Tag: M.W:100-200

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Chloro-5-fluoronicotinaldehyde

2-chloro-5-fluoronicotinaldehyde (20 g, 125 mmol) was taken up in THF (150 ml) at 0 C. (R)-2-Methylpropane-2-sulfinamide (16.71 g, 138 mmol) was added followed by dropwise additionof titaniumtetraethanolate (22.88 ml, 150 mmol). The reaction mixture was stirred while warming to RT. After 3 hours the reaction mixture was cooled to 0 C, and 150m1 of brine was added and stirred for 20 minutes. The mixture was filtered through Celite. The aqueous layer was separated and discarded. The organic layer with dried over Na2SO4 and the solvent was removed to give(S ,Z)-N-((2-chloro-5-fluoropyridin-3 -yl)methylene)-2-methylpropane-2- sulfinamide (32 g, 122 mmol, 97 % yield), which was carried on without further purification. LCMS: 263 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, 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; WENGLOWSKY, Steven, Mark; MIDUTURU, Chandrasekhar, V.; BIFULCO, Neil, Jr; KIM, Joseph, L.; (91 pag.)WO2017/87778; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 917391-98-1, 5-Fluoro-2-oxo-1,2-dihydropyridine-3-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, Recommanded Product: 917391-98-1, blongs to pyridine-derivatives compound. Recommanded Product: 917391-98-1

(b) 1 -Ethyl-5- fluoro-2-oxo-pyridine-3-carbaldehvde K2Ctheta3 (0.830 g, 6.00 mmol) was added to a solution of 5-Fluoro-2-oxo-pyridine- 3-carbaldehyde (0.424, 3.00 mmol) in dry DME (10 mL). Ethyl iodide (0.303 mL, 3.75 mmol) was added dropwise while the reaction was heated to reflux. After 8 hours the reaction was cooled to RT, filtered and evaporated. Purification using flash chromatography (heptane/EtOAc, 10-100%) gave 0.249 g (49 %) of the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,917391-98-1, 5-Fluoro-2-oxo-1,2-dihydropyridine-3-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2006/135323; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67367-24-2, 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. 67367-24-2, name is Methyl 4-hydroxynicotinate, molecular formula is C7H7NO3, 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.

Step 2 Methyl 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a, 10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy) nicotinate (3R,4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-cyclopentyl-6a,10b-dimeth yl-8-dihydromethylene-1H-naphtho[2,1-d][1,3]dioxin (300.00 mg, 729.20 umol) was dissolved in N,N-dimethylformamide (5.00 mL), and potassium carbonate (201.57 mg, 1.46 mmol) and methyl 4-hydroxynicotate (223.34 mg, 1.46 mmol) were added successively and then stirred at 70 C. for 12 hours under nitrogen atmosphere. The reaction was quenched by adding 30 mL water and then extracted with ethyl acetate (30.00 mL). The organic phase was successively washed with water (30 mL) and saturated brine (30 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The residue was separated by column chromatography (silica, petroleum ether/ethyl acetate=1/1) to give methyl 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy) nicotinate (a yellow oil, 200 mg, yield: 56.71%). 1H NMR (400 MHz, CDCl3) 8.89 (s, 1H), 8.51 (d, J=6.0 Hz, 1H), 6.80 (d, J=5.8 Hz, 1H), 4.88 (s, 1H), 4.66-4.50 (m, 2H), 4.24-4.14 (m, 1H), 4.03 (d, J=11.3 Hz, 1H), 3.98-3.85 (m, 4H), 3.54-3.39 (m, 2H), 2.42 (d, J=12.3 Hz, 1H), 2.27 (dq, J=3.0, 13.2 Hz, 1H), 2.16-2.04 (m, 2H), 1.95-1.87 (m, 3H), 1.83-1.76 (m, 1H), 1.72-1.67 (m, 3H), 1.54 (td, J=7.4, 19.3 Hz, 4H), 1.49-1.38 (m, 3H), 1.36 (s, 3H), 1.30-1.24 (m, 3H), 0.79 (s, 3H).

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 67367-24-2, Methyl 4-hydroxynicotinate.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); 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.98273-79-1, name is Methyl 3-chloroisonicotinate, molecular formula is C7H6ClNO2, molecular weight is 171.58, as common compound, the synthetic route is as follows.Product Details of 98273-79-1

INTERMEDIATE 22Methyl 3-(3′-ethoxy-3-fluorobiphenyl-4-ylamino)isonicotinate; A mixture of methyl 3-chloroisonicotinate (1.00 g, 5.83 mmol), intermediate 1 (1.35 g, 5.83 mmol), Cs2CO3(2.66 g, 8.16 mmol) and Xantphos (0.68 g, 1.17 mmol) in dioxane (20 mL) was stirred under argon atmosphere for 10 min. Then Pd2(dba)3 (0.53 g, 0.58 mmol) was added and the mixture stirred under argon atmosphere at 12O0C overnight. The reaction mixture was filtered over Celite and washed with CH2CI2. The filtrate was concentrated and purified by column chromatography eluting with EtOAc/hexane/Et3N (20/79/1) and the desired compound was obtained. Yield=51% LRMS: m/z 367 (M+1 )+.1H NMR (250 MHz1 CDCI3) delta ppm: 9.26 (s, 1 H); 8.8 (s, 1H); 8.25 (d, J = 5.3 Hz, 1 H); 7.87 (d, J = 5.3 Hz, 1 H); 7.72-7.45 (m, 4H); 7.3 (d, J = 8.2 Hz, 1 H); 7.26 (s, 1H); 7.05 (dd, J = 8.2, J= 1.8 Hz, 1 H); 4.25 (c, J = 7 Hz, 2H); 4.12 (s, 3H); 1.61 (t, J = 7 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,98273-79-1, Methyl 3-chloroisonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2008/77639; (2008); 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 956010-87-0, name is 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

Stage b)1H-Pyrazolo[3,4-b]pyridine-3-carbonitrile; 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine (500 mg, 2.67 mmol) is heated in 33% strength aqueous ammonia solution (10 ml) in a microwave at 140 C. for 10 min. The mixture is then concentrated in vacuo, and the residue is stirred with 100 ml of ethyl acetate and 20 ml of tert-butyl methyl ether at 70 C. Insoluble constituents are removed by suction filtration while hot, and the filtrate is concentrated. Drying results in 346 mg (90% of theory) of the title compound as pale beige crystals.1H-NMR (400 MHz, DMSO-d6): delta=7.47 (dd, J=8.2, 4.5 Hz, 1H), 8.46 (dd, J=8.2, 1.5 Hz, 1H), 8.73 (dd, J=4.5, 1.5 Hz, 1H), 15.02 (br. s, 1H).LC/MS (method 1): Rt=1.30 min.; MS (ESIpos): m/z=145 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 956010-87-0.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/113507; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 175204-80-5, 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 175204-80-5, name is 3-Amino-4-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Oxalylchloride (132 muL, 1.5 mmol) was added dropwise to a stirred suspension ofbenzoic acid 124 (350 mg, 1.0 mmol) and DMF (1 drop) in dry THF (20 mL) and thesolution was stirred at 20 C. for 2 h, then at 66 C. for 1 h. The solutionwas cooled to 20 C., then the solvent was evaporated and the residue dissolvedin dry pyridine (10 mL). 4-Trifluoromethyl-3-pyridinylamine (180mg, 1.1 mmol) was added and the solution stirred at 20 C. for 16 h. Thesolvent was evaporated and the residue suspended in ice/water (50 mL) for 1 h.The precipitate was filtered, washed with water (5 mL) and dried. The crudesolid was purified by column chromatography, eluting with EtOAc, to givebenzamide 140 (265 mg, 53%)

According to the analysis of related databases, 175204-80-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THEBOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLANDUNISERVICES LIMITED; SUTPHIN, PATRICK; CHAN, DENISE; TURCOTTE, SANDRA; DENNY, WILLIAMALEXANDER; HAY, MICHAELPATRICK; GIDDENS, ANNACLAIRE; BONNET, MURIEL; GIACCIA, AMATO; (181 pag.)JP5789603; (2015); B2;,
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 36936-23-9, name is 5-Chloro-6-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Chloro-6-methylpyridin-2-amine

Intermediate IXc 3 ,6-dichloro-2-methylpyridine To a suspension of 5-chloro-6-methylpyridin-2-amine (7.5 g, 52.60 mmol, Combi- Blocks) in DCM (200 niL) was added copper(II) chloride (9.19 g, 68.38 mmol) and stirred at for 10 min. tert-butyl nitrite (12.50 mL, 105.20 mmol) was added and the stirring was continued further 30 min at RT. The colour was changed to dark blue. The reaction was monitored by LCMS. LCMS showed the completion of reaction. The reaction mixture was washed with water, brine solution, and organic layer was dried on sodium sulphate and concentrated under vacuum to get crude. The product was purified by column chromatography using 5 % ethyl acetate :hexane mixture to get 3,6-dichloro- 2-methylpyridine (3.80 g, 44.6 %) as a yellow liquid. MS (ES+), (M+H)+ = 162.15 for C6H5C12N.

With the rapid development of chemical substances, we look forward to future research findings about 36936-23-9.

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; HAMEED PEER MOHAMED, Shahul; PATIL, Vikas; MURUGAN, Kannan; VITHALRAO BELLALE, Eknath; RAICHURKAR, Anandkumar; LANDGE, Sudhir; PUTTUR, Jayashree; ROY CHOUDHURY, Nilanjana; SHANBHAG, Gajanan; KOUSHIK, Krishna; IYER, Pravin; KIRTHIKA SAMBANDAMURTHY, Vasan; SOLAPURE, Suresh; NARAYANAN, Shridhar; WO2015/165660; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 21427-61-2, 5-Chloro-2-hydroxy-3-nitropyridine, 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, 21427-61-2, blongs to pyridine-derivatives compound. HPLC of Formula: C5H3ClN2O3

Intermediate 4; 3-amino-5-chloropyridin-2-ol; To a 500 mL round bottom flask charged with 5-chloro-2-hydroxy-3-nitro pyridine (4.9 g, 28.7 mmol), Fe (7.2 g, 129.7 mmol) and CaCI2 (2.86 g, 25.8 mmol) was added 4:1 EtOHiH2O (50 mL) and the mixture was heated at reflux for 2h. After cooling to room temperature the mixture was filtered through a celite pad and washed with ethanol/water. EPO The dark filtrate was evaporated and dried in vacuum for 2h to afford 3-amino-5-chloropyridin- 2-ol. LCMS: m/e 145 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,21427-61-2, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2006/51410; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884494-82-0, 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. 884494-82-0, name is 5-Fluoro-2-methoxynicotinic acid. A new synthetic method of this compound is introduced below.

[0361] To a solution of 5-fluoro-2-methoxynicotinic acid (372 mg, 2.172 mmol) in DCM (18.3 mL) was added oxalyl chloride (380 xL, 4.34 mmol) and DMF (8.41 mu, 0.109 mmol) at 0C. After stirring at 20C for 1 hour, the mixture was concentrated in vacuo. The residue was taken up in THF (1 mL) and added dropwise to a mixture of 5-amino-4-(4-(2,4- difluorophenoxy)piperidin-l-yl)-NJV-dimethylpicolinamide (545 mg, 1.448 mmol) and DIPEA (759 xL, 4.34 mmol) in THF (11 mL). The reaction mixture was stirred at 60C for 1 hour, then cooled to RT, and filtered. The filtrate was purified by HPLC, eluting with ACN in water. The solid product was recrystallized from 3: 1 MeOH/water solution and filtered. The solids were placed in a 70C vacuum oven overnight to give the title compound as an off-white solid (487 mg, 63.5%). NMR (500 MHz, DMSG-cfe) delta ppm 1.81 – 1.87 (m, 2 H), 2.06 – 2.10 (m, 2 H), 2.94 – 2.98 (m, 2 H), 2.99 (d, J=6,83 Hz, 6 H), 3.27 (dd,,1=1.96, 7.08 Hz, 2 H), 4.12 (s, 3 H), 4.55 (di,./ 7.93. 4.09 Hz, 1H), 6.99 – 7.05 (m, 1H), 7.27 – 7.34 (m, 3 H), 8.25 (dd,./ K.54. 3.17 Hz, 1H), 8.46 (d,./ 3.42 Hz, 1H), 9.15 is. 1H), 10.17 (s, 1H); ES1-MS m/z j M 1 .] 530.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-82-0, 5-Fluoro-2-methoxynicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 850663-54-6, 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 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

Intermediate 34: 5-isopropoxy-lH-pyrrolo[2,3-c]pyridin-2(3H)-oneStep a: 4-chloro-2-isopropoxy-5-nitropyridine[0558] To a solution of 4-chloro-5-nitropyridin-2-ol (4.0 g, 23.0 mmol) in DMSO (25.0 mL)[0559] was added K2CO3 (6.35 g, 46.0 mmol) and the mixture was stirred at room temperature for 30 min. 2-iodopropane (5.87 g, 34.5 mmol) was added dropwise and the reaction mixture was stirred at 50C for 2 h. The mixture was poured into water and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash column chromatography to give 0.9 g of the title compound as an oil (18% yield).

According to the analysis of related databases, 850663-54-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III; WO2012/178015; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem