Day: April 11, 2022

Related Products of 33252-29-8, 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. 33252-29-8, name is 6-Chloropicolinonitrile, molecular formula is C6H3ClN2, 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.

In a 1L four-necked flask equipped with a mechanical stirring and condensation device,Put in 600g of homemade 2-chloro 6-cyanopyridine and 12g of tungsten hexachloride at atmospheric pressure,Heat up to 150 , start stirring, and continuously introduce chlorine gas at a rate of 100mL/min.Control the reaction temperature at 150 ~ 155 , continuous chlorine reaction for 20h,Sampling gas chromatography analysis, calculated conversion rate of raw materials, product selectivity are shown in Table 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 33252-29-8, 6-Chloropicolinonitrile.

Reference:
Patent; Nanjing Hong Sun Biochemical Co., Ltd.; Chen Honglong; Mu Dengyou; Wang Fujun; Jiang Jianhua; Xue Yi; Chen Xinchun; (7 pag.)CN111072558; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1558302-68-3, Adding some certain compound to certain chemical reactions, such as: 1558302-68-3, name is 6-Chloro-1-methyl-1H-pyrazolo[4,3-c]pyridine,molecular formula is C7H6ClN3, 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 1558302-68-3.

A mixture of 6-chloro-l-methyl-lH-pyrazolo[4,3-c]pyridine (140 mg, 0.84 mmol), l-(3,4-dihydroisoquinolin-2(lH)-yl)-3-(3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)phenoxy)propan-2-ol (512 mg, 1.25 mmol), Pd(dppf)Cl2 (61 mg, 0.084 mmol) and K2C03 (348 mg, 2.52 mmol) in dioxane and H20 was stirred under N2 atmosphere at 100C overnight. After cooling, the mixture was extracted with DCM, the combined organic layers dried over Na2S04 and concentrated to give the crude material which was purified by prep- HPLC to afford the title compound as the formate salt (42 mg, Yield 12%). 1H NMR (400 MHz, MeOD): delta 9.09 (s, 1H), 8.24 (s, 1H), 7.96 (s, 1H), 7.65-7.61 (m, 2H), 7.44-7.41 (m, 1H), 7.27-7.16 (m, 4H), 7.07-7.04 (m, 1H), 4.37-4.32 (m, 1H), 4.38 (s, 2H), 4.16 (d, J = 4.8 Hz, 2H), 4.13 (s, 3H), 3.52-3.53 (m, 2H), 3.31-3.30 (m, 2H), 3.30-3.29 (m, 2H), 2.65 (s, lH)ppm; ESI-MS (m/z): 415.2 [M+l] +.

According to the analysis of related databases, 1558302-68-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; DUNCAN, Kenneth, W.; CHESWORTH, Richard; MUNCHHOF, Michael, John; JIN, Lei; WO2014/100695; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 167837-43-6 ,Some common heterocyclic compound, 167837-43-6, molecular formula is C8H8N2O2, 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 (E)-3-(6-aminopyridin-3-yl)acrylic acid (123 mg, 0.75 mmol) in DMF (4 mL) was added (lambda)-methyl-[l-(3-ethyl-benzofuran-2-yl)-ethyl]amine (183 mg, 0.90 mmol), EDCI (187 mg, 0.98 mmol), HOBt (112 mg, 0.83 mmol) and DIPEA (0.45 mL, 2.33 mmol). The mixture was stirred at 40 0C for 60 hours. The mixture was diluted with H2O (30 mL) and the solid collected by filtration. The solid was washed with 100 mL H2O and then dried under reduced pressure overnight. It was purified by chromatography (silica, 1.5% MeOH in CH2Cl2) to give 79 mg (25%) of title compound as a mixture of amide rotamers. 1H NMR (300 MHz, CDCl3, delta) 8.22 (s, IH), 7.7-7.1 (m, 6H), 6.8-6.2 (m, 3H), 4.72 (s, 2H) 3.06 (s, 3H), 2.74 (s, 2H), 1.9-1.1 (m, 6H); MS (ESI) m/e 350 (M + H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,167837-43-6, its application will become more common.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2007/67416; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2369-18-8, 2-Fluoro-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, 2369-18-8, blongs to pyridine-derivatives compound. Product Details of 2369-18-8

Examples; Example 1; 5-Methoxy-2-(((4-methoxy-3-methyl-2- pyridinyl)methyl)sulfinyl)-6-methyl-3H-imidazo[4,5- b] pyridineSodium salt [Formula 7]; (la) 2-Methoxy-3-methylpyridine [Formula 8]; A mixture of 2-fluoro-3-methylpyridine(2.34 g, 21.1 mmol) and a 28% sodium methoxide methanol solution (7.72 g, 40 mmol) was stirred for 15 minutes under reflux. After the reaction was completed, water was poured into the reaction mixture, and after neutralized, the reaction mixture was extracted with ethyl acetate., dried over magnesium sulfate, and the solvent was evaporated, thereby yielding the title compound (1.62 g, 13.1 mmol, 62%) as a colorless liquid. ¹H NMR(400MHz, DMSO-d6) No. ppm; 2.13 (3H, 3.86(3H, s), 6.87-6.90(lH, m), 7.49-7.55′(lH, m), 7.96-8.02(lH, m) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2369-18-8, its application will become more common.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 60781-83-1, 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.60781-83-1, name is 4-Phenylpyridin-2-amine, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.

A mixture of 4-phenylpyridin-2-amine (0.4 g, 2.35 mmol) and ethyl formate (4 ml) was heated at 80C for 16 h. The reaction mixture was cooled to rt, diluted with saturated NaHC03 solution (20 ml) and extracted with DCM (3 x 15 ml). The combined organic phase was washed with water (20 ml), dried over Na2S04, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (25% EtOAc in hexane) yielding N-(4-phenylpyridin-2-yl)formamide (0.313 g, 1.58 mmol). LCMS: Method C, 1.79 min, MS: ES+ 199.14; NMR (400 MHz, DMSO-d6) delta ppm 10.74 (s, 1 H), 9.34 (d, J=10.8 Hz, 1 H), 8.39 (s, 1 H), 7.72 – 7.45 (m, 2 H), 7.48 – 7.57 (m, 3 H), 7.42 – 7.45 (m, 1 H), 7.21 (s, 1 H).

Statistics shows that 60781-83-1 is playing an increasingly important role. we look forward to future research findings about 4-Phenylpyridin-2-amine.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D.; (109 pag.)WO2017/141036; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 944900-06-5 ,Some common heterocyclic compound, 944900-06-5, molecular formula is C7H3ClF3NO, 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.

2-Chloro-6-(trifluoromethyl)pyridine-3-carbaldehyde 8 (11.96 g, 57.1 mmol) was added to a solution of N-Boc ethylenediamine (5.83 mL, 58.2 mmol) and Na2SO4 (50 g) in CH2Cl2 (400 mL) at room temperature, and the reaction mixture was stirred for 17 h. After the reaction mixture was concentrated, the residue was purified by silica gel column chromatography (hexane/AcOEt = 3:2) to provide the imine (13.87 g, 69%) as a yellow oil. 1H NMR (CDCl3) delta: 8.67 (1H, s), 8.53 (1H, d, J = 7.8 Hz), 7.68 (1H, d, J = 7.8 Hz), 4.79 (1H, br s), 3.83 (2H, t, J = 5.5 Hz), 3.50 (2H, q, J = 5.7 Hz), 1.44 (9H, s). A solution of allylmagnesium bromide in Et2O (0.7 M, 60 mL, 42 mmol) was added to a solution of the imine (13.44 g, 38.2 mmol) in THF (150 mL) under N2 atmosphere at 0 C, and the mixture was stirred at the same temperature for 45 min. Then, the reaction mixture was diluted with H2O (200 mL), extracted with AcOEt (400 mL), washed with brine, dried (Na2SO4), concentrated. The residue was purified by silica gel column chromatography (hexane/AcOEt = 7:3) to provide 9 (10.91 g, 73%) as a yellow oil. 1H NMR (CDCl3) delta: 8.12 (1H, d, J = 8.2 Hz), 7.64 (1H, d, J = 7.8 Hz), 5.82-5.71 (1H, m), 5.17-5.11 (2H, m), 4.72 (1H, br s), 4.21-4.10 (2H, m), 3.21-3.14 (2H, m), 2.65-2.59 (1H, m), 2.57-2.52 (1H, m), 2.47-2.41 (1H, m), 2.24-2.16 (1H, m), 1.44 (9H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,944900-06-5, its application will become more common.

Reference:
Article; Matsufuji, Tetsuyoshi; Shimada, Kousei; Kobayashi, Shozo; Ichikawa, Masanori; Kawamura, Asuka; Fujimoto, Teppei; Arita, Tsuyoshi; Hara, Takashi; Konishi, Masahiro; Abe-Ohya, Rie; Izumi, Masanori; Sogawa, Yoshitaka; Nagai, Yoko; Yoshida, Kazuhiro; Abe, Yasuyuki; Kimura, Takako; Takahashi, Hisashi; Bioorganic and Medicinal Chemistry; vol. 23; 1; (2015); p. 89 – 104;,
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. 22280-60-0, name is 6-Chloro-2-methyl-3-nitropyridine. A new synthetic method of this compound is introduced below., Safety of 6-Chloro-2-methyl-3-nitropyridine

6-methoxy-3-nitro-2-picoline 0.46 gm (20 mMol) sodium were dissolved in 15 mL anhydrous methanol. To this solution were added 2.3 gm 6-chloro-3-nitro-2-picoline in portions. The resulting mixture was stirred for 18 hours at room temperature and then 1 hour at reflux. The reaction mixture was poured into 100 mL of ice water with vigorous stirring. The suspension was filtered and the solid dried at 30 C. under reduced pressure for 18 hours to provide 2.04 gm (91%) of the desired compound as a tan solid.

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, 22280-60-0, 6-Chloro-2-methyl-3-nitropyridine.

Reference:
Patent; Eli Lilly and Company; US5874427; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113293-70-2, 2,6-Dichloroisonicotinaldehyde, 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, 113293-70-2, blongs to pyridine-derivatives compound. Product Details of 113293-70-2

Step 23a: tert-butyl 4-((2,6-dichloropyridin-4-yl)methyl)piperazine-1-carboxylate (Intermediate 23a) 2,6-dichloroisonicotinaldehyde (106 mg, 0.6 mmol), N-Boc-piperizane (112 mg, 0.6 mmol) and 320 mg of NaBH(OAc)3 powder was stirred in 5 mL of dichloromethane at room temperature for 1 hr. 3 mL of saturated NaHCO3 aqueous solution was added, the reaction mixture was stirred for additional 30 min. After regular aqueous workup with dichloromethane-water, the reaction mixture was subject to column chromatography on silica gel, eluting with heptane/ethyl acetate (v/v 3/1), giving 150 mg of desired product as colorless oil. MS: m/z 346.0 (ES+); 290.0 (M-Bu-t, ES+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113293-70-2, its application will become more common.

Reference:
Patent; AVILA THERAPEUTICS, INC.; US2011/230476; (2011); 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. 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid. A new synthetic method of this compound is introduced below., Quality Control of (E)-3-(6-Aminopyridin-3-yl)acrylic acid

EDC (231 mg, 1.2 mmol) was added to a solution of (E)-3-(6-AMINO-PYRIDIN-3- yl) acrylic acid (164 mg, 1.0 mmol), (2-ethoxy-3-methoxy-benzyl) methylamine (215 mg, 1.1 mmol), HOT HO (149 mg, 1.1 mmol) and DIPEA (525 1L, 3.0 mmol) in dry DMF (10 mL). After 18 hr of stirring, the mixture was diluted with water (60 mL) and extracted with EtOAc (2X20 mL). The organic layer was washed with brine (2×30 mL), dried and evaporated. Flash chromatography (silica 1-3% MEOH in CH2CL2) furnished pure free base which was dissolved in CH2CL2 (10 mL). After addition of HCl (1.5 mL, 1M in ether), the solvents were evaporated and the residue was washed with ether and dried to afford the title compound (172 mg, 46%). 1H NMR (300 MHz, DMSO-d6) 8 8.28 (m, 3H), 7.48 and 7.45 (rotamers, 2d, J= 15.4 Hz, 1H), 7.25 and 7.23 (rotamers, 2d, J= 15.4 Hz, 1H), 7.00 (m, 3H), 6.62 (m, 1H), 4.78 and 4.63 (rotamers, 2s, 2H), 3.98 (m, 2H), 3.79 (s, 3H), 3.08 and 2.84 (rotamers, 2s, 3H), 1.28 (m, 3H). MS (ESI) mle 342 (M+H) +.

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, 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1192813-41-4, 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 1192813-41-4 as follows.

Step-2 -Preparation of 6-(difluoromethoxy)pyridin-3-amine To a solution of 2-(difluoromethoxy)-5-nitropyridine (0.900 g, 2.35 mmol) in ethanol (5.0 mL), was added iron powder (0.400 g, 7.14 mmol) and conc. HCl (0.2 mL). The reaction mass was refluxed for 1/2 h. Ethanol was removed under vacuum. To the reaction mass, water was added, basified with NaHCO3 and extracted with DCM. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated to afford 0.400 g of the desired product. 1HNMR (DMSO-d6): delta 7.65 (s, 1H), 7.52-7.03 (t, J=72.0 Hz, 1H), 7.27 (s, 1H), 6.73 (d, J=8.4 Hz, 1H); MS [M-H]-: 159.14.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192813-41-4, its application will become more common.

Reference:
Patent; Glenmark Pharmaceuticals S.A.; US2012/108583; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem