The origin of a common compound about 6-Hydrazinylnicotinic acid

According to the analysis of related databases, 133081-24-0, the application of this compound in the production field has become more and more popular.

Application of 133081-24-0, Adding some certain compound to certain chemical reactions, such as: 133081-24-0, name is 6-Hydrazinylnicotinic acid,molecular formula is C6H7N3O2, 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 133081-24-0.

(5) Dissolving the product 4 in ethanol at a concentration of 0.002 g/mL. then, 6-hydrazinonicotinic acid was added, the concentration was 0.002 g/mL, and after mixing, 2 to 3 drops of glacial acetic acid were added, and the mixture was refluxed for 3.5 hours. The solvent was concentrated under reduced pressure, and the dark yellow solid was solidified, and the solid was purified by recrystallization. After obtaining a golden yellow flocculent crystal, a high fluorescence quantum yield two-photon Zn2+ detection fluorescent molecular probe is obtained.

According to the analysis of related databases, 133081-24-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Qufu Normal University; Chen Guang; Zhao Guanghui; Jiang Ao; Li Zhen; Hu Jinlian; Liu Zhenjun; You Jinmao; (15 pag.)CN109761965; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 5-Fluoro-3-methylpyridin-2-ylamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886365-56-6, 5-Fluoro-3-methylpyridin-2-ylamine, and friends who are interested can also refer to it.

Electric Literature of 886365-56-6, 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. 886365-56-6, name is 5-Fluoro-3-methylpyridin-2-ylamine. A new synthetic method of this compound is introduced below.

A mixture of 5-fluoro-3-methylpyridin-2-amine (3.3 g, 26.2 mmol) and dimethyl malonate (15.0 mL, 0.13 mol, 5.0 eq.) was heated at 210 C for 1.5 hours. After cooling to room temperature, the precipitate was filtered and washed with ACN (3x) to give 7-fluoro-2-hydroxy- 9-methyl-pyrido[1,2-a]pyrimidin-4-one as a dark solid (2.3 g), which was used directly in thenext step. MS m/z 195.1 [M+Hf?.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886365-56-6, 5-Fluoro-3-methylpyridin-2-ylamine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ALSENZ, Jochem; GRASSMANN, Olaf; KUEHL, Peter; METZGER, Friedrich; MCCARTHY, Kathleen Dorothy; MORAWSKI VIANNA, Eduardo Paulo; WOODHOUSE, Marvin Lloyd; (130 pag.)WO2017/80967; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of Bis(pyridin-2-ylmethyl)amine

The chemical industry reduces the impact on the environment during synthesis 1539-42-0, I believe this compound will play a more active role in future production and life.

Application of 1539-42-0, 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.1539-42-0, name is Bis(pyridin-2-ylmethyl)amine, molecular formula is C12H13N3, molecular weight is 199.25, as common compound, the synthetic route is as follows.

1-Chloro-4-iodo-2-trifluoromethylbenzene (10 mmol) obtained in Reaction 1.2 was dissolved in 20 ml of toluene.Bis(pyridyl-2-methyl)amine (12 mmol) was added sequentially to the system.Palladium acetate (0.5 mmol), 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (12 mmol), 3 ml of triethylamine,After stirring for 10 minutes, 10 ml of an aqueous solution of cesium carbonate (10 mmol) was added, and the mixture was heated to 50 C for 4 hours.After the reaction was completed, 20 ml of water was added to the system, stirred for 20 minutes, and liquid was separated.The organic phase is dried over anhydrous sodium sulfate, concentrated and purified by flash column chromatography.Yielding 3.3 g of yellow 4-chloro-N,N-bis(pyridinyl-2-methyl)-3-trifluoromethylaniline powder,The yield was 87.5%.

The chemical industry reduces the impact on the environment during synthesis 1539-42-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jingfan; Jing Fan; Ge Baoyin; Zhang Ruwei; Zhai Xuexu; (9 pag.)CN108633898; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 614750-81-1

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. 614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Related Products of 614750-81-1 ,Some common heterocyclic compound, 614750-81-1, molecular formula is C7H5N3O, 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.

General procedure: To a stirred solution of[1,2,4]-triazolo[1,5-a]pyridine-6-carbaldehyde(1.77 g, 12.04 mmol) in a mixture of THF (48 mL) and i-PrOH (12 mL), 13a, 13b, or 13c (5.40 g, 12.04 mmol) and Cs2CO3 (5.10 g, 15.65mmol) were added. The mixture was stirred at room temperature for 24 h, and toit, 3 N HCl (20 mL) was added dropwise and stirred for an additional 1 h. Thereaction mixture was diluted with tert-butylmethyl ether (50 mL) and extracted with 1 N HCl (2 ¡Á 50 mL). The combined aqueous layer was neutralizedwith 2 N NaOH at 0 oC while a lot of yellow precipitates wereformed. The mixture was stirred at 0 oC for an additional 2 h andthen filtered. The filtered precipitates were washed with water (2 ¡Á 50 mL), and the solid was dissolved in CH2Cl2(200 mL). The CH2Cl2 solution was washed with brine (50mL), dried over anhydrous Na2SO4, filtered, and then evaporatedto dryness under reduced pressure to afford the titled compounds as an off-whitesolid.

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. 614750-81-1, [1,2,4]Triazolo[1,5-a]pyridine-6-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Krishnaiah, Maddeboina; Jin, Cheng Hua; Sheen, Yhun Yhong; Kim, Dae-Kee; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5228 – 5231;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 1620-72-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1620-72-0, 2-Methyl-6-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1620-72-0, 2-Methyl-6-(trifluoromethyl)pyridine, 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, HPLC of Formula: C7H6F3N, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6F3N

2-methyl-6-(trifluoromethyl)pyridine (100 mg, 0.620 mmol) was dissolved in CCl4 (3 mL), and N-bromosuccinimide (NBS) (110 mg, 0.620 mmol) and 1,1′-azobis(cyclohexanecarbonitrile) (VAZO, 8 mg, 0.031 mmol) were added thereto, followed by heating and stirring at 90 C. for 15 hrs. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by MPLC (Hex/EA=5:1) to obtain the title compound as white solid (42.5 mg, yield: 28.4%). 1H NMR (300 MHz, CDCl3) delta 4.60 (2H, s), 7.61 (1H, d), 7.68 (1H, d), 7.90 (1H, t)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1620-72-0, 2-Methyl-6-(trifluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SK CHEMICALS CO., LTD.; Kim, Seon-Mi; Kim, Jae-Sun; Lee, Minhee; Lee, So-young; Lee, Bong-Yong; Shin, Young Ah; Park, Euisun; Lee, Jung A; Han, Min-Young; Ahn, Jaeseung; Yoo, Taekyung; Kim, Hun-Taek; US2015/166558; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 2459-07-6

The synthetic route of 2459-07-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 2459-07-6 , The common heterocyclic compound, 2459-07-6, name is Methyl picolinate, molecular formula is C7H7NO2, 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 suspension of methyl picolinate (6 g, 0.043 mol, 1 equiv) and hydrazine hydrate (4.3 g, 0.08 mol, 2.0 equiv) in EtOH (50 ml) was stirred at 90C for ovemignt. Product formation was confirmed by TLC and LCMS. The resulting mixture was concentrated under reduced pressure, the residue was dissolved in ethyl acetate and distilled water. Organic phase was separated, dried over anhydrous Na2S04 and it was concentrated under reduced pressure to give crude. The crude product was washed with diethyl ether to obtain picolinohydrazide (5.2 gm, as off white solid). ‘H NMR (400MHz, DMSO-ri6) d = 9.87 (br. s., 1H), 8.61 (d,.7= 4.8 Hz, 1H), 8.03 – 7.90 (m, 2 H), 7.57 (dt, J = 3.3, 5.2 Hz, 1H), 4.62 (br. s., 2 H).

The synthetic route of 2459-07-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS BIOTECH LLC; ALFARO, Jennifer; BELMAR, Sebastian; NUNEZ VASQUEZ, Gonzalo Esteban; PUJALA, Brahmam; SATHE, Balaji Dashrath; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; THAKRAL, Pooja; PATIDAR, Rajesh Kumar; (344 pag.)WO2019/195810; (2019); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 1721-26-2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1721-26-2, Ethyl 2-methylnicotinate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1721-26-2, Ethyl 2-methylnicotinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

EXAMPLE 7 A solution of ethyl 2-methylnicotinate (2.0 g, 12.12 mmol), selenium dioxide (20.0 g, 18.18 mmol) and dioxane (10 ml) is heated at 135¡ã for 4 hours. The reaction mixture is filtered and the filtrate is concentrated and purified by prep. TLC to give ethyl 2-formylnicotinate.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1721-26-2, Ethyl 2-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Sandoz Ltd.; US5098462; (1992); A;; ; Patent; Sandoz Ltd.; US5098466; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of Ethyl 2-(3-Bromo-2-pyridyl)acetate

With the rapid development of chemical substances, we look forward to future research findings about 197376-41-3.

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. 197376-41-3, name is Ethyl 2-(3-Bromo-2-pyridyl)acetate, molecular formula is C9H10BrNO2, 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. Recommanded Product: 197376-41-3

Example 583-[4-Chloro-3-[[(tricyclo[3.3.1.13’7]dec-l-ylmethyl)amino]carbonyl]phenyl]-2-pyridineacetic acid, monosodium saltoCl[4-Chloro-3-[[(tricyclo[3.3.1.13’7]dec-l-ylmetliyl)amino]carbonyl]phenyl]-boronic acid(Example 2(a)) (142 mg), 3-bromo-2-pyridineacetic acid ethyl ester (Prepared according tothe method of Synthesis, 1997, 949-952) (100 mg), sodium carbonate (130 mg),te^rafaXtriphenylphosphme)paUadium(O) (10 mg), tetrahydrofuran (2 mL) and water (1mL) were heated in a microwave at 120 C for 30 minutes. 48% sodium hydroxide solution(200 uL) was added to the reaction which was stirred for 12 hours before being filtered.The solid was washed with water (3 mL) and then acetonitrile (3 mL) before being dried ina vacuum oven to afford the title compound as a solid (55 mg).MS: APCI(-ve) 437m.p. 186-1 87C dec.JH NMR (300 MHz, d6-DMSO) 5 8.61 (1H, t), 8.44 (1H, d), 7.72 (1H, dd), 7.61 – 7.55(2H, m), 7.49 (1H, d), 7.26 – 7.19 (1H, m), 3.29 (2H, s), 2.94 (2H, d), 1.93 (3H, s), 1.701.50(12H,m).

With the rapid development of chemical substances, we look forward to future research findings about 197376-41-3.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 2-Methoxypyridin-3-amine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20265-38-7, 2-Methoxypyridin-3-amine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 20265-38-7, 2-Methoxypyridin-3-amine, 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: C6H8N2O, blongs to pyridine-derivatives compound. Formula: C6H8N2O

26.5 g (58.6 mmol) of compound IV was dissolved in 79 ml of 1,4-dioxane.To this solution was added 11.35 g (87.90 mmol)8.724 g (70.32 mmol) of diisopropylethylamine and 2-methoxy-3-aminopyridine.After refluxing for 18 hours, the residual 1,4-dioxane was removed under reduced pressure.The residual solid was dispersed in 57 ml of 95percent ethanol and stirred by suction.The filter cake was washed with 114 ml of absolute ethanol and dried.Get a yellow solid27.6g,The yield was 84.7percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20265-38-7, 2-Methoxypyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Beijing Concorde Pharmaceutical Er Factory; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Zhang Dongfeng; Huang Haihong; Li Chun; Yin Dali; Lin Ziyun; Ma Chen; Wang Mijuan; Zhang Meng; Lan Pei; Zhao Limin; (11 pag.)CN109748903; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 5-Cyanopicolinic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

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.53234-55-2, name is 5-Cyanopicolinic acid, molecular formula is C7H4N2O2, molecular weight is 148.12, as common compound, the synthetic route is as follows.Formula: C7H4N2O2

To a solution of 5-cyanopicolinic acid (200 mg, 1.35 mmol) in MeOH (2 mL) and 1M NaOH (2 mL) was added Pd(OH)2/C (100 mg). Then the reaction was stirred under hydrogen at r.t. overnight. TLC showed the reaction was complete. The reaction mixture was filtered and concentrated under vacuum to give crude sodium 5-(aminomethyl)picolinate (280 mg, crude) as brown oil, which was used in the next step without further purification. LC-MS (ESI) found: l53[M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53234-55-2, 5-Cyanopicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ZAFGEN, INC.; ZAHLER, Robert; VATH, James, E.; (239 pag.)WO2019/118612; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem