 3-bromo-lH-pyrazolo[3,4-c]pyridine (A-3) (0.1 g, 0.51 mmol), t-BuOK (0.11 g, 1.02 mmol) and TBAI (75 mg, 0.20 mmol) in THF (5 ml) was heated at 60 C for 14h. The reaction mixture was cooled down, diluted with saturated NH4C1 solution (20 ml) and extracted with ethyl acetate (30 ml x2). The combined organic layers were washed with brine (20 ml), dried over anhydrous Na2S04 and concentrated to give the title compound A-4 as a brown oil. LCMS (ESI) calc’d for Ci4H8BrClF3N3 [M+H] +: 390, found: 390

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, 76006-13-8, 3-Bromo-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BARR, Kenneth Jay; BEINSTOCK, Corey; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; WO2014/28591; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem