Tag: M.W:100-200

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 120739-77-7, name is N-((6-Chloropyridin-3-yl)methyl)ethanamine, the common compound, a new synthetic route is introduced below. Application In Synthesis of N-((6-Chloropyridin-3-yl)methyl)ethanamine

To prepare compound 4e a solution of 4d (1 mmol) and N-((6-chloropyridin-3-yl)methyl)ethanamine (0.187 g, 1.1 mmol) in acetonitrile (4 mL) was heated under reflux. The progress of the reaction was monitored by TLC. After completion, the cooled mixture was filtered and the precipitate was washed with cold acetonitrile (4 mL) to afford the desired product 4e.

The synthetic route of 120739-77-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Nanyang; Xia, Shanshan; Zou, Minming; Shao, Xusheng; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5293 – 5300;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 562825-95-0, 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 562825-95-0 as follows.

A mixture consisting of ethyl (3-nitropyridin-4-yl) amine (11.76 g, 70 mmol) in acetic acid (140 ml) with sodium acetate (28.7 g, 350 mmol) and bromine (13.44 g, 84 mmol) was stirred in a sealed flask at 100 oc for 18 h. Most of the solvent was removed in vacuo and the residue partitioned between CH2CI2 and water and the aqueous layer basified with NaHCO3. The organic extract was washed with water then brine, dried (Na2SO4) and all volatiles removed in vacuo. The residue was chromatographed on silica gel eluted with ethyl acetate: hexane (2: 8) to afford the title compound (10.4 g, 60%). MS: (M+H) + = m/z 246.; A mixture of ethyl (3-nitropyridin-4-yl) amine (11.8 g, 70.0 mmol), acetic acid (140 mL), sodium acetate (28.7 g, 0.35 mol) and bromine (13.4 g, 84.0 mmol) was stirred in a pressure vessel at 100 C for 18 h. The solvent was removed in vacuo and the residue partitioned between CH2CI2 and water. The aqueous layer was made basic (pH No. 8) with NaHCO3 and further extracted with CH2CI2. The combined organic extracts were washed with water, brine and dried (Na2SO4). The solvent was removed in vacuo. and the residue subjected to flash chromatography (20% EtOAc/hexanes, silica gel) to give 10.4 g (60%) of the desired compound. MS (ES+) m/z 246 (M+H) +.; To a solution of the product of 14 (a) (3. 0g, 17. 9mmol) in acetic acid (40ml) was added bromine (3.12g, 1ml, 19. 7mmol) and the mixture was heated at 100C for 20 hours. After cooling the solvent was removed in vacuo and the residue was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic phase was washed with water (x3), dried and evaporated in vacuo. Purification of the residue by silica gel chromatography eluting with 50% dichloromethane in ethyl acetate afforded the title compound (1.9g, 43%).’H NMR (DMSO-d6) 8.73 (1H, s), 8.52 (1H, s), 7.0 (1H, br), 3.25 (2H, m), 1.16 (3H, t, J 7.2Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,562825-95-0, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/46678; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 696-42-4, 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.696-42-4, name is 5-Fluoronicotinonitrile, molecular formula is C6H3FN2, molecular weight is 122.0998, as common compound, the synthetic route is as follows.

To a stirred solution of 5-fluoropyridine-3-carbonitrile (2.0 g, 16.38 mmol) in methanol (20 mL) at RT was added NaOMe (88mg, 1.64 mmol) and the reaction stirred at RT overnight. Ammonium chloride (1 .40g, 26.21 mmol) was added in a single portion and the reaction mixture stirred overnight at RT. The reaction mixture was filtered and the filtrate concentrated to dryness under reduced pressure. The residue was suspended in EtOH (50 ml_) and then heated at reflux. The undissolved solid was filtered off and the filtrate concentrated to 1/3 of its volume and then left to stand at RT. The resultant crystals were filtered off, washed with EtOH and air-dried to give the desired product (2.1 1 g, 73%) as white crystals. 1H NMR (400 MHz, d6-DMSO) delta 8.93 (d, 1 H), 8.88 (s, 1 H), 8.29-8.23 (m, 1 H).

The chemical industry reduces the impact on the environment during synthesis 696-42-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WAILES, Jeffrey, Steven; BRIGGS, Emma; CARTER, Neil, Brian; MORRIS, Melloney; TATE, Joseph, Andrew; (55 pag.)WO2019/57720; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 884495-01-6 ,Some common heterocyclic compound, 884495-01-6, molecular formula is C5H3BrFNO, 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.

4-Bromo-2-ethoxy-5-fluoropyridine 2.08 mL (26.0 mmol) Ethyliodide and 1.08 g (3.91 mmol) Ag2CO3 are added to a mixture of 500 mg (2.160 mmol) 4-bromo-5-fluoro-pyridin-2-ol in 10 mL DCM. The mixture is stirred at r.t. over night. Then the reaction mixture is quenched by the addition of water and DCM. After filtration the org. layer is separated, dried with Na2SO4 and the solvent is removed in vacuo. C7H7BrFNO (M=220.0 g/mol) ESI-MS: 220 [M+H]+Rt (HPLC): 1.27 min (method X)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-01-6, its application will become more common.

Reference:
Patent; FLECK, Martin; NOSSE, Bernd; HEINE, Niklas; ROTH, Gerald Juergen; US2013/158004; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 17282-01-8, 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. 17282-01-8, name is 3-Bromo-2-fluoro-5-picoline, molecular formula is C6H5BrFN, 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.

To a solution of B9.1 (300 mg, 1.596 mmol) in THF(10 mL) at -78 oC was added LDA (2 M, 0.8 mL) and the mixture was stirred at -78 oC for 2 h. The mixture was quenched by10 mL H2O and extracted with EtOAc (10 mL x 3). The combined organic phase was concentrated to give the crude product, which was purified by flash chromatography (Normal phase, silica gel, PE_EtOAc=0-100%, UV254 & UV280) to give the title compound (130 mg , 43%) as a yellow oil. 1H-NMR (400 MHz, CDCl3) delta ppm 2.37 (s, 3H), 7.19 (d, 1H), 8.05 (s, 1H).

According to the analysis of related databases, 17282-01-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; CHAN, Ho Man; FU, Xingnian; GU, Xiang-Ju Justin; HUANG, Ying; LI, Ling; MI, Yuan; QI, Wei; SENDZIK, Martin; SUN, Yongfeng; WANG, Long; YU, Zhengtian; ZHANG, Hailong; ZHANG, Ji Yue; ZHANG, Man; ZHANG, Qiong; ZHAO, Kehao; (193 pag.)WO2017/221092; (2017); A1;,
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. 116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Computed Properties of C7H5N3O2

1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid (prepared according to the procedure in the literature; Lynch, B. M. et al, Can. J. Chem. 1988, 66, 420-428; 2 g, 9 mmol) was suspended in ethanol (60 mL) and purged with HCl gas for 5 min. The resultant mixture was stirred at room temperature overnight. The reaction mixture was concentrated, diluted with water, neutralized with 2M Na2CO3 solution, and extracted with ethyl acetate(3×20 mL). The combined organic layers were concentrated and the residue was purified by chromatography using 40-60% ethyl acetate/hexane as eluent to give ethyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate as light brown solid (904 mg, 40%). LC-MS; 228, [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, 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Pfizer Inc.; US2011/28447; (2011); 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 1256808-59-9, name is 5-Fluoro-3-methylpicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H6FNO2

Example 49 N-(3-((2R,5S)-6-amino-3,3,5-trifluoro-2,5-dimethyl-2,3,4,5-tetrahydropyridin-2-yl)-4-fluorophenyl)-5-fluoro-3-methylpicolinamide Prepared from (3S,6R)-6-(5-amino-2-fluorophenyl)-3,5,5-trifluoro-3,6-dimethylpiperidine-2-thione and 5-fluoro-3-methylpicolinic acid LC-MS (m/z) 427.1 (MH+) tR=0.54 minutes (Method A) 1H NMR (600 MHz, DMSO-d6) delta 10.51 (s, 1H), 8.53 (dd, J=2.7, 0.4 Hz, 1H), 7.89-7.84 (m, 1H), 7.81 (ddd, J=9.8, 2.7, 0.6 Hz, 1H), 7.75 (dd, J=7.2, 2.7 Hz, 1H), 7.12 (dd, J=12.0, 8.8 Hz, 1H), 6.22 (s, 2H), 2.75-2.61 (m, 1H), 2.58 (s, 3H), 2.49-2.37 (m, 1H), 1.67 (d, J=22.7 Hz, 3H), 1.62 (s, 3H)

With the rapid development of chemical substances, we look forward to future research findings about 1256808-59-9.

Reference:
Patent; H. LUNDBECK A/S; Juhl, Karsten; Marigo, Mauro; Tagmose, Lena; Jensen, Thomas; US2015/232449; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 22353-40-8, Adding some certain compound to certain chemical reactions, such as: 22353-40-8, name is 2,3-Dichloro-5-nitropyridine,molecular formula is C5H2Cl2N2O2, 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 22353-40-8.

EXAMPLE 10 3-amino-5,6-dichloropyridine 77.2 g (0.4 mol) of 2,3-dichloro-5-nitropyridine were dissolved in 135 ml of glacial acetic acid, and 800 ml of water were added with stirring. 111.7 g (2 mol) of iron powder were introduced in portions into the mixture (temperature?50 C.). After completion of the reaction, the mixture is filtered under suction and the product extracted using ethyl acetate. The organic phase was washed with water until neutral, dried using MgSO4 and concentrated by evaporation. The product was recrystallized from toluene. Yield 85% Melting point 107 C.

According to the analysis of related databases, 22353-40-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoechst Aktiengesellschaft; US4756739; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 868551-30-8 ,Some common heterocyclic compound, 868551-30-8, molecular formula is C8H8N2O4, 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 mixture of methyl 4- methyl-5-nitropyridine-2-carboxylate (3.5g, 17.8mmol), dimethylformamide dimethylacetal (DMF- DMA) (3.6ml, 1.5eq) in acetonitrile (35mL) was heated in a microwave at 14O0C for 20 min. The solvent was removed. The residue (5.1 g) was carried onto the next step without further purification. Method 2. A mixture of compound methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5g, 0.19mol), DMF-DMA (30.6 g, 0.26mol, 1.35 eq) in DMF (470 mL) was heated to 90C for 30 min. The solvent was removed in vacuo. The residue (78g) was used without further purification in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,868551-30-8, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2006/27694; (2006); 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 58602-02-1, name is 2,6-Difluoro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H2F2N2O2

STEP B: 6-Fluoro-2-(3,4-methylenedioxyanilino)-3-nitropyridine In 75 ml. of ethanol was dissolved 3.2 g. (0.002 mole) of 2,6-difluoro-3-nitropyridine followed by 1.68 g. (0.02 mole) of sodium bicarbonate. To this stirred mixture, was added a solution of 2.74 g. (0.02 mole) of 3,4-(methylenedioxy) aniline in 50 ml. of ethanol dropwise over 45 minutes at room temperature. After one hour, 100 ml. of water was added and the deep-red crystalline solid product was collected. A small amount was crystallized from ethanol and melted at 161-162 C.

With the rapid development of chemical substances, we look forward to future research findings about 58602-02-1.

Reference:
Patent; Merck & Co., Inc.; US4144341; (1979); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem