Category: pyridine-derivatives

Electric Literature of 1214377-45-3, 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. 1214377-45-3, name is 2-Chloro-6-(difluoromethoxy)pyridine, molecular formula is C6H4ClF2NO, 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.

At room temperature, 2-chloro-6- (difluoromethoxy) pyridine (40.00g, 222.78mmol),Trifluoroacetic anhydride (120ml), fuming nitric acid (16.00g, 229.46mmol) was added dropwise at 0 C, and the reaction was performed at 0-10 C for 2h.Add ice water (1000 ml), extract with methyl tertiary ether (300 ml x 3), combine the organic phases, concentrate,Column chromatography gave 25.00 g of a pale yellow solid with a yield of 50%.

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 1214377-45-3, 2-Chloro-6-(difluoromethoxy)pyridine.

Reference:
Patent; Jiangsu Weikaier Pharmaceutical Technology Co., Ltd.; Gong Yanchun; Meng Lei; Guo Qirun; Liu Yongqiang; (65 pag.)CN110642838; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13445-16-4, 3-Bromo-2,6-dimethoxypyridine, 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 3-Bromo-2,6-dimethoxypyridine, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-2,6-dimethoxypyridine

Preparation 7 (Z,E)-Ethyl 3-(2,6-dimethoxypyridin-3-yl)-3-ethoxyacrylate Bis(tri-t-butylphosphine)palladium (47 mg, 0.092 mmol)) and lithium chloride (292 mg, 0.27 mmol) were added to a flask equipped with reflux condenser, and the apparatus was evacuated under vacuum and refilled with N2 several times. To this flask was added via cannula a degassed solution of anhydrous 1,4-dioxane (8 mL) under N2, followed by 3-bromo-2,6-dimethoxypyridine (500 mg, 2.29 mmol), N,N-dicyclohexylmethylamine (540 uL, 2.52 mmol) and ethyl 3-ethoxyacrylate (1.0 mL, 6.88 mmol), and the resulting orange solution was heated to 110 C. After 20 hours, the reaction mixture was cooled to room temperature, quenched with water and diluted with EtOAc. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica eluting with 0-50% EtOAc/heptane to yield the title compound (604 mg, 94%) as an amber oil. 1H NMR showed the product to be composed of a 2.5:1 mixture of E/Z isomers.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13445-16-4, 3-Bromo-2,6-dimethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Carpino, Philip A.; Conn, Edward L.; Dow, Robert L.; Dowling, Matthew S.; Hepworth, David; Kung, Daniel Wei-Shung; Orr, Suvi; Rocke, Benjamin N.; Ruggeri, Roger B.; Sammons, Matthew F.; Warmus, Joseph S.; Zhang, Yan; US2013/123230; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 197376-47-9 ,Some common heterocyclic compound, 197376-47-9, molecular formula is C9H10ClNO2, 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.

Reference Example 74 ethyl [6-(methylsulfanyl)pyridin-3-yl]acetate To a solution of ethyl (6-chloropyridin-3-yl)acetate (10.7 g) in N,N-dimethylformamide (100 mL) was added sodium methanethiolate (11.3 g), and the mixture was stirred at room temperature for 23 hr. The reaction mixture was diluted with ethyl acetate, washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane =5:95 – 50:50, volume ratio) to give the title compound (4.55 g, yield 40%) as a colorless oil. MS:212(MH+). _

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. 197376-47-9, Ethyl 6-Chloropyridine-3-acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2149550; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, 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, SDS of cas: 6318-51-0, blongs to pyridine-derivatives compound. SDS of cas: 6318-51-0

General procedure: Dissolve the catalyst and potassium tert-butoxide in a mixed solvent of dichloromethane and isopropanol, mix well, then add the ketone compound A1 and stir at the temperature indicated by C1 for C2 time to obtain a third reaction solution, wherein the catalyst is relatively The molar percentage of the compound is B1, the molar percentage of potassium tert-butoxide relative to the ketone compound is B2, and the volume ratio of isopropyl alcohol and dichloromethane is D1.Filtering the third reaction solution to obtain an organic filtrate, and adding saturated saline to the organic filtrate to wash the organic filtrate, and then adding anhydrous sodium sulfate to dry the organic filtrate; A third filtrate was obtained.The third filtrate was distilled under reduced pressure to obtain a crude product of a chiral alcohol compound.The specific parameters in the preparation of alcohol compounds in Examples 2-1 to 2-18 are shown in Table 2:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, and friends who are interested can also refer to it.

Reference:
Patent; South University of Science and Technology of China; Xing Xiangyou; Xu Chen; Pan Yupeng; Chen Fumin; He Dongxu; (31 pag.)CN110526944; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 23056-47-5 ,Some common heterocyclic compound, 23056-47-5, molecular formula is C6H5BrN2O2, 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.

Step 1 [0611] A suspension of 2-bromo-4-methyl-5-nitropyridine (XIV) (200 g, 921 mmol, 1.00 eq) and NH4C1 (240 g, 4.49 mol, 4.87 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 50C. To this mixture was added Fe (120 g, 2.15 mol, 2.33 eq) and HC1 (10.2 g, 279 mmol, 0.30 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-4-methylpyridin-3 -amine (XV) as brown solid (167.9 g, 898 mmol, 97.4% yield) which was used for the next step without any purification. l NMR (CDC , 400 MHz) delta ppm 2.15 (s, 3H), 3.44 (br s, 2H), 7.14 (s, 1H), 7.78 (s, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

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. 23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 709652-82-4, 2-Amino-5-bromonicotinonitrile, 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 709652-82-4, blongs to pyridine-derivatives compound. Product Details of 709652-82-4

Imidodicarbonic acid, 2-[5-bromo-3-(cyano)-2-pyridinyl]-,1,3-bis(1,1-dimethylethyl)ester To 2-amino-5-bromonicotinonitrile (0.785 g, 3.96 mmol), triethylamine (0.553 mL, 3.96 mmol) and 4-dimethylaminoyridine (20 mg, 0.164 mmol) in CH2Cl2 (25 mL) was added di-tert-butyl-dicarbonate (2.16 g, 9.91 mmol) and the resulting mixture stirred at room temperature for 18 h. Evaporated to dryness in vacuo and triturated in heptane (25 mL) for 72 h. The resulting precipitate was filtered and washed with heptane (10 mL) to give imidodicarbonic acid, 2-[5-bromo-3-(cyano)-2-pyridinyl]-,1,3-bis(1,1-dimethylethyl)ester as a beige solid (1.1 g, 70% yield). 1H NMR (400 Mhz, CDCl3, 298K) 1.51 (s, 18H) 8.16 (d, 1H) 8.77 (d, 1H). LCMS: [M+H]+=398/400.1, Rt(4)=1.43 min.

The synthetic route of 709652-82-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; US2015/342951; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 183483-29-6, 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.183483-29-6, name is 2-(2-Bromopyridin-4-yl)acetic acid, molecular formula is C7H6BrNO2, molecular weight is 216.03, as common compound, the synthetic route is as follows.

c) (2-Bromo-pyridin-4-yl)-acetic acid ethyl esterTo a solution of (2-bromo-pyridin-4-yl)-acetic acid (60.0 g, 277.7 mmol) in ethanol (600 ml), conc: sulfuric acid (5.0 ml) was added at rt and the reaction mixture was heated at 90 C. for 9 h. Reaction mixture was cooled to rt and concentrated under reduced pressure to remove solvent completely. The residue obtained was cooled to 0 C. and pH was adjusted to 8 using 10% aqueous NaHCO3 solution. The resultant contents were worked up with ethyl acetate by washing with water, brine and dried over anhy. Na2SO4. Organic layer was concentrated under reduced pressure to obtain crude compound. Column chromtography purification of the crude compound using 15% ethyl acetate in hexane as eluent furnished title compound as a brown oil. Yield: 65.0 g (88.5%). TLC (30% ethyl acetate in hexane) Rf=0.39; LCMS: RtH7=0.824 [M+1]+=243.8 and 245.8; HPLC RtH9=3.759 min (69%); 1H NMR (300 MHz, CDCl3): delta 8.32 (t, 1H), 7.43 (s, 1H), 7.21-7.15 (M, 1H), 4.18 (q, 2H), 1.27 (t, 3H).

The chemical industry reduces the impact on the environment during synthesis 183483-29-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BADIGER, Sangamesh; CHEBROLU, Murali; HURTH, Konstanze; JACQUIER, Sebastien; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; US2012/184539; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 943323-65-7, Adding some certain compound to certain chemical reactions, such as: 943323-65-7, name is 4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine,molecular formula is C7H6BrN3, 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 943323-65-7.

To a solution of 4-bromo-1 H-pyrrolo[2,3-b]pyridin-3-amine (63 mg, 0.298 mmol) in dioxane (2.5 mL) and H2O (0.5 ml_) was added 1 ,1-dimethylethyl [3- phenyi-2-({[5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2- thienyl]carbonyl}amino)propyl]carbamate (145 mg, 0.298 mmol)[prepared inExample 87], Pd(PPh3)4 (17 mg, 14.9 mumol) and K2CO3 (164 mg, 1.19 mmol). After heating to 800C for 12h in a sealed tube, the reaction solution was partitioned between H2CVDCM. The aqueous phase was washed several times with DCM and the combined organic fractions were dried over Na2SO4, concentrated and purified using column chromatography (silica, 3% MeOH in DCM) affording the title compound (60 mg, 41 %) as an orange oil: LC-MS (ES) m/z = 492 (M+H)+.

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. 943323-65-7, 4-Bromo-1H-pyrrolo[2,3-b]pyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/76423; (2007); 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. 76005-99-7, name is 2-Methoxy-4-methylpyridin-3-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 76005-99-7

(2) 29.4 g of Compound 2 was dissolved in 600 mL of dichloromethane, 25.0 g of potassium acetate was added,Then, the temperature was lowered to 0 C, 43.4 g of acetic anhydride was slowly added dropwise,After about 40 min, 11.25 g of 18-crown-6 ether was added,After the completion of dropping, 54.9 g of isoamyl nitrite was slowly added dropwise at 0 C, and the temperature was returned to room temperature, and the temperature was raised to 65 C and refluxed overnight. After about 12 h, the reaction mixture was adjusted to pH 6 with saturated sodium hydrogencarbonate solution,The organic phase was separated,The aqueous phase was again extracted once with dichloromethane,The combined organic phase was dried and concentrated.Methanol and potassium carbonate were added to the residue, and the mixture was stirred at room temperature for 1 h. After the reaction was complete, the system was filtered off and dried, and the residue was dissolved in ethyl acetate.Saturated sodium chloride solution, and concentrated to dryness to obtain 29 g of the crude product (Compound 3) in a yield of 91.3%. TLC information (petroleum ether: ethyl acetate = 1: 1): starting material Rf = 0.8, product Rf = 0.5.

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, 76005-99-7, 2-Methoxy-4-methylpyridin-3-amine.

Reference:
Patent; Sphinx Scientific Laboratory Corporation; Yao, Qingjia; Xu, Yangjun; Wu, Simin; (6 pag.)CN103992318; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1254073-41-0, 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. 1254073-41-0, name is 5-Fluoropicolinohydrazide. A new synthetic method of this compound is introduced below.

To a solution of 4-[(2,3-dichloro-4-fluorophenyl)carbonyl]-2-piperazinone (I34) (5.08 g, 17.45 mmol) in Dichloromethane (DCM) (80 mL) was added triethyloxonium tetrafluoroborate (3.48 g, 18.32 mmol). The solution was then stirred under argon for 20 minutes before 5-fluoro-2-pyridinecarbohydrazide (I24) (3.25 g, 20.94 mmol) was added. The solution was then stirred for a further 3 hours, before the solvent was concentrated and n-butanol (80 mL) was added. The solution was then stirred, under reflux and argon, for 3 hours before being cooled to room temperature. The solvent was then evaporated in vacuo and the remaining residue was partioned between DCM (10OmL) and water (5OmL), before being dried over anhydrous sodium suphate. The sodium sulphate was then removed by filtration, and the solvent was evaporated in vacuo. The remaining residue was then purified by flash chromatography (Isolera 34Og cartridge) with a gradient of 0-10% MeOH in DCM, TLC confirmed product location and the solvent from the combined fractions was evaporated in vacuo. The remaining solid was then recrystallised from ethyl acetate to yield the product in 2.067 g.LCMS: m/z = 410 (M+ H)+, retention time = 0.93 minutes (2 minutes); 1H NMR (400 MHz; CDCI3) delta 8.50 ( 0.6H, d), 8.43 – 8.35 ( 1.4H, m), 7.6- 7.54 ( 1 H, m), 7.31-7.19 ( 2H,m), 5.26 ( 1 H, q), 4.82-4.64 ( 2.4H, m), 4.60 – 4.53 ( 0.4H, m), 4.36-4.14 ( 1.2H, m), 3.77-3.62 ( 1 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1254073-41-0, 5-Fluoropicolinohydrazide, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem