Day: May 24, 2021

Application of 98273-19-9, 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.98273-19-9, name is Methyl 4,6-dichloropicolinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

Methyl 4-chloro-6- and methyl 6-chloro-4-morpholinopicolinateA screw-cap vial was charged with methyl 4,6-dichloropicolinate (0.300 g, 1.456 mmol), potassium carbonate (0.302 g, 2.184 mmol), palladium (II) acetate (0.016 g, 0.073 mmol), XPhos (0.104 g, 0.22 mmol), morpholine (0.127 mL, 1.46 mmol), and toluene (5 mL). The yellow solution was stirred at 100 C for 18 h, then filtered through Celite and concentrated. The crude material was purified by column chromatography (silica, 0-50% ethyl acetate in hexanes) to afford (in order of elution) methyl 4-chloro-6-morpholinopicolinate and methyl 6-chloro-4- morpholinopicolinate as white amorphous solids. Isomers assigned by NOESY. Mass Spectrum (ESI) m/e = 257.0 (M + 1); 257.0 (M + 1).

Statistics shows that 98273-19-9 is playing an increasingly important role. we look forward to future research findings about Methyl 4,6-dichloropicolinate.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul John; GONZALEZ LOPEZ DE TURISO, Felix; PATTAROPONG, Vatee; SIMARD, Jillian L.; WO2012/3264; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 74784-70-6 ,Some common heterocyclic compound, 74784-70-6, molecular formula is C6H5F3N2, 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 l-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-4-methyl-iH-pyrazole-3- carboxylic acid (1.00 g, 2.65 mmol) in DCM (20 ml) was added 5 drops of DMF followed by 5 ml oxalyl chloride. The reaction mixture was stirred for one hour at room temperature, concentrated and the crude acid chloride redissolved in DCM (20 ml). DMAP (0.98 g, 8.03 mmol) was added followed by 5-(trifluoromethyl)pyridine-2-amine (0.49 g, 3 mmol). The reaction mixture was stirred at room temperature overnight then water was added and the product extracted with DCM (x2). The combined organic extracts were dried (Na2SO4), filtered and concentrated. Flash chromatography (heptane – heptane : EtOAc 90 : 10) gave 0.67 g (49%) of the title compound as a colorless solid.

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. 74784-70-6, 5-(Trifluoromethyl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/67443; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6443-85-2, 2-(Pyridin-3-yl)acetonitrile, 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, 6443-85-2, blongs to pyridine-derivatives compound. Quality Control of 2-(Pyridin-3-yl)acetonitrile

b) 2-(3-pyridyl)ethylamine dihydrochloride was prepared as follows. A mixture of 1.3 g 3-pyridylacetonitrile, approximately 3 g Raney nickel and 30 ml methanol containing 10% ammonia by volume was hydrogenated at 35 psi for 20 hr using a Parr hydrogenator. The catalyst was filtered off over celite and the filtrate was evaporated. The residue was dissolved in methylene chloride, dried with magnesium sulfate, filtered and evaporated. The product was converted to the dihydrochloride using hydrogen chloride in dioxane. Crystallization from methanol/ether gave 1.4 g colorless crystals having a mp 145-148 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6443-85-2, its application will become more common.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US6759384; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 130722-95-1, Adding some certain compound to certain chemical reactions, such as: 130722-95-1, name is 3-(Benzyloxy)-5-bromopyridine,molecular formula is C12H10BrNO, 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 130722-95-1.

3-Benzyloxy-5-bromopyridine (15.0 g, 56.8 mmol), prepared as described in (US 5,733,912), and 30% HBr/acetic acid (200 mL) were stirred at ambient temperature for 16 hours. The reaction was diluted with diethyl ether (500 mL) and the resulting white solid (12.9 g) was isolated by filtration. The solid was taken up in methanol (300 mL) and concentrated NH4OH (50 mL) was added. After stirring at ambient temperature for 12 hours, the mixture was concentrated under reduced pressure to provide the title compound as a white solid (9.8 g, 89%). MS (DCI/NH3) m/z 174/176 (M+H)+.

According to the analysis of related databases, 130722-95-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; EP1428824; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 53710-17-1, 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.53710-17-1, name is 2,6-Diiodopyridine, molecular formula is C5H3I2N, molecular weight is 330.89, as common compound, the synthetic route is as follows.

To a solution of 25 mmol of 20 in 80 mL of dry THF at 0 C was added 25 mmol of KH (30% mineral oil) under N2. The suspension was stirred for 20 min before 10 mmol of 15 in 20 mL of dry THF was added over a period of 10 min. The resulting mixture was stirred for two days at 60 C under N2. The reaction was quenched dropwise with isopropanol (10 mL) and saturated NaCI (50 mL) at 0 C and the mixture was diluted with 200 mL of ethyl acetate. After separating the two phases, the organic phase was washed with saturated NaCl, dried over MgS04, and concentrated under reduced pressure to give 10 mmol of 21. ¹H NMR (300 MHz, DMSO-d6) 8 8.92 (d, J = 2.1 Hz, 2H), 8.11 (t, J = 7.8 Hz, 1H), 7.84 (d, J = 0.9 Hz, 2H), 7.79 (d, J = 8.0 Hz, 2H), 6.61 (dd, J1 = 2.8 Hz, J2 = 0.9 Hz, 2H) ; MS m/z: 212 (M + 1).

Statistics shows that 53710-17-1 is playing an increasingly important role. we look forward to future research findings about 2,6-Diiodopyridine.

Reference:
Patent; ICAGEN, INC.; ASTELLAS PHARMA INC.; WO2005/100349; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 115473-15-9, 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.115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, molecular weight is 191.68, as common compound, the synthetic route is as follows.

Example 3 (2S)-Methyl 2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridin-5(2H,4H,6H)-yl)-2-(2-chlorophenyl)-acetate (IV-1) [Show Image] 58.1 g (0.15 mol) of (R)-methyl 2-(2-chlorophenyl)-2-(4-nitrophenylsulfonyloxy)-acetate (II-1), 32.3 g (0.17 mol) of 5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride (III-1), and 37.8g (0.38 mol) of potassium bicarbonate were added to 500 ml of acetonitrile. The reaction was stirred under a nitrogen atmosphere at room temperature for 26 hrs. The reaction solution was allowed to stand and the insoluble material was filtered off, to obtain a dark red mother liquor. The solvent was evaporated under reduced pressure, and 35.4 g of an oil product was obtained after purification by flash column chromatography (petroleum ether:ethyl acetate = 4:1). Yield 70%. Recrystalization from ethanol afforded 18.1 g of a pure product (IV-1) as a white solid. mp: 146-148C, ee = 97.5%, [alpha]D19 = +114.0 (c 0.5, MeOH); 1H-NMR (300 MHz, CDCl3) delta 1.79-1.93 (m, 1 H), 2.30-2.40 (m, 1 H), 2.56-2.70 (m, 1 H), 3.00-3.27 (m, 2 H), 3.72 (s, 3 H), 3.79-3.93 (m, 1 H), 4.12-4.19 (m, 1 H), 4.89 (d, 1 H, J= 5.6 Hz), 6.00 (d, 1 H, J = 5.2 Hz), 7.26-7.50 (m, 4 H); 13C-NMR (75 MHz, CDCl3) delta 33.9, 34.0, 49.0, 49.7, 51.1, 51.6, 52.2, 52.4, 67.3, 76.6, 77.0, 77.4, 126.6, 126.8, 127.2, 129.8, 130.1, 132.7, 134.8, 167.2, 167.4, 170.8, 198.6; ESI-MS m/z 338.1 [M+H]+; HRMS Calcd for C16H17NO3SCl [M+H]+ m/z 338.0618, found 338.0626.

The chemical industry reduces the impact on the environment during synthesis 115473-15-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu Vcare Pharmatech Co., Ltd; EP2532668; (2012); 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.16665-38-6, name is (4-Methoxypyridin-2-yl)methanol, molecular formula is C7H9NO2, molecular weight is 139.15, as common compound, the synthetic route is as follows.Quality Control of (4-Methoxypyridin-2-yl)methanol

(4) 2-Chloromethyl-4-methoxypyridine hydrochloride This was prepared by the method of Baker et. al., J. Chem. Soc., Chem. Comm., 3598, 1958, but starting with 2-hydroxymethyl-4-methoxypyridine (as prepared in (3) above, 44.05 g, 0.317 mole) and thionyl chloride (500 ml) to give the title compound as a reddish solid, 46 g (75%) which was used directly in the following preparation without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,16665-38-6, (4-Methoxypyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US4562197; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 694-85-9, 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. 694-85-9, name is 1-Methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

To a stirred mixture of 1-METHYL-LH-PYRIDIN-2-ONE (33.47 g, 0.306 mol) and concentrated H2S04 (300 ML) at 100 °C was added concentrated HNO3 (120 mL) in portions. The reaction mixture was heated at this temperature overnight, and then poured into ice (1400 mL). The precipitate was filtered off and washed with water to give the title compound (Yield: 18.66 g, 30percent). LH NMR (400 MHZ, CDCl3) : 8 9.05 (d, 1H), 8.90 (d, 1H), 3.80 (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,694-85-9, its application will become more common.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/69832; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 133081-24-0, 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 133081-24-0, name is 6-Hydrazinylnicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 47 6-(4-(4-cyano-2-methoxyphenyl)-5-hydroxy-lH-pyrazol-l- yl)nicotinic acid [0229] Combined ethyl 2-(4-cyano-2-methoxyphenyl)-3-(dimethylamino)acrylate (1.427 g, 5.20 mmol), 6-hydrazinylnicotinic acid (0.664 g, 4.34 mmol), and HCl (4.34 mL, 4.34 mmol) in 2-propanol (21.7 mL) and stirred at room temperature for 8 hours to give a solid. The solid was collected by filtration and combined with Hunig’s base (1.50 mL, 8.61 mmol) in 2- propanol (10 mL) and water (1 mL) and stirred for 32 hours at 50C, then 10 mL of 1 N HCl was added and the reaction was filtered to give a solid. The solid was washed with 30 mL MeOH and 30 mL of ether and dried in vacuo to give the title compound (708 mg, 73.3%) as a beige solid. MS m/z [M+H]+ 337.3.

According to the analysis of related databases, 133081-24-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; DAVIS, Melinda; IVETAC, Anthony; JONES, Benjamin; KIRYANOV, Andre, A.; KUEHLER, Jon; LANIER, Marion; MIURA, Joanne; MURPHY, Sean; WANG, Xiaolun; WO2014/160810; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89856-44-0, 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 89856-44-0, name is 5-Bromo-4,6-dimethylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation Example 38 Synthesis of 3-bromo-6-fluoro-2,4-dimethylpyridine 2-amino-5-bromo-4,6-dimethylpyridine (2 g) was suspended in fluoroboric acid (48% aqueous solution, 7.5 mL). Sodium nitrite (890 mg) dissolved in water (3 mL) was added to the solution at 0 C. The reaction mixture was stirred at 0 C. for 10 minutes. The precipitated solid was collected by filtration and suspended in n-heptane (100 mL). The solution was stirred with heating under reflux for two hours. After cooling to room temperature, the precipitated solid was collected by filtration. The resulting solid was dried under reduced pressure to give the title compound (500 mg). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.43 (s, 3H), 2.62 (s, 3H), 6.67 (s, 1H).

According to the analysis of related databases, 89856-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem