Tag: M.W:100-200

Electric Literature of 131747-55-2, 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.131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine, molecular formula is C6H6FNO, molecular weight is 127.12, as common compound, the synthetic route is as follows.

The crude (2-fluoropyridin-3-yl)methanol was dissolved in dichloromethane (30 mL) at 00C under nitrogen. Phosphorus tribromide (4.2 mL, 42 mmol) was added dropwise. The resulting mixture was stirred at room temperature overnight. The reaction was quenched by addition of 10% NaHCO3 solution (5 mL). After 10 minutes, Na2SO4 (30 g) was added. The solvent was filtered and evaporated to provide 3-(bromomethyl)-2-fluoropyridine, which was used without further purification.

Statistics shows that 131747-55-2 is playing an increasingly important role. we look forward to future research findings about 2-Fluoro-3-(hydroxymethyl)pyridine.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, 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. category: pyridine-derivatives

S)- 1 -(3,5-Dichloropyridin-4-yl)ethanol Separate the mixture of stereoisomers obtained in the above reaction on a CHIRALPAK AD-H column eluting with 90% heptanes/ 10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCI3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm- 1 using a ChiralIR FT VCD spectrometer (BioTools Inc ) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-3 IG** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm- 1 vibrational circular dichroism. The above analysis shows the product to be the S- isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [MH-I]+.

With the rapid development of chemical substances, we look forward to future research findings about 1254473-66-9.

Reference:
Patent; ELI LILLY AND COMPANY; CHEN, Daohong; LI, Hong-Yu; ZHAO, Genshi; WO2010/129509; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-35-3, 2-Chloro-5-fluoropyridin-3-ol, 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-Chloro-5-fluoropyridin-3-ol, blongs to pyridine-derivatives compound. Safety of 2-Chloro-5-fluoropyridin-3-ol

Example 319Synthesis of (1R,2S)-2-{{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}}-N-(5-fluoro-3-hydroxypyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide (319)(1) 2-chloro-5-fluoro-3-(methoxymethoxy)pyridine (319-1)A DMF (10 ml) solution of 2-chloro-5-fluoro-3-hydroxypyridine (500 mg) was cooled to 0 C. Sodium hydroxide (60% oil dispersion: 149 mg) was added to the reaction solution, and the obtained mixture was stirred at 0 C. for 15 minutes. Chloromethyl methyl ether (293 ul) was added to the reaction solution at the same temperature as described above, and the obtained mixture was heated to room temperature and stirred for 1 hour. Diethyl ether and water were added to the reaction solution, and the organic layer was successively washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 7:3), so as to obtain the title compound (598 mg).1H-NMR (400 MHz, CDCl3) delta (ppm): 3.52 (s, 3H), 5.28 (s, 2H), 7.32 (dd, J=9.2, 2.8 Hz, 1H), 7.95 (dd, J=2.8, 0.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-35-3, 2-Chloro-5-fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/95031; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 80862-08-4, name is 6-Methoxy-1H-pyrrolo[3,2-c]pyridine, molecular formula is C8H8N2O, 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. Safety of 6-Methoxy-1H-pyrrolo[3,2-c]pyridine

Allylpalladium(ll) chloride dimer (558 mg, 1.52 mmol) and triphenylphosphine (1.75 g, 6.68 mmol) were dissolved in dry DMF (210 ml) and stirred at room temperature for 30 min. Carbonic acid cyclohex-2-enyl ester methyl ester (9.47 g, 60.74 mmol) was added and the mixture stirred for additional 30 min. 6-Methoxy-1 H-pyrrolo[3,2- c]pyridine (4.5 g, 30.37 mmol) and cesium carbonate (19.79 g, 60.74 mmol) were added, and the reaction mixture was stirred at room temperature for 16 h. Then the mixture was partitioned between water and EA, the aqueous phase extracted with EA and the combined organic phases dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (EA/HEP) to give 5.6 g of the title compound. LC/MS (method LC4): m/z = 229

With the rapid development of chemical substances, we look forward to future research findings about 80862-08-4.

Reference:
Patent; SANOFI-AVENTIS; WO2009/95162; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13958-93-5, 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.13958-93-5, name is 3,5-Dichloroisonicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

Preparation of (3,5-dichloro-pyridin-4-yl)-(3-hydroxymethyl-piperidin-1-yl)-methanone: To a suspension of 3,5-dichloroisonicotinic acid (250 mg, 1.30 mmol) in CH2Cl2 (6.5 mL) was added DMF (cat.) and oxalyl chloride (0.45 mL, 5.2 mmol), and the mixture was stirred at room temperature for 2 h then concentrated in vacuo. To the residue was added THF (2 mL), Et3N (0.27 mL, 1.9 mmol), and a solution of 3-piperidinemethanol (150 mg, 1.30 mmol) in THF (4.5 mL), and the mixture was stirred at room temperature for 21 h. The mixture was diluted with CH2Cl2 (50 mL) and brine (30 mL) and the phases were separated. The organic layer was washed with brine (2*50 mL) and saturated NaHCO3 (2*50 mL). The organic layer was dried (MgSO4), filtered, concentrated, and dried in vacuo to afford a crude oil. Purification of the crude material by column chromatography on silica gel (100:5:1 CH2Cl2/MeOH/NH4OH) gave a yellow oil (mixture of isomers) (147 mg, 39%). 1H NMR (CDCl3) delta 1.28-1.96 (m, 4H), 2.89-3.26 (m, 3H), 3.35-3.45 (m, 1H), 3.50-3.72 (m, 2H), 4.29-4.56 (m, 1H), 8.54 (m, 2H).

Statistics shows that 13958-93-5 is playing an increasingly important role. we look forward to future research findings about 3,5-Dichloroisonicotinic acid.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72093-13-1, name is 6-Chloro-2,3-dimethylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Chloro-2,3-dimethylpyridine

To a mixture of l-Boc-4-hydroxypiperidine (CAS: 109384-19-2, 200 mg, 0.99 mmol) in DMF (3.847 mL), were added NaH (60% dispersion in mineral oil, 79.5 mg, 1.99 mmol) and l5-crown-5 (198.4 mE, 1.19 mmol). Then 6-chloro-2,3-dimethylpyridine (154.78 mg, 1.09 mmol) was added and the mixture was stirred at 80 C for 16 h. Then additional NaH (60% dispersion in mineral oil, 39.75 mg, 0.99 mmol) was added and the mixture was stirred at 80 C for 20 h. Then water was added at 0 C and the mixture was extracted with DCM. The organic layer was separated, dried, filtered and the solvents concentrated in vacuo. The crude was purified by flash column chromatography (silica, EtOAc in heptane 0/100 to 70/30). The desired fractions were collected and the solvents concentrated in vacuo to give intermediate 120 (134.1 mg, 44%) as a colourless oil

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, 72093-13-1, 6-Chloro-2,3-dimethylpyridine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (245 pag.)WO2019/243530; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58539-65-4, 2-Methylnicotinamide, 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, Product Details of 58539-65-4, blongs to pyridine-derivatives compound. Product Details of 58539-65-4

The 2 – methyl nicotinic acid amide (200 mg, 1 . 47 mmol) dissolved in anhydrous tetrahydrofuran (5 ml) in, 0 C under argon conditions, dropping borane tetrahydrofuran solution (1 M, 7.4 ml, 7.4 mmol), the reaction 30 minutes, up to 60 C reaction 8 hours. Saturated ammonium chloride aqueous solution quenching, ethyl acetate extraction, anhydrous sodium sulfate drying, filtering of evaporation to dryness to obtain colourless oil of 200 mg, crude product is directly used for the next step reaction

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58539-65-4, 2-Methylnicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Seth Ming Qiang Pharmaceutical Technology Co., Ltd.; Zhang Qiang; Liu Yansheng; Li Xingfu; Hu Chenming; (96 pag.)CN109535132; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 107867-51-6, 5-(Trifluoromethyl)pyridine-2,3-diamine, 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, Formula: C6H6F3N3, blongs to pyridine-derivatives compound. Formula: C6H6F3N3

General procedure: Step 1: To a solution of compound 47 (35 mg, 0.097 mmol) in 3% HOAc/DMF (2 mL) wasadded 4, 5-difluorobenzene-1, 2-diamine (28 mg, 0.194 mmol) and potassiumperoxymonosulfate (Oxone, 60 mg, 0.097 mmol). The reaction was stirred at 80C for 16 hr. Thesolution was cooled to ambient temperature and neutralized with K2CO3 (30 mg). The mixturewas patitioned between EtOAc (6 mL) and water (2 mL). The organic phase was isolated andevaporated in vacuum.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,107867-51-6, 5-(Trifluoromethyl)pyridine-2,3-diamine, and friends who are interested can also refer to it.

Reference:
Article; Yu, Yang; Wu, Zhicai; Shi, Zhi-Cai; He, Shuwen; Lai, Zhong; Cernak, Timothy A.; Vachal, Petr; Liu, Min; Liu, Jian; Hong, Qingmei; Jian, Tianying; Guiadeen, Deodial; Krikorian, Arto; Sperbeck, Donald M.; Verras, Andreas; Sonatore, Lisa M.; Murphy, Beth A.; Wiltsie, Judyann; Chung, Christine C.; Gorski, Judith N.; Liu, Jinqi; Xiao, Jianying; Wolff, Michael; Tong, Sharon X.; Madeira, Maria; Karanam, Bindhu V.; Shen, Dong-Ming; Balkovec, James M.; De Vita, Robert J.; Pinto, Shirly; Nargund, Ravi P.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 11; (2019); p. 1380 – 1385;,
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.847729-27-5, name is Methyl 2-chloro-5-fluoronicotinate, molecular formula is C7H5ClFNO2, molecular weight is 189.57, as common compound, the synthetic route is as follows.Safety of Methyl 2-chloro-5-fluoronicotinate

A mixture of methyl 2-chloro-5-fluoronicotinate (D69) (199.85 mg, 1.054 mmol) and potassium carbonate (291 mg, 2.108 mmol) in tetrahydrofuran (2 ml) was stirred under N2 nitrogen 15 min at room temperature. N-(4-fluoro-2-methylphenyl)azetidin-3-amine (D55) (190 mg, 1.054 mmol) was added and the resulting mixture was stirred 1 day at room temperature. The residue obtained after solvent evaporation was purified by Biotage SNAP-Si column eluting with a mixture cyclohexane/ethyl acetate from 100/0 to 80/20. Collected fractions after solvent evaporation afforded the title compound (D90)(155 mg)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,847729-27-5, Methyl 2-chloro-5-fluoronicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Borriello, Manuela; Rovati, Lucio; Stasi, Luigi Piero; Buzzi, Benedetta; Colace, Fabrizio; US2013/261100; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 832735-60-1 , The common heterocyclic compound, 832735-60-1, name is 7-Bromo-[1,2,4]triazolo[4,3-a]pyridine, molecular formula is C6H4BrN3, 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 7-bromo-[1,2,4]triazolo[4,3-a]pyridine (930.9 mg, 4.70 mmol)And benzophenone imine (1.70g, 9.38mmol)Toluene (40 mL) suspension was addedPd2(dba)3 (217.7 mg, 0.24 mmol), BINAP (293.4 mg, 0.45 mmol)And t-BuONa (908.4 mg, 9.45 mmol).The reaction system was stirred at 100 C overnight.After the reaction,The reaction was quenched by the addition of water (50 mL).The resulting mixture was extracted with EtOAc (100 mL×3).The combined organic phases were washed with brine (100 mL).Dry over anhydrous sodium sulfate,Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1 / 20).The title compound was obtained as a brown solid (1.66 g, yield 46.3%).

The synthetic route of 832735-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem