Day: September 3, 2021

Related Products of 81719-53-1, 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 81719-53-1 as follows.

To 4-hydrazinocarbonylpiperidine-1-carboxylic acid tert-butyl ester (500 mg) were added 3,5-dichloropyridine-2-carboxylic acid (475 mg), 1-hydroxybenzotriazole (420 mg),1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide.hydrochloride (590 mg), triethylamine (575 muL) and chloroform (10 mL) and the mixture was stirred at room temperature overnight. The reaction mixture was purified by column chromatography (chloroform:methanol)to give 4-[N’-(3,5-dichloropyridine-2-carbonyl)hydrazinocarbonyl]piperidine-1-carboxylic acid tert-butyl ester (525 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81719-53-1, its application will become more common.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5975-12-2 , The common heterocyclic compound, 5975-12-2, name is 2,4-Dichloro-3-nitropyridine, molecular formula is C5H2Cl2N2O2, 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.

b) Synthesis of 4-chloro-3-nitro-pyridin-2-ol 2,4-dichloro-3-nitro-pyridine (4.01 g, 20.8 mmol) and cesium acetate (8.0 g, 41.6 mmol) were dissolved in anhydrous N,N-dimethyl formamide (104 ml) under nitrogen atmosphere, and the reaction mixture was heated to 800 and stirred for 18 hours. The reaction mixture was cooled to room temperature the reaction was quenched by adding water. The organic layer was extracted with ethyl acetate, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure to obtain pale-yellow solid (1.69 g, 47%). 1H-NMR (DMSO-d6, 300 MHz); delta=8.24 (d, J=5.7 Hz, 1H), 7.09 (d, J=5.7 Hz, 1H).

The synthetic route of 5975-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il; US2011/28467; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 956010-88-1, 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. 956010-88-1, name is 1H-Pyrazolo[3,4-b]pyridine-3-carbonitrile, molecular formula is C7H4N4, 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.

The above-obtained 3-chloromethyl)-2-fluoropyridine and 5.44 g3-cyano-1H-pyrazolo[3,4-b]pyridine was dissolved in 110 mL of DMF, 10.42 g of K2CO3 was added, N2 was protected, and the mixture was stirred at room temperature for 30 min, and then reacted overnight at 40 C. under the protection of N2. The reaction was monitored by TLC and the reaction was complete. After adding 200 mL of water, the mixture was stirred, extracted with ethyl acetate (110 mL*3), washed with saturated brine (60 mL), dried over anhydrous MgSO4, suction filtered, and the solvent was distilled off under reduced pressure. Column chromatography yielded 7.54 as a white solid. g, yield 78.9%.

According to the analysis of related databases, 956010-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Li Song; Zheng Zhibing; Lin Feng; Gong Zehui; Lu Xinqiang; Zhou Xinbo; Zhong Wu; Xiao Junhai; Xie Yunde; Li Xingzhou; Wang Xiaokui; (24 pag.)CN107964011; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 105250-17-7, 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. 105250-17-7, name is (2-Aminopyridin-4-yl)methanol, molecular formula is C6H8N2O, 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.

Preparation of 4-({rtgrt-butvirdimethyl)silylloxy}methvDpyridin-2-amineA solution of (2-aminopyridin-4-yl)methanol (5.0 g, 40 mmol), tert- butyldimethylsilyl chloride (6.07 g, 40 mmol), N-ethyl-N-isopropylpropan-2-amine (7.0 mL, 40 mmol) and ??N-dimethylpyridin-4-amine (0.49 g, 4 mmol) in dichloromethane (50 mL) was stirred 2 days at ambient temperature under nitrogen. The resulting reaction mixture was washed in sequence with aqueous sodium hydroxide (1 N), water and brine. It was then dried (Na2SO4) and concentrated in vacuo. The residue was chromatographed on silica gel using 50 percent ethyl acetate in hexane to yield pure title compound (5.47 g).1H NMR (300 MHz, CD3CN) ? 7.75 (m, IH), 6.39 -6.48 (m, 2H), 4.70 (bs, IH), 4. 50 (s, 2H), 0.83 (s, 9H) and 0.03 ppm (s, 6H); ES-MS m/z 239.3 [M+H]+, HPLC RT (min) 2.35.

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 105250-17-7, (2-Aminopyridin-4-yl)methanol.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/133006; (2006); A2;,
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. 770-08-1, name is 5-Ethylpicolinic acid. A new synthetic method of this compound is introduced below., Product Details of 770-08-1

a. Benzyl (5-Ethyl-2-pyridyl)carbamate Diphenylphosphoryl azide (4.04 g., 14.7 mmoles) was added to a solution of 5-ethylpyridine-2-carboxylic acid (2.22 g., 14.7 mmoles), triethylamine (1.485 g., 14.7 mmoles), and benzyl alcohol (1.75 g., 16.17 mmoles) in 1,4-dioxane (23.5 ml.), and the mixture heated under reflux for one hour. The 1,4-dioxane was removed under reduced pressure. A solution of the residue in toluene was washed successively with water, aqueous sodium bicarbonate, and brine, and was then dried over sodium sulfate. The toluene was removed and the residue recrystallized from 2-propanol to give benzyl (5-ethyl-2-pyridyl)carbamate (1.9 g., 50.5%), m.p. 125-127. An analytical sample had m.p. 127-130. Anal. Calcd for C15 H16 N2 O2: C, 70.29; H, 6.29; N, 10.93. Found: C, 70.01; H, 6.32; N, 10.72.

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, 770-08-1, 5-Ethylpicolinic acid.

Reference:
Patent; Bristol-Myers Company; US4122274; (1978); A;,
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.105250-17-7, name is (2-Aminopyridin-4-yl)methanol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.name: (2-Aminopyridin-4-yl)methanol

Intermediate C: 1 -(4-((2-aminopyridin-4-yl)methoxy)naphthalen-1 -yl)-3-(3-ferf-butyl-1 -p- tolyl-1 H-pyrazol-5-yl)urea To a solution of 4-nitronaphthol (5.17 g, 27.3 mmol), triphenylphosphine (10.75 g, 41 .0 mmol) and 2-aminopyridine-4-methanol (5.09g, 41.0 mmol) in THF (50 mL) at -15°C was added dropwise DIAD (8.07 mL, 41.0 mmol) and the mixture then allowed to warm to RT and stirred overnight. The volatiles were removed in vacuo and the residue was triturated with EtOAc (150 mL), and the crude product was collected by filtration and washed with EtOAc (100 mL). A second trituration with MeOH (100 mL) gave 2-amino-4-((4-nitronaphthalen-1 – yloxy)methyl)pyridine (4.54 g, 56percent) as a yellow solid: m/z 296 (M+H)+ (ES+).A solution of 2-amino-4-((4-nitronaphthalen-1 -yloxy)methyl)pyridine (4.50 g, 15.24 mmol) in MeOH (200 mL) and AcOH (200 mL) was passed through a Thales H-cube (2.0 mLmin”1, 40 °C, 55 mm 10percent Pt/C Cat-Cart, full hydrogen mode) and the volatiles were removed in vacuo. The crude product was subjected to SCX capture and release and the solvent was removed in vacuo to give 2-amino-4-((4-aminonaphthalen-1 -yloxy)methyl)pyridine, (3.82g, 94percent) as a purple solid: m/z 266 (M+H)+ (ES+). A solution of CDI (4.18 g, 25.8 mmol) in DCM (15 mL) was added dropwise under nitrogen to a solution of Intermediate A (5.91 g, 25.8 mmol) in DCM (15 mL) over 40 min. The resulting solution was stirred at RT for 1 hr and was then added dropwise under nitrogen to a solution of 2-amino-4-((4-aminonaphthalen-1 -yloxy)methyl)pyridine (3.80 g, 12.9 mmol) in DCM and the mixture was stirred overnight. The volatiles were removed in vacuo.and the residue was purified by flash column chromatography (Si02, 120 g, MeOH in DCM, 0-6percent, gradient elution) to give the tite compound, Intermediate C, as an off white solid (4.27 g, 63percent): m/z 521 (M+H)+ (ES+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105250-17-7, (2-Aminopyridin-4-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; RESPIVERT LIMITED; KING-UNDERWOOD, John; ITO, Kazuhiro; STRONG, Peter; RAPEPORT, William Garth; CHARRON, Catherine Elisabeth; MURRAY, Peter John; WILLIAMS, Jonathan Gareth; ONIONS, Stuart Thomas; WO2011/124923; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17282-04-1, 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 17282-04-1 as follows.

To a degassed solution of [5-FLUORO-2- (4,] 4,5, 5-tetramethyl- [1, 3,2] dioxaborolan-2-yl) benzonitrile (5.55 g, 22.46 [MMOL),] 2-chloro-3- [FLUOROPYRIDINE] (2.95 g, 22.46 mmol), potassium fluoride (4.3 g, 74.14 mmol) and tris (dibenzylideneacetone) [DIPALLADIUM (0)] (0.824 g, 0. 89 mmol) in THF (80 ml) and water [(8] ml) was added tri (tert-butyl) phosphine (0.51M solution in hexane; 3.52 ml, 1.79 mmol). The reaction was heated at [70C] for 48 h, then allowed to cool to ambient temperature. The reaction mixture was filtered through a catalyst filter, and the filtrate diluted with ethyl acetate (400 ml) and washed with water (2 x 100 ml). The organic phase was separated, dried (MgSO4), filtered and adsorbed onto silica gel. The crude product was chromatographed on silica, eluting with 10% ethyl acetate in isohexane, to give [5-FLUORO-2- (3-FLUOROPYRIDIN-2-YL)] benzonitrile as a white solid (3.02 [G)] : [8H] (400 MHz, [CD13)] 7. [40-7.] 45 (2H, m), 7.51-7. 61 (2H, m), 7.72-7. 76 [(1H,] m), 8.58-8. 60 [(1H,] m); m/z (ES+) 217. To a solution of [5-FLUORO-2- (3-FLUOROPYRIDIN-2-YL)] benzonitrile (1 g, 4.62 mmol) in dichloromethane (10 ml) at [0C] was added urea hydrogen peroxide addition compound (0.91 g, 9.71 mmol) followed by trifluoroacetic anhydride (1.94 g, 1.30 ml, 9.25 mmol) and the mixture warmed to ambient temperature and stirred for 18 h. The reaction was quenched with [NA2S203] (saturated solution; 2 ml) and poured onto 0.5N HCl (20 ml). The aqueous phase was extracted with dichloromethane (2 x 100 ml) and the combined organics dried over [MGS04,] filtered and evaporated to give a red oil. The crude product was chromatographed on silica (0 to 5% methanol in dichloromethane) to give [5-FLUORO-2- (3-FLUORO-1-OXYPYRIDIN-2-] yl) benzonitrile as an amber oil which crystallised on standing (0.687 [G)] : [SN] (400 MHz, CDCl3) 7.24-7. 27 [(1H,] m), 7.36-7. 39 [(1H,] m), 7.45-7. 49 [(1H,] m), 7.56 [(1H,] dd, [J 2.] 7,7. 8), 7.65 [(1H,] dd, [J 5.] 3, 8. 7), 8.29 [(1H,] d, [J 6.] 6); [M/Z] (ES+) 233. To a solution of [5-FLUORO-2-(3-FLUORO-1-OXYPYRIDIN-2-YL)] benzonitrile (0.67 g, 2.88 mmol) in chloroform (3 ml) was added phosphorus oxychloride (11.06 g, 72. 18 mmol) and the mixture heated at reflux for 2 h. After cooling to ambient temperature, the reaction was poured onto ice (150 g) and stirred for 15 mins. Solid sodium carbonate was then added portionwise until pH = 10. The mixture was then extracted with dichloromethane (2 x 150 ml) and the combined organics dried [(MGSO4),] filtered and evaporated to give a cream-coloured solid. The crude product was chromatographed on silica, eluting with 50-25% isohexane in dichloromethane, to give two products. Less polar product 2- (6-chloro-3- [FLUOROPYRIDIN-2-YL)-5-FLUOROBENZONITRILE] (258 mg): aH (400 MHz, CDCl3) 7.41-7. 45 (2H, m), 7.53 [(1H,] dd, [J 2.] 6,7. 9), 7.57 [(1H,] t, [J 8.] 6), 7.74 [(1H,] dd, J 5.4, 8.8) ; m/z (ES+) 251. More polar product [2- (4-CHLORO-3-FLUOROPYRIDIN-] 2-yl)-5-fluorobenzonitrile (115 mg): [8H] (400 MHz, [CD13)] 7.41-7. 45 [(1H,] m), 7.49 [(1H,] t, [J 5.] 1), 7. 55 [(1H,] dd, [J 2.] 6,7. 9), 7.73 [(1H,] dd, [J 1.] 3,14. 1), 8. 47 [(1H,] d, [J 5.] 1); m/z (ES+) [251.] To [2- (8-FLUOROIMIDAZO [1,] 2-a] pyridin-7-yl) propan-2-ol (0.21 g, 1.10 mmol), [2- (6-CHLORO-3-FLUOROPYRIDIN-2-YL)-5-FLUOROBENZONITRILE] (0.25 g, 1.00 mmol) and palladium acetate (0.011 g, 0.05 mmol) in [N, N-] dimethylacetamide (2 ml) was added triphenylphosphine (0.013 g, 0.05 mmol) followed by potassium acetate (0.14 g, 1.51 mmol) and the mixture heated at [130C] for 2 h. The reaction was cooled to ambient temperature, diluted with methanol (8 ml) and 2 drops of acetic acid were added. The mixture was poured onto a strong cation exchange cartridge and eluted with several column lengths of methanol. Several column lengths of 2N ammonia in methanol were then eluted to recover the product. The pale yellow oil was chromatographed on silica, eluting with 3% methanol in dichloromethane, to give the title material as a white powdery solid. Recrystallised from ethyl [ACETATE/ETHER] to afford the title compound (215 mg): aH (400 MHz, CDCl3) 1.73 (6H, s), 2.07 [(1H,] s), 7.26 [(1H,] d, J 14.4), 7.45-7. 49 [(1H,] m), 7.61 [(1H,] dd, [J2.] 6,7. 9), 7.67 [(1H,] t, [J 9.] 0), 7.77-7. 80 [(1H,] m), 7. 88 [(1H,] dd, [J 3.] 3,8. 9), 8. 15 [(1H,] s), 9.59 [(1H,] d, [J 7.] 3); m/z [(ES+)] 409.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17282-04-1, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/99817; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 800401-68-7, 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. 800401-68-7, name is 5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid, molecular formula is C8H5ClN2O2, 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.

General procedure: To a stirred solution of 10a-d (2.3 mmol) in anhydrous THF (20 mL) dimethylaminopyridine(DMAP, 2.3 mmol) was added, followed by EDCI (1.2 mmol) after 10 min; the reaction mixture wasstirred at room temperature for 1h. The suitable acid 10a-d (1.0 mmol) and EDCI (1.2 mmol) wereadded and the reaction mixture was stirred for 48 h. The solid was collected by filtration, purified byflash chromatography using CH2Cl2/MeOH 98:2 and recrystallized from CH2Cl2 and MeOH, affordingthe desired product as a yellow solid. Compounds 5a-e were characterized only by 1H-NMR spectroscopy.The poor solubility of the title compounds prevented 13C-NMR spectra from being recorded.

According to the analysis of related databases, 800401-68-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Parrino, Barbara; Span, Virginia; Carbone, Anna; Barraja, Paola; Diana, Patrizia; Cirrincione, Girolamo; Montalbano, Alessandra; Molecules; vol. 19; 9; (2014); p. 13342 – 13357;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid, molecular formula is C6H4BrNO2, 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.

Example 21; Synthesis of 2-Bromo-4- . pyridine; [0120] 2-Bromoisonicotinic acid (2.02 g, 0. 010 moles), such as that prepared in Example 23, was dissolved in methylene chloride (20 ml) carbonyldiimidazole (1.8 g, 0.011 moles) was added and the reaction mixture stirred at room temperature for two hours. N, O-Dimethylhydroxylamine hydrochloride (1. 5 g, 0.015 moles) was added in one portion. After stirring overnight the reaction was quenched with 0. 1N NaOH (10 ml), added water and dichloromethane. Separated the layers and extracted the aqueous with dichloromethane (50 ml). The combined organic portion was washed with brine, dried over magnesium sulfate, filtered and stripped to give 2.4 g (98 % yield) of 2-bromo-4- (N- methyl-N-methoxycarboxamide) pyridine. 1H NMR (CDCl3) 3.42 (3H, s), 3.58 (3H, s), 7.15 (1H, d), 7.77 (1H, s), 8.57 (1H, d).

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 66572-56-3, 2-Bromoisonicotinic acid.

Reference:
Patent; DOV PHARMACEUTICAL, INC.; WO2005/84439; (2005); 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.42753-71-9, name is 2-Amino-5-bromo-6-methylpyridine, molecular formula is C6H7BrN2, molecular weight is 187.0372, as common compound, the synthetic route is as follows.SDS of cas: 42753-71-9

To a 2L 3-neck RBF was added CH2Cl2 (900 mL) followed by 2-amino-6-methyl- 5-bromopyridine (74.23 g, 0.39 mol), pyridine-HCl (139 g, 1.2 mol), NaNO2 (83.26 g, 1.2 mol) and CuCl (3.76 g, 5% w/w to starting material). The mixture was cooled to 0-10 0C in an ice- water bath and cone. HCl (4.5 mL, 6% v/w to starting material) was added dropwise and the mixture stirred at 0-10 0C for 30 min. The cooling bath was removed and the mixture was stirred at rt for Ih. The reaction mixture was quenched with saturated aqueous NaHCO3 (400 mL), the layers separated and the aqueous layer was extracted with CH2Cl2 (100 mL). The combined organic layers were concentrated to dryness and hexanes (750 mL) was added to the residue under stirring. The solid was filtered and washed with hexane and the filtrate was concentrated to dryness to afford pure product as a light yellow crystalline solid (61 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42753-71-9, 2-Amino-5-bromo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem