Category: pyridine-derivatives

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 60186-13-2, name is 2,4,6-Trichloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2,4,6-Trichloro-3-nitropyridine

(7) (R)-1-(2,6-dichloro-3-nitropyridin-4-yl)piperidine-3-tert-butyl carbamate To 30 mL, solution of 2,4,6-trichloro-3-nitropyridine (1.14 g, 5.0 mmol) in ethanol was added triethylamine (1.4 mL, 10 mmol) at -10 C., and stirred in an ice bath. After 15 mL solution of (R)-tert-butylpiperidin-3-yl-carbamate (1 g, 5.0 mmol) in ethanol was slowly added dropwise with a constant pressure funnel, the reaction solution was stirred for 1 h at -10 C., and concentrated. The resultant crude product was subjected to silica gel column chromatography (ethyl acetate:petroleum ether=1:2) to afford 0.78 g titled product with a yield of 39.9%.

With the rapid development of chemical substances, we look forward to future research findings about 60186-13-2.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; US2012/289497; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 75115-28-5, 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. 75115-28-5, name is N3-Benzylpyridine-3,4-diamine. A new synthetic method of this compound is introduced below.

General procedure: The vial containing the crude diaminopyridine was equipped with a magnetic stir bar and sealed with a teflon screw cap. Aldehyde (2 mol eqwith respect to the theoretical yield of the first reaction) and then nBuOH was added via syringe to give a diaminopyridine concentration of 0.3 M based on the theoretical yield of the first reaction. The reaction mixture was stirred at 110 C for 18-24 h with needle inserted in septum to expose reaction to air. The mixture was cooled to room temperature, diluted with ethyl acetate, and poured into aqueous saturated NaHCO3. The organic phase was separated and the aqueous phase was extracted twice more into ethyl acetate. The combined organic phases were driedover Na2SO4. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel, typically using EtOAc, 0 ->10% MeOH.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75115-28-5, N3-Benzylpyridine-3,4-diamine, and friends who are interested can also refer to it.

Reference:
Article; Li, Chaomin; Chen, Lily; Steinhuebel, Dietrich; Goodman, Andrew; Tetrahedron Letters; vol. 57; 25; (2016); p. 2708 – 2712;,
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. 100848-70-2, name is 2-Methoxy-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 100848-70-2

General procedure: Freshly distilled diisopropylamine (1.0 g; 10 mmol) was dissolved in dry THF (1 M). Aftercooling this solution to -78 C a solution of nBuLi (4.0 mL; 2.5 M) in hexanes was slowlyadded. After 15 minutes 4-methylpyridine (0.93 g; 10 mmol) was added dropwise resulting ina colour change to amber. After further 30 minutes the desired arylnitrile (10 mmol, 2 MTHF) was added dropwise. The resulting dark red solution was stirred at -78 C for 1 h priorto warming up to ambient temperature. After 4 h the reaction mixture was carefully quenchedwith saturated aqueous ammonium chloride (20 mL) and extracted (3 × DCM/water). Thecombined organic layers were dried over sodium sulfate, filtered and evaporated underreduced pressure yielding a yellow oil. Column chromatography was used to remove residualstarting material (eluent 20-25% EtOAc/hexanes).

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, 100848-70-2, 2-Methoxy-4-methylpyridine.

Reference:
Article; Baumann, Marcus; Baxendale, Ian R.; Synlett; vol. 27; 1; (2016); p. 159 – 163;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 824-52-2, 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 824-52-2 as follows.

In a vial, 5-methyl-1H-[2,3-b]pyridine (126, 1 equivalent) is combined with (5-formyl-3-methoxy-pyridin-2-yl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester (55, 1.1 equivalents), 5 mL of methanol, and potassium hydroxide (3 equivalents). The reaction is stirred at room temperature overnight, then aqueous 1N hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-52-2, its application will become more common.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 167884-17-5 ,Some common heterocyclic compound, 167884-17-5, molecular formula is C8H8N2O, 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.

i) Synthesis of 3-(imidazo[1,2-a]pyridin-5-yl)methylthiazolidine-2,4-dione To a suspension of 1.19 g (8.0 mmol) of 5-hydroxymethylimidazo[1,2-a]pyridine in 10 ml of dichloromethane, 4.05 ml (56 mmol) of thionyl chloride was added, followed by stirring at room temperature for 1 hour, after which the solvent was distilled off. To a solution of this residue and 0.94 g (8.0 mmol) of thiazolidine-2,4-dione in 15 ml of N,N-dimethylformamide, 2.40 ml (16.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by stirring at 80 C. for 16 hours. After the reaction mixture was cooled, water was added; the mixture was extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by recrystallization (solvent, chloroform/ethyl acetate/diethyl ether) to yield 247 mg (12.5%, light brown powder) of the desired product. 1 H-NMR (CDCl3, 200 MHz) delta 4.02 (2H, s), 5.06 (2H, s), 6.98 (1H, d, J=6.6 Hz), 7.18 (1H, dd, J=7.0, 9.0 Hz), 7.66 (1H, d, J=9.0 Hz), 7.70 (1H, d, J=1.0 Hz), 7.89 (1H, s)

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. 167884-17-5, Imidazo[1,2-a]pyridin-5-ylmethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Chemical Industries Ltd.; US5840732; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 161117-83-5 ,Some common heterocyclic compound, 161117-83-5, molecular formula is C11H16N2O3, 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.

A 5000ml reaction vessel was charged with tert-butyl (2-methoxypyridin-3-yl)carbamate (180g, 0.8mol, 1wt) and diethyl ether (2700ml, 15vol). N, N, N, N-tetramethylethylenediamine (360ml, 2vol) was charged at room temperature and the reaction mixture cooled to -78ºC. n-Butyl lithium (2.5M in hexanes, 972ml, 5.4vol) was charged slowly over 2 hours maintaining an internal temperature below -65ºC. After complete addition the reaction mixture was allowed to warm to -15ºC and the temperature maintained at -15ºC for 2 hours. The reaction mixture was re-cooled to -70ºC and ethylene oxide charged (136g, 3.1mol, 0.75wt) over 1 hour, after complete addition the reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was cooled to 0-5ºC and quenched by the slow addition of water (1000ml, 5.5vol). The organic layer was separated and the aqueous extracted with ethyl acetate (4x 1000ml, 4x 5.5vol), the combined organics were washed with water (1000ml, 5.5vol) and dried over magnesium sulphate (100g, 0.55wt). After filtration, the organics were concentrated to give the crude material as an orange oil (272g, 1.5wt). The crude material was purified by column chromatography on silica (700g, 3.9wt) with ethyl acetate:heptanes (1:3) as eluent. Concentration of the desired fractions gave the title compound 42 as a pale yellow viscous oil (121.7g, 57%th.).1H NMR (400MHz, DMSO): d 1.41 (s, 9H), 2.71 (t, J=5.5Hz, 2H), 3.58 (m, 2H), 3.85 (s, 3H), 4.72 (m, 1H), 6.91 (d, J=4.9Hz, 1H), 7.84 (m, 1H), 7.94 (m, 1H), 8.18 (br s, 1H).

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. 161117-83-5, tert-Butyl (2-methoxypyridin-3-yl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Badland, Matthew; Devillers, Ingrid; Durand, Corinne; Fasquelle, Veronique; Gaudillire, Bernard; Jacobelli, Henry; Manage, Ajith C.; Pevet, Isabelle; Puaud, Jocelyne; Shorter, Anthony J.; Wrigglesworth, Roger; Tetrahedron Letters; vol. 52; 41; (2011); p. 5292 – 5296;,
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 78760-60-8, name is 5-(Benzyloxy)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 78760-60-8

To a reflux condenser 20mL round bottom flask was added 5mL anhydrous tetrahydrofuran solution, 0.5mmol 5-benzyloxy-2-cyanopyridine,The mixture was stirred and replaced with nitrogen for three times. 1.5 mmol of methylmagnesium bromide was slowly added under the protection of nitrogen at room temperature. The whole system was heated to reflux and reacted for 3 hours.The whole reaction was poured into ice-water and extracted three times with dichloromethane, each time 20 mL, concentrated to give a white solid product, 102 mg, yield 90%.

With the rapid development of chemical substances, we look forward to future research findings about 78760-60-8.

Reference:
Patent; Anhui Hongxin Biological Technology Co., Ltd.; Zhang Yang; (4 pag.)CN106397311; (2017); A;,
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. 886364-94-9, name is 5-Bromo-4-methylpicolinaldehyde, molecular formula is C7H6BrNO, 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. Application In Synthesis of 5-Bromo-4-methylpicolinaldehyde

To a solution of 5-bromo-4-methylpicolinaldehyde (1.044 g, 5.22 mmol) in MeOH (20.0 ml) was added 2.0 M methylamine in MeOH (8.0 ml, 16.00 mmol) followed by sodium cyanoborohydride (1.313 g, 20.89 mmol) and acetic acid (1.00 ml, 17.47 mmol). After stirring at room temperature for 90 mins, the reaction was quenched with HCl (6.0 N in water) (25.0 ml, 150 mmol). The mixture was stirred at room temperature for 30 mins, and treated with NaOH (4 N in water) until pH reached 10. The mixture was extracted with Et2O. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was dissolved in CH2Cl2 (30 mL), and treated with Boc-anhydride (1.198 g, 5.49 mmol). After stirring at room temperature for 30 mins, the reaction was concentrated. The residue was purified on silica gel (40 g, 0-100percent EtOAc in hexanes) to give the desired product as a yellow oil (1.101 g, 67percent). LCMS calculated for C13H20BrN2O2 (M+H)+ m/z=315.1; found 315.0.

With the rapid development of chemical substances, we look forward to future research findings about 886364-94-9.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; Hummel, Joshua; (117 pag.)US2018/72741; (2018); 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. 912369-42-7, name is Methyl 3-((tert-butoxycarbonyl)amino)picolinate, molecular formula is C12H16N2O4, 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. Application In Synthesis of Methyl 3-((tert-butoxycarbonyl)amino)picolinate

ter f-butyl f2-(hvdroxymethyl)py ridin-3-yll carbamate; To methyl 3-[(tert- butoxycarbonyl)amino]pyridine-2-carboxylate and methyl 2-[(tert- butoxycarbonyl)amino]nicotinate (5.00 g, 19.8 mmol) is added THF/MeOH (30 mL/3 mL) and the reaction is cooled to 0 C whereupon sodiumborohydride (1.49 g, 39.6 mmol) is added. The reaction is warmed to rt and stirred for four hours. The reaction mixture is then EPO dissolved in EtOAc and washed with saturated sodium bicarbonate solution. The organic layers are combined, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford the title compound and tert-buty [3-(hydroxymethyl)pyridin-2- yljcarbamate which are separated by preparatory HPLC (5-95% MeCN/water/0.1% TFA). The desired isomer is confirmed by ID NOE NMR experiments. 1H NMR delta 8.78 (br s, IH), 8.17 (m, IH), 8.10 (d, IH), 7.27 (dd, IH), 4.64 (s, 2H), 1.46 (s, 9H). LCMS (ES, M+H=225).

With the rapid development of chemical substances, we look forward to future research findings about 912369-42-7.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/106326; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59942-87-9, 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 59942-87-9, name is Pyrazolo[1,5-a]pyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 3 FOR REFERENCE Synthesis of 2-methoxypyrazolo[1,5-a]pyridine Sodium (92 mg) was dissolved in 5 ml of absolute methyl alcohol with moderate cooling. To this solution 2-hydroxypyrazolo[1,5-a]pyridine (500 mg) was added and then dimethyl sulfate (500 mg) was added. The mixture was stirred for 30 min. at room temperature and refluxed for 8 hr. The reaction mixture was concentrated to remove methyl alcohol, and water was added to the residue. The solution was extracted with n-hexane, and the n-hexane solution was dried over sodium sulfate. The dried n-hexane solution was concentrated and the residue was distilled to give 280 mg of oily product under reduced pressure.

According to the analysis of related databases, 59942-87-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; US4028370; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem