Day: March 11, 2021

Reference of 571189-49-6, 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 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

5-(6-[[5-(4-methylpiperazin-l-yl)pyridin-2-yl]amino]pyrimidin-4-yl)-2-(oxan-4- yloxy)benzonitrile: 5-(6-[[5-(4-methylpiperazin- l-yl)pyridin-2-yl]amino]pyrimidin-4-yl)-2- (oxan-4-yloxy)benzonitrile was prepared from 5-(6-chloropyrimidin-4-yl)-2-(oxan-4- yloxy)benzonitrile and 5-(4-methylpiperazin-l-yl)pyridin-2-amine using Method 28. The final product was purified by prep-HPLC under the following conditions: column, XB ridge Prep C18 OBD Column, 150 x 19 mm, 5 um; mobile phase, acetonitrile in water (with 0.05% NH3.H20), 30% to 60% gradient in 8 min; detector, UV 254 nm. 5-(6-[[5-(4-methylpiperazin- l-yl)pyridin- 2-yl]amino]pyrimidin-4-yl)-2-(oxan-4-yloxy)benzonitrile was obtained as light yellow solid (59 mg, 44% for 2 steps). HPLC: 98.1% purity, RT = 2.51 min. MS: m/z = 472.3 [M+H]+. lH NMR (400 MHz, DMSO-/delta) delta 10.01 (s, 1 H), 8.69 (s, 1 H), 8.34-8.21 (m, 2 H), 8.04-8.01 (m, 2 H), 7.99 (s, 1 H), 7.70-7.63 (m, 1 H), 7.55-7.48 (m, 1 H), 7.48-7.40 (m, 1 H), 4.96-4.85 (m, 1 H), 3.91-3.81 (m, 2 H), 3.59-3.48 (m, 2 H), 3.15-3.08 (m, 4 H), 2.49-2.41 (m, 4 H), 2.21 (s, 3 H), 2.10- 1.95 (m, 2 H), 1.74- 1.61 (m, 2 H). Example 30: 6-([6-[3-cyano-4-(oxan-4-yloxy)phenyl]pyrimidin-4-yl]amino)-N,N- dimethylpyridine-3-carboxamide

According to the analysis of related databases, 571189-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; KARRA, Srinivasa R.; XIAO, YuFang; SHERER, Brian A.; CHEKLER, Eugene; (163 pag.)WO2019/79375; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 845826-99-5, Adding some certain compound to certain chemical reactions, such as: 845826-99-5, name is 5-(4-Fluorophenyl)picolinic acid,molecular formula is C12H8FNO2, 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 845826-99-5.

General procedure: Oxalyl chloride (0.5mmol) was added drop-wise to a stirred mixture of compounds 4a-k or 5a-k (0.2mmol) and DMF (0.01mmol) in dichloromethane (10mL) in room temperature for 10min, and the mixture was distilled and dissolved in dichloromethane (10mL) immediately. The solution was used for the next step without further purification.

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. 845826-99-5, 5-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhu, Wufu; Wang, Wenhui; Xu, Shan; Tang, Qidong; Luo, Rong; Wang, Min; Gong, Ping; Zheng, Pengwu; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 812 – 819;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 59237-53-5, 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. 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate, molecular formula is C7H5ClN2O4, 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.

Methyl 6-amino-5-nitropyridine-3-carboxylate from above (182 mg, 0.92 mmol) was dissolved in abs. EtOH (5 ml) and EtOAc (1 ml) and PdC (98 mg, 0.092 mmol,10percent ww) was added. The mixture was stirred at room temperature under an atmosphere of hydrogen for 1 h. The crude mixture was filtered through a pad of Celite with EtOAc. The solvents wereremoved in vacuo to obtain a crude product that was used in the next step without further purification. Yield: 180 mg (quant.); yellow solid. MS (ESI+) m/z 168 [M+H]+. 1H NMR (600 MHz, CD3OD) oe ppm 8.03 (d, J=1.83 Hz, 1 H) 7.38 (d, J=2.14 Hz, 1 H) 3.83 (s, 3 H). 4-Isopropylbenzaldehyde (67 mg, 0.45 mmol) in DMF (1.5 ml) was added dropwise to a solution of methyl 5,6-diaminopyridine-3-carboxylate from above (50 mg, 0.30 mmol) andmethanesulfonic acid (10 jil, 0.15 mmol) in DMF (1.5 ml) at 80 ¡ãC in an open flask. The mixture was stirred for 24 h. The solvent was removed in vacuo. Water and DCM were added and the phases were separated. The organic phase was collected and the solvents were removed in vacuo. The crude product was used in the next step without further purification. Yield: 51 mg (58percent); yellow solid. MS (ESI+) m/z 296 [M+H]+.

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 59237-53-5, Methyl 6-chloro-5-nitronicotinate.

Reference:
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); 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. 6332-56-5, name is 3-Nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Nitropyridin-2(1H)-one

Example 97A methyl 4-(3-nitro-2-oxopyridin-1(2H)-yl)benzoate A mixture of 2-hydroxy-3-nitropyridine (1.168 g, 8.33 mmol), copper (II) acetate (2.271 g, 12.50 mmol), 4-methoxycarbonylphenylboronic acid (3 g, 16.67 mmol) and pyridine (10.11 mL, 125 mmol) was stirred under N2 for 5 minutes, and the atmosphere (balloon) was changed to O2. The mixture was then stirred at 90 C. overnight. The mixture was cooled to room temperature, treated with water (50 mL) and stirred for 5 minutes. The solid was collected by filtration, washed with water, and dried under vacuum. The solid was chromatographed on silica gel eluting with a gradient of 0-100% ethyl acetate in [9:1 CH2Cl2:ethyl acetate] to provide the title compound (1.57 g, 5.73 mmol, 68.7% yield). 1H NMR (400 MHz, DMSO-d6) delta 8.53 (dd, J=7.7, 2.0 Hz, 1H), 8.20 (dd, J=6.7, 2.0 Hz, 1H), 8.12 (d, J=8.5 Hz, 2H), 7.67 (d, J=8.5 Hz, 2H), 6.58-6.53 (m, 1H), 3.90 (s, 3H); MS (ESI+) m/z 275 (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, 6332-56-5, 3-Nitropyridin-2(1H)-one.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1189757-62-7, 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. 1189757-62-7, name is 5-Bromo-3-methoxypyridin-2(1H)-one, molecular formula is C6H6BrNO2, 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.

A mixture of 1-(1-benzyl-5-methyl-1H-pyrazol-4-yl)-2-bromoethan- 1-one (200 mg), 5-bromo-3-methoxypyridin-2(1H)-one (139 mg), K2CO3 (189 mg), and DMSO (3.0 mL) was stirred at room temperature overnight. The mixture was quenched with water, and the resulting solid was collected by filtration and washed with DMSO/water (1:1), water, and isopropyl ether successively. The solid was recrystallized from DMSO/water to give the target compound (156 mg) as a solid. (1387) [00540] 1H NMR (500 MHz, CDCl3): ^ 8.05 (s, 1H), 7.39-7.30 (m, 3H), 7.17- 7.12 (m, 2H), 7.00 (d, J = 2.3 Hz, 1H), 6.71 (d, J = 2.3 Hz, 1H), 5.35 (s, 2H), 5.16 (s, 2H), 3.85 (s, 3H), 2.53 (s, 3H).

According to the analysis of related databases, 1189757-62-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; HLA, Timothy; JILISHITZ, Irina; MEINKE, Peter; STAMFORD, Andrew; FOLEY, Michael; SATO, Ayumu; WADA, Yasufimi; FUKASE, Yoshiyuki; KINA, Asato; TAKAHAGI, Hiroki; IGAWA, Hideyuki; POLVINO, William J.; (0 pag.)WO2019/173790; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 16665-38-6 ,Some common heterocyclic compound, 16665-38-6, molecular formula is C7H9NO2, 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.

4-Methoxypyridine-2-carbaldehyde, used as starting material was prepared as follows:- Manganese(IV) oxide (2.412 mL, 139.42 mmol, 4eq) was added portionwise to (4- methoxypyridin-2-yl)methanol (4.85g, 34.85 mmol, leq) in ethyl acetate (15OmL). The resulting mixture was stirred at 80 0C for 2 h. The hot reaction mixture was filtered through celite. The resulting mixture was evaporated to dryness to afford desired A- methoxypyridine-2-carbaldehyde (3.01 g, 21.93 mmol, 62.9 percent). IH NMR (400.132 MHz, DMSO) delta 3.93 (3H, s), 7.27 (IH, m), 7.44 (IH, d), 8.63 (IH, d), 9.96 (IH, s)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16665-38-6, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/56886; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 677728-92-6, 2-Fluoropyridine-5-carbaldehyde, 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, Quality Control of 2-Fluoropyridine-5-carbaldehyde, blongs to pyridine-derivatives compound. Quality Control of 2-Fluoropyridine-5-carbaldehyde

A solution of 2-hydroxy-4-methoxy-aniline hydrochloride (20.2 mmol) and triethylamine (2.9 mL) in dry MeOH (150 mL) was treated with 2-fluoro-5-formylpyridine (2.477 g). The resulting mixture was stirred at rt for 40 mins and then concentrated to dryness to give 7.74 g of a reddish-orange solid. The residue was separated between CH2Cl2 (400 mL) and brine (200 mL) and the aqueous layer further extracted with (3 x 200 mL) CH2Cl2, the combined organics were then dried with Na2SO4, filtered and evaporated to give 5.36 g of an orange solid (quantitative yield): MS m/z 247 (M+H).The residue was taken up in dry CH2Cl2 (250 mL) and 2,3-dichloro-5,6-dicyano-l,4- benzoquinone (DDQ, 5.59 g) was added. After stirring at room temperature for 45 min, the resulting mixture was diluted with CH2Cl2 (500 mL), gravity filtered with a fluted filterpaper and the filtrate washed with saturated aqueous Na2CO3 (3 x 150 mL). The combined aqueous layers were back-extracted with (200 mL) CH2Cl2 and the combined organic layers washed with brine (200 mL). The organic layer was dried with Na2SO4 and evaporated to give 4.42 g of a brown solid. The crude was purified by flash column chromatography (SiO2, Heptane :EtO Ac 0-M00%) to give the title compound as a white solid 1.99 g (41% yield over two steps): IH NMR delta ppm 8.98 (d, 1 H) 8.61 – 8.69 (m, 1 H) 7.73 (d, 1 H) 7.41 – 7.49 (m, 2 H) 7.04 (dd, 1 H) 3.86 (s, 3 H); MS m/z 245 (M+H).

The synthetic route of 677728-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2007/149030; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 886365-25-9, Methyl 5-bromo-2-methoxyisonicotinate, 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, Quality Control of Methyl 5-bromo-2-methoxyisonicotinate, blongs to pyridine-derivatives compound. Quality Control of Methyl 5-bromo-2-methoxyisonicotinate

XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

The synthetic route of 886365-25-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 116632-24-7, 2-Amino-4,6-dichloropyridine, 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, Safety of 2-Amino-4,6-dichloropyridine, blongs to pyridine-derivatives compound. Safety of 2-Amino-4,6-dichloropyridine

A mixture of 4,6-dichloropyridin-2-amine (2.0 g, 12.3 mmol), ethynylbenzene (2.51 g, 24.5 mmol), copper(I) iodide (234 mg, 1.23 mmol), Dichlorobis(triphenylphosphine)-palladium(II) (1.0 g, 1.23 mmol) and triethylamine (4.3 ml, 31 mmol) is stirred under argon atmosphere in ACN (20 ml) with THF (10 ml) for 6 h at 90 C. The mixture is diluted with water and extracted with EtOAc. The combined organic layers are dried over MgSO4, concentrated in vacuo and the product purified by NP chromatography. Yield: 1.2 g (43%). HPLC-MS: M+H=229; tR=1.96 min (*Method-2).

The synthetic route of 116632-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; REISER, Ulrich; BADER, Gerd; SPEVAK, Walter; STEFFEN, Andreas; PARKES, Alastair L.; US2013/225567; (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 80650-45-9, name is 4-(Pyridin-3-yloxy)aniline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

6-(Pyridin-3-yloxy)-benzothiazol-2-ylamine (2.1 g) was prepared using 4-(pyridin-3-yloxy)-phenylamine (2.0 g) and KCNS (3.3 g) in acetic acid (45.0 ml). The reaction was stirred at room temperature for 20 min. Bromine (0.3 mL) in 3.0 ml acetic acid was added slowly and the reaction was stirred at room temperature for 8-10 h. The reaction mixture was diluted with water (100.0 ml), and the precipitate was filtered and dried. The precipitate was washed with saturated sodium bicarbonate solution and the crude product was used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 80650-45-9.

Reference:
Patent; HIGH POINT PHARMACEUTICALS, LLC; US2011/201604; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem