Tag: M.W:200-300

Application of 153034-88-9 ,Some common heterocyclic compound, 153034-88-9, molecular formula is C6H5ClIN, 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 solution of 2-chloro-4-iodo-3-methylpyridine (303 mg, 1.20 mmol) (Aldrich, catNo.724092), phenylboronic acid (160 mg, 1.32 mmol) (Aldrich, catNo.78181) and sodium carbonate (317 mg, 2.99 mmol) in tert-butyl alcohol (10 mL) and water (6 mL) was added Pd-127 (181 mg, 0.239 mmol). The resulting mixture was purged with N2, and then heated at 80 C. for 2 h. The reaction mixture was diluted with methylene chloride, washed with saturated NaHCO3, water and brine. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on a silica gel column eluting with 10 to 20% ethyl acetate in hexanes to give the desired product (225 mg, 92%). LCMS calculated for C12H11ClN (M+H)+: m/z=204.2; found 204.2.

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. 153034-88-9, 2-Chloro-4-iodo-3-methylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Incyte Corporation; Li, Zhenwu; Wu, Liangxing; Yao, Wenqing; (48 pag.)US2017/320875; (2017); 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. 175204-82-7, name is Methyl 4-(trifluoromethyl)nicotinate. A new synthetic method of this compound is introduced below., SDS of cas: 175204-82-7

3-Isopropyl-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole (Table 1, No. 81) 2 g of methyl 4-trifluoromethylnicotinate and 1.56 g of isobutyramide oxime were initially charged in 15 ml of ethanol and cooled to 0 C. 10 ml of a 1.2 molar sodium ethoxide solution were added dropwise to this solution. The mixture was allowed to warm to room temperature over a period of two hours and stirring was then continued at this temperature until the reaction, according to TLC, had ended. The reaction mixture was concentrated and the residue was taken up in saturated ammonium chloride solution and extracted with diethyl ether. Chromatographic purification of the crude product gave the desired compound as a yellowish oil. 1H-NMR (CDCl3, 300 MHz): d 1.41 (d, J 6.9 Hz, 6H), 3.22 (m, 1H), 7.78 (d, J=5 Hz 1H), 9.02 (d, J=5 Hz, 1H), 9.34 (s, 1H) ppm.

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, 175204-82-7, Methyl 4-(trifluoromethyl)nicotinate.

Reference:
Patent; Harmsen, Sven; Bastiaans, Henricus Maria Martinus; Schaper, Wolfgang; Tiebes, Jorg; Doller, Uwe; Jans, Daniela; Sanft, Ulrich; Hempel, Lta Waltraud; Thonessen, Di. Maria-Theresia; Taapken, Thomas; Rook, Burkhard; Kern, Manfred; US2003/162812; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73112-16-0, 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 73112-16-0, name is 2,6-Dibromo-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 1 : 2,6-dibromo-4-methylpyridine (300 mg, 1.20 mmol), tert-butyl carbamate (168 mg, 1.44 mmol), sodium ie/t-butoxide (138 mg, 1.44 mmol) and l,l’-bis(di-tert- butylphosphino)ferrocene palladium dichloride (39.0 mg, 0.06 mmol) were dissolved in nitrogen sparged 2-MeTHF. The system was evacuated and purged with nitrogen (3X) then placed into 70C oil bath. After 3 hours, the temperature was increased to 80C for 4 hours. The reaction mixture was diluted with EtOAc and brine. The product was extracted with EtOAc, washed with brine, dried and concentrated under reduced pressure to afford crude iert-butyl {4-methyl-6- [(trimethylsilyl)ethynyl]pyridin-2-yl} carbamate. Copper (I) iodide (0.13 g, 0.7 mmol) and bis(triphenylphosphine)palladium(II) dichloride (0.24 g, 0.35 mmol) were added to the crude product and then dissolved in nitrogen sparged dimethylacetamide. The system was evacuated and purged with nitrogen (3X). Triethylamine (1.5 mL, 10.45 mmol) and trimethylsilylactylene (1.5 mL, 10.45 mmol) were added and the solution was stirred at room temperature overnight. The reaction mixture was diluted with EtOAc (25 mL) and brine. The product was extracted with EtOAc (25 mL), washed with brine, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (5% EtOAc). The fractions were concentrated under reduced pressure, suspended in hexanes, filtered in vacuo and dried to afford iert-butyl {4-methyl-6-[(trimethylsilyl)ethynyl]pyridin-2-yl} carbamate. MS ESI calcd. for Ci6H25N202Si [M + H]+ 305, found 305.

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 73112-16-0, 2,6-Dibromo-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michelle R.; ROMEO, Eric T.; KATTAR, Solomon D.; CHRISTOPHER, Matthew; ALTMAN, Michael D.; NORTHRUP, Alan B.; ELLIS, John Michael; BOYLE, Brendan O’; DONOFRIO, Anthony; GRIMM, Jonathan; REUTERSHAN, Michael H.; CHILDERS, Kaleen Konrad; OTTE, Ryan D.; CASH, Brandon; DUCHARME, Yves; HAIDLE, Andrew M.; SPENCER, Kerrie; VITHARANA, Dilrukshi; WU, Lingyun; ZHANG, Li; ZHANG, Peng; BEAULIEU, Christian; GUAY, Daniel; WO2014/48065; (2014); 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. 920979-05-1, name is 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid, the common compound, a new synthetic route is introduced below. Safety of 5-(Trifluoromethyl)-1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid

19.3 ethyl 5-trifluoromethylpyrrolo[3,2-b]pyridine-2-carboxylate; 1 ml (18.71 mmol) of concentrated sulfuric acid is added to a solution of 0.2 g (0.87 mmol) of 5-trifluoromethyl-pyrrolo[3,2-b]pyridine-2-carboxylic acid, obtained in step 19.2, in 10 ml of ethanol. The solution is refluxed for 20 hours and then cooled and concentrated under reduced pressure. The resulting residue is then taken up in 50 ml of dichloromethane and washed successively with 20 ml of saturated aqueous sodium hydrogen carbonate solution, 40 ml of water and 20 ml of saturated aqueous sodium chloride solution, dried over sodium sulfate and then concentrated under reduced pressure. 0.19 g of product is obtained, and is used without further purification in the following step.

The synthetic route of 920979-05-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2008/125459; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1211532-15-8, 6-Methoxy-5-(trifluoromethyl)nicotinic acid, 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: 6-Methoxy-5-(trifluoromethyl)nicotinic acid, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methoxy-5-(trifluoromethyl)nicotinic acid

(4-bromophenyl) ((2S) -2- (4-chlorophenyl) piperazin-1-yl) methanone hydrochloride (2 g)6-methoxy-5- (trifluoromethyl) nicotinic acid (1.2 g),HATU (3 g),Triethylamine (2 ml)And DMF (15 ml) was stirred at room temperature for 1 hour. The mixture was extracted with ethyl acetate and water. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (NH, hexane / ethyl acetate) to give the title compound (2.9 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211532-15-8, 6-Methoxy-5-(trifluoromethyl)nicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; MIZOJIRI, RYO; CARY, DOUGLAS ROBERT; HIRAYAMA, TAKAHARU; ITO, MASAHIRO; TANAKA, TOSHIO; IMAEDA, YASUHIRO; SASAKI, SHIGEKAZU; TAKAMI, KAZUAKI; FUKUDA, KOICHIRO; KAMAURA, MASAHIRO; MORISHITA, NAO; (133 pag.)JP2017/222626; (2017); A;,
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. 866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate

Intermediate H1: 3-Amino-6-(2,4-dichloro-phenyl)-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (3 g, 10.03 mmol), 2,4-dichlorophenylboronic acid (2.297 g, 12.04 mmol), potassium phosphate (4.26 g, 20.06 mmol) and Fibrecat 1034A (Johnson Matthey, polymer supported palladium complex) (500 mg, 10.03 mmol) were suspended in toluene (50 ml) and water (15 ml). The reaction mixture was heated to 110 C. under vigorous stirring for 3 hours. The mixture was allowed to cool to RT and EtOAc (100 ml) was added. The organic layer was separated and washed with brine (15 ml). MP-TMT (macroporous polystyrene-bound trimercaptotriazine, 3 g, Polymern labs) was added and stirred for 1 hour at RT. MgSO4 was added and the suspension filtered off. The filtrate was concentrated in vacuo and purification of the residue by reverse phase chromatography (130 g C18 column) eluting with water/MeOH afforded the title compound as a white solid; LS-MS Rt=1.55 mins[M+H]+ 365 (Method 2minLC_v002).

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, 866775-18-0, Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate.

Reference:
Patent; NOVARTIS AG; US2011/230483; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1227605-52-8, 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. 1227605-52-8, name is 2-Bromo-5-chloronicotinaldehyde. A new synthetic method of this compound is introduced below.

To a solution of 2,3-dibromo-5-chloropyridine (60 g, 221 mmol) in THF (500 mL) was added a solution of isopropylmagnesium chloride lithium chloride solution in THF (1.3M, 185 mL) at -40 C over about 30 min. The solution was stirred for 30 min at -40 C and DMF (50 mL) was added. The resulting solution was warmed up to room temperature and stirred for 30 min. The reaction was quenched with 1 N HCl (400 mL) and MTBE (200 mL) was added. Organic layer was separated and washed twice with 5% aqueous NaHC03 (200 mL). The solvent was removed under vacuum at 50 C. The resulting solids (aldehyde intermediate) were dissolved in methanol (400 mL). The solution was cooled to 5 C under an ice bath. NaBtit (3.6 g) was added slowly over 30 min while maintaining the reaction temperature below room temperature. The reaction mixture was stirred for another 30 min followed by addition of water (125 mL). The resulting mixture was concentrated under vacuum to approximately 150 ml. Solids precipitated during the concentration. The suspension was stirred vigorously at room temperature for 1 h and solids were collected by filtration. The wet cake was dried in a vacuum oven over night at 60 C to give 1 (45.6 g, 93%) as a solid. 1H NMR (CDC13) 400 MHz): <5 8.26 (d, J= 2.5 Hz, 1H), 7.88 (d, J=2.5 Hz, IK), 4.73 (d, J= 5.8 Hz, 2H), 2.33 (t, J= 1 1.4 Hz, 1H); 13C NMR (CDC13, 100 MHz): delta 147.12, 138.48, 138.39, 136.14, 132.06, 62.76. These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227605-52-8, its application will become more common. Reference:
Patent; MERCK SHARP & DOHME CORP.; XIANG, Bangping; YASUDA, Nobuyoshi; WO2013/138413; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 887707-23-5, 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 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-choro-5-iodo-3-trifluoromethylpyridine[0072] To an ice-cold mixture OfPOCl3 (1.60 mL) and DMF (1 mL) in a microwave vial, 5-iodo-3-trifluoromethyl-2-pyridinol (1 g, 3.47 mmol) is added. The vial is sealed and heated 20 min at 110 0C. The reaction mixture cooled at room temperature is poured into ice cold water. The product precipitates. The precipitate is filtered, washed with cold water and dried to afford 661 mg (62 %) of a light brown powder. [0073] 1U NMR (500 MHz CDCl3) delta 8.32 (d, J=2.0 Hz, IH), 8.81 (d, J=2.0 Hz,IH). 13C NMR (250 MHz CDCl3) delta 89.4, 121.2 (q, JC-F= 273.3 Hz), 126.8 (q, JC-F= 33.6 Hz), 144.34, 148.5, 158.7.

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 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; WO2008/119015; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 3430-18-0, 2,5-Dibromo-3-methylpyridine, 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, 3430-18-0, blongs to pyridine-derivatives compound. Product Details of 3430-18-0

A) 5-bromo-2-methoxy-3-methyl-pyridine: A suspension of 235-dibromo-3-methylpyridine (2.08 g, 8.3 mmol) in a 2 M solution of sodium methoxide in methanol (17 mL) was heated by single node microwave irradiation at 120 C for 40 minutes. The reaction mixture was poured onto a mixture of ice and 1 M aqueous hydrochloric acid and extracted with two portions of dichloro- methane. The combined organic layers were dried, filtered and concentrated in vacuo to give 1.57 g (89 %) of the sub-title compound which was used without further purification. 1H NMR (400 MHz; chloroform-d as solvent and internal reference) delta(ppm) 8.02 (d, IH, J= 2.3 Hz), 7.45 – 7.47 (m, IH), 3.92 (s, 3H), 2.16 (broad s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3430-18-0, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2007/8146; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, 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.73112-16-0, name is 2,6-Dibromo-4-methylpyridine, molecular formula is C6H5Br2N, molecular weight is 250.92, as common compound, the synthetic route is as follows.

A dry round bottomed flask was charged with 2-aniino-4-cyclopropylpyridine (5.00 g, 31.7 mmol) and 2,6-dibromo-4-methylpyridine (7.95 g, 31.7 mmol). The reaction vessel was placed under an atmosphere of nitrogen (3x vacuum/N2 cycle), then 1,4-dioxane (lOOmL) was added and the mixture was degassed with a steady stream of nitrogen for 30 minutes. Sodium tert- butoxide (3.35 g, 34.8 mmol) and l,r-6/s(di-te^butylphospMno)ferrocene palladium dichlonde (0.49 g, 0.75 mmol) were added to the reaction flask, then the reaction was stirred at room temperature for 15 minutes then heated to 50 C for five hours. After cooling to room temperature for 14 hours, the resulting reaction mixture was poured into water (200 mL) and extracted with ethyl acetate (2×100 mL). The combined organic layers were further washed with water and brine (200 mL portions). The organic phase was dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield an oil. The crude product was purified by silica gel chromatography (0-30% ethyl acetate/hexanes) to give the title compound as a brown solid. lH NMR (600 MHz, DMSO-d6) delta 9.80 (s, IH), 8.06 (d, J= 5.3 Hz, IH), 7.70 (s, IH), 7.23 (s,IH), 6.92 (s, IH), 6.61 (dd, J= 1.4, 5.3 Hz, IH), 2.25 (s, 3H), 1.91 – 1.78 (m, IH), 1.09 – 0.98 (m, 2H), 0.82 – 0.66 (m, 2H).

Statistics shows that 73112-16-0 is playing an increasingly important role. we look forward to future research findings about 2,6-Dibromo-4-methylpyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; DI FRANCESCO, Maria Emilia; HAIDLE, Andrew, M.; OTTE, Ryan, D.; ELLIS, John Michael; CHILDERS, Kaleen Konrad; NORTHRUP, Alan, B.; YANG, Liping; WO2012/154520; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem