Day: March 24, 2022

Synthetic Route of 131747-62-1, 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 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Sodium triacetoxyborohydride (40 mg, 0.19 mmol) was added to a solution of (3-((1- amino-2,3-dihydro-1 H-inden-5-yl)methyl)-5-(trifluoromethyl)phenyl)methanol (30 mg, 0.093) and 3-trifluoromethyl-2-formylpyridine (15 mg, 0.086 mmol) in DCM (1 ml_). The reaction was stirred at rt for 24 h before aq. sat. NaHCO3 (2 ml.) was added to the mixture was filtered over a phase separator. The organic filtrate was evaporated to dryness in a Genevac. The crude material was purified by prep. LCMS to afford the title compound (18.9 mg, 42.1 %). MS (ESI) : m/z [M + H]+ 481.2

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 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde.

Reference:
Patent; N.V. Organon; GILLEN, Kevin James; GILLESPIE, Jonathan; JAMIESON, Craig; MACLEAN, John Kinnaird Ferguson; MOIR, Elizabeth Margaret; RANKOVIC, Zoran; WO2010/115952; (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.96428-50-1, name is Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate, molecular formula is C18H18N2O3, molecular weight is 310.35, as common compound, the synthetic route is as follows.SDS of cas: 96428-50-1

253 ml of 2 N aqueous sodium hydroxide solution were added to a solution of 15.7 g of ethyl 8-(benzyloxy)- 2-methylimidazo[1 ,2-a]pyridine-3-carboxylate (50.59 mmol) from Example 38A in 253 ml of 1 ,4-dioxane, and the mixture was stirred at RT for 14 h. 101 ml of 6 N aqueous hydrochloric acid were then added. The solid formed was filtered off, washed with water and methyl tert-butyl ether and then dried under reduced pressure at 40 C. overnight. This gave 15.49 g (108% of theory) of 8-(benzyloxy)-2- methylimidazo[1 ,2-a]pyridine-3-carboxylic acid.10698] LC-MS (Method 2): R=0.66 mm10699] MS (ESpos): mlz=283.0 (M+H)10700] ?H-NMR (400 MHz, DMSO-d5): oe=2.67 (s, 3H),5.41 (s, 2H), 7.30 (m, 1H), 7.35-7.48 (m, 4H), 7.57 (d, 2H),9.02 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,96428-50-1, Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; GROMOV, Alexey; FOLLMANN, Markus; BROCKSCHNIEDER, Damian; STASCH, Johannes-Peter; MARQUARDT, Tobias; TERSTEEGEN, Adrian; WUNDER, Frank; REDLICH, Gorden; LANG, Dieter; LI, Volkhart Min-Jian; (95 pag.)US2016/347770; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120739-77-7 ,Some common heterocyclic compound, 120739-77-7, molecular formula is C8H11ClN2, 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.

In a 100 mL three neck round bottom flask, 17.0 g (0.1 mol) of N-(6-chloropyridine-3-methylene)ethylamine, 15.0 g (0.09 mol) of 1,1-dimethylthio-2-nitroethylene, and 50 mL of absolute ethanol were added. Heated to reflux. Reflux for 8h. Stop reflow, cooled to room temperature. Concentrated to viscous liquid. Silica gel column chromatography (dichloromethane: acetone = 5: 1 (v / v)) gave the product 6.5 g (compound IV-1) in a yield of 23%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,120739-77-7, its application will become more common.

Reference:
Patent; East China University of Science and Technology; Li, Zhong; Xu, Xiaoyong; Yuan, Zihao; Lu, Siyuan; Shao, Xusheng; Xu, Zhiping; (66 pag.)CN105669660; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89510-90-7, 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. 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine. A new synthetic method of this compound is introduced below.

A microwave vial charged with 2-Chloro-5-fluoropyridin-4-amine (500 mg, 3.41 mmol) and (S)-3-Methylmorpholine (3102 pi, 27.3 mmol) was heated in the microwave at 210 C for 52 hours. The crude product was concentrated onto celite and purified on the Biotage (reverse phase silica gel) eluting with 0-50% ACN/H2O. The desired fractions were collected, concentrated and dried under high vacuum at RT to afford (S)-5-fluoro-2-(3- methylmorpholino)pyridin-4-amine (2.94 mmol, 86 % yield) as a sticky brown solid. 1 H NMR (500MHz, DMSO-d6) d = 7.70 (d, J=3.1 Hz, 1 H), 5.96 (d, J=6.4 Hz, 1 H), 5.85 (s, 2H), 4.1 1 – 4.05 (m, 1 H), 3.87 (dd, J= 3.5, 1 1 .1 Hz, 1 H), 3.68 – 3.64 (m, 1 H), 3.61 – 3.56 (m, 1 H), 3.51 (dd, J=2.1 , 12.8 Hz, 1 H), 3.43 (dt, J=3.1 , 1 1 .6 Hz, 1 H), 2.92 (dt, J= 3.7, 12.4 Hz, 1 H), 1 .02 (d, J= 6.6 Hz, 3H); LCMS (m/z): 212.4 [M+1 ]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89510-90-7, 2-Chloro-5-fluoro-4-pyridinamine, and friends who are interested can also refer to it.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 102074-19-1, (5-Methylpyridin-3-yl)methanol, 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, Computed Properties of C7H9NO, blongs to pyridine-derivatives compound. Computed Properties of C7H9NO

Step 2. 5-methyl-3-pyridinecarboxaldehyde. A mixture of 5-methyl-3-pyridinemethanol (106 mg, 0.86 mmol) and activated MnO2 (376 mg) in methylenechloride (10 mL) was stirred at room temperature overnight. The black solid of MnO2 was removed by filtration. The filtrate was concentrated in vacuo to yield the title compound as an oil (100 mg, 85%). 1H NMR (CDCl3): 10.10 (s, 1H), 8.89 (s, 1H), 8.68 (s, 1H), 7.98 (s, 1H), 2.45 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,102074-19-1, (5-Methylpyridin-3-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Cytovia, Inc.; EP1230232; (2004); B1;,
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.137736-63-1, name is 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine, molecular formula is C12H7BrF3NO, molecular weight is 318.09, as common compound, the synthetic route is as follows.name: 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine

(a) (E)-Ethyl 3-(l-(4-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)- lH-indol-3-yl)acrylate (3) was prepared as follows: A mixture of compound 1 (Alfe Aesar, 0.5 g, 1.0 eq), compound 2, Cul (0.2 eq), K2C03 (3 eq), and dimethylglycine (Aldrich, 0.1 eq) in DMF (10 mL) was heated at 160 °C for 30 minutes under microwave. The mixture was dissolved in water/EtOAc (20 mL/100 mL). The organic layer was washed with brine, concentrated and purified by column (silica gel, EtOAc/hexane 1/10) to afford compound 3 as a white solid (0.4 g, 40percent): ?-NMR (400MHz, CDC13) ?: 8.42 (s, IH), 7.85 – 7.92 (m, 3H), 7.54 (s, IH), 7.47 – 7.51 (m, 3H), 7.23 – 7.29 (m, 4H), 7.06 (d, IH, 8.8Hz), 6.45 (d, IH, 16Hz), 4.23 (q, 2H, 7.1Hz), 1.29 (t, 3H, 7.2Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,137736-63-1, 2-(4-Bromophenoxy)-5-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; PURDUE PHARMA L.P.; YAO, Jiangchao; WO2013/64883; (2013); 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 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H8BrNO2

5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide: To 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and methylamine (135 mg, 11.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide (130 mg, 65%) as an off-white solid.

With the rapid development of chemical substances, we look forward to future research findings about 886365-06-6.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Bhagirath, Niala; Kennedy-Smith, Joshua; Wilhelm, Robert Stephen; US2013/158049; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6515-09-9, 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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: TCP A (333 mg), complex (1.71 mol%) and solvent (3 mL) are added to each reactor, followed byNEt3 (446 microL). The reactor is purged with nitrogen (3 times) and hydrogen (3 times) thenhydrogenated at 5 bar and various reactor temperatures for 60 mins in a Biotage Endeavor. 40 pL aliquot of each reaction mixture is added to 1 mL MeCN and analysed by normal HPLC method. HPLC areas are converted to concentration (pmol/mL) from the gradients equations in the multipoint external standard.

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 6515-09-9, 2,3,6-Trichloropyridine.

Reference:
Patent; JOHNSON MATTHEY PUBLIC LIMITED COMPANY; MORTIMER, Danny Lee; (19 pag.)WO2017/85476; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153747-97-8, 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.153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, molecular formula is C14H20BrN3O2, molecular weight is 342.23, as common compound, the synthetic route is as follows.

Triflurooacetaldehyde hydrate (1.7 g, 14.6 mmol) was added dropwise into a stirred mixture consisting of phosphorus pentoxide (I g, 7.3 mmol) and 4 mL of concentrated sulfuric acid at 95 0C. The freshly produced gaseous trifluororacetaldehyde was trapped with a dry ice-filled cold finger and dripped into a THF solution of tert-butyl 4-(5- bromopyridin-2-yl)piperazine-l-carboxylate (I g, 2.92 mmol) with 2.5 M n-butyllithium in hexanes (1.3 mL, 3.2 mmol) at -78 0C under nitrogen atmosphere. After addition, the reaction mixture was warmed to room temperature and stirred for 2 h. The mixture was quenched with saturated ammonium chloride aqueous solution at -78 0C and the mixture was partitioned between DCM and brine. The organic layer was dried over Na2SO4 and concentrated to afford a brown solid. The crude material was purified by flash chromatography on silica gel, eluting with 10 – 80% EtOAc: heptane. Fractions containing the desired product were combined and concentrated to afford yellow sticky solid (450 mg, 42.6% yield). The Boc protected titled compound (380 mg, 1.1 mmol) was stirred in 20% TFA in DCM (5 mL) for 10 min. The reaction mixture was concentrated to afford the titled product as a TFA salt (260 mg, yield 95%). MS (m/z, MH+): meas. 262.2 calc. 262.25

The chemical industry reduces the impact on the environment during synthesis 153747-97-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; WO2008/110611; (2008); 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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Quality Control of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

Azaindole 98 (55 mg, 0.42 mmol) was dissolved in 2 ml anhydrous dimethylformamide under nitrogen. Sodium hydride (60% dispersion in oil, 22 mg, 0.54 mmol) was added and the mixture was stirred for 45 min at room temperature. Bromide 10c (180 mg, 0.50 mmol) dissolved in 2 ml anhydrous dimethylformamide was added and the mixture was stirred for 3 h. The mixture was poured over ice-water and was extracted three times with ether. The combined organics were dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give crude 109 (170 mg) as a yellow oil. Used as such without further purification. Purity 90%. NMR spectrum not recorded. UPLC/MS (3 min) retention time 1.97 min. LRMS: m/z 411 (M+1).

The synthetic route of 824-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Esteve, Cristina; Ferrer, Manel; Forns, Pilar; Gonzalez, Jacob; Lopez, Sara; Roberts, Richard S.; Sevilla, Sara; Vidal, Bernat; Vidal, Laura; Vilaseca, Pere; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 102 – 133;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem