Pyridine-derivatives

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

Application of 136117-73-2, Adding some certain compound to certain chemical reactions, such as: 136117-73-2, name is Imidazo[1,2-a]pyridine-7-carbaldehyde,molecular formula is C8H6N2O, 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 136117-73-2.

1.2(2) Preparation of Intermediate To a solution of intermediate of example 1.2(1). (27.369 mmol) in THF dry (120 ml) was added at 0 C. cyclopropylmagnesium bromide in THF 0.5 M (41.053 mmol) under nitrogen atmosphere. The reaction was stirred at 0 C. for 2 hours. Then the reaction mixture was concentrated to dryness. The residue was diluted with ethyl acetate (80 ml) and a aqueous solution of ammonium chloride (40 ml). An extraction was performed with brine (40 ml). The water layer was again extracted with EtOAc (80 ml). The organic layers were collected, dried over Na2SO4, filtered and concentrated to dryness, yielding 5.5 g of intermediate shown, used crude in the next step.

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. 136117-73-2, Imidazo[1,2-a]pyridine-7-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; US2012/35171; (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.40296-46-6, name is Ethyl 4,6-dichloronicotinate, molecular formula is C8H7Cl2NO2, molecular weight is 220.0527, as common compound, the synthetic route is as follows.Product Details of 40296-46-6

Example IX Preparation of [(4,6-dichloropyridin-3-yl)methyl](methyl)-oxido lambda4-sulfanylidenecyanamide (9) To a stirred solution of ethyl 4,6-dichloronicotinate (8.8 g, 40 mmol) in anhydrous THF (75 mL) cooled in an ice-water bath was added in a dropwise fashion 1 M LiAlH4 solution in THF (25 mL, 25 mmol). During the addition, the temperature was not allowed to rise above 25 C. After the addition was over, the reaction was warmed to 40 C. for 15 min, cooled, then quenched by the successive dropwise addition of water (0.95 mL), 15% aqueous NaOH (0.95 mL) and water (1.85 mL). The mixture was filtered through celite and the filtrated was dried (MgSO4), passed through a short pad of silica gel and concentrated to give a red oil. Ether (100 mL) was added whereupon a gummy precipitate immediately appeared, which was removed by filtration. The ether solution was allowed to stand at room temperature overnight, during which time more precipitate was formed which was removed again by filtration. The ether solution was concentrated and dried to give 3.25 g of the product 2,4-dichloro-5-hydroxy-methylpyridine in 46% yield as a nearly colorless oily solid. 1H NMR (300 MHz, CDCl3) delta 8.5 (s, 1H), 7.4 (s, 1H), 4.8 (s, 2H), 2.7 (bs, 1H); GC-MS: mass calcd for C6H5Cl2NO [M]+, 177. Found

At the same time, in my other blogs, there are other synthetic methods of this type of compound,40296-46-6, Ethyl 4,6-dichloronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Zhu, Yuanming; Loso, Michael R.; Nugent, Benjamin M.; Huang, Jim X.; Rogers, Richard B.; US2008/108667; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 230301-11-8, tert-Butyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate, 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: tert-Butyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate, blongs to pyridine-derivatives compound. Recommanded Product: tert-Butyl 6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

To a stirred solution of tert-butyl 1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate(1 g, 4.479 mmol, 1 equiv.) in MeCN(120 mL) was added NIS(1.11 g, 4.927 mmol, 1.1 equiv.) at room temperature. The resulting mixture was stirred for 4 h at 60 degrees C. The reaction was monitored by LCMS. The resulting mixture was concentrated under reduced pressure. The residue was purified by reverse phase flash with the following conditions (Column: C18, 330 g; Mobile Phase A: Water/0.05% TFA, Mobile Phase B: ACN; Flow rate: 80 mL/min; Gradient: 35%B to 55%B in 25 min; Detector, 220nm; Monitor,254 nm) to afford tert-butyl 3-iodo- 1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate(390 mg, 24.94%) as a dark yellow solid

The synthetic route of 230301-11-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GOLDFINCH BIO, INC.; YU, Maolin; DANIELS, Matthew, H.; HARMANGE, Jean-christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; WALSH, Liron; MUNDEL, Peter, H.; MALOJCIC, Goran; (860 pag.)WO2019/55966; (2019); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem