Tag: M.W:100-200

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 846036-96-2, name is (4-Amino-6-chloropyridin-3-yl)methanol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7ClN2O

Scheme 8 compound 4 (600 mg, 3.77 mmol) was dissolved in THF (50 mL). To this solution was added Mn02 (3.32 g, 37.7 mmol) in one portion. The resulting mixture was stirred at RT for 5 h. TLC showed the reaction completed. The solid Mn02 was filtered out. The filtrate was concentrated to give compound 5 (3.7 g, yield: 86.5%>) as a white solid.

With the rapid development of chemical substances, we look forward to future research findings about 846036-96-2.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To a solution of 2-chloro-3-amino-5(trifluormethyl)pyridine (0.78 g, 3.97 mmol) in dichloromethane (10 ml) are added subsequently at 0 C. glacial acetic acid (5 ml), acetone (0.62 g, 10.7 mmol) and borane-dimethyl sulfide (0.33 g, 4.37 mmol). After warming to room temperature the resulting solution is stirred for 16 h. The reaction mixture is cooled to 0 C., and then a 25% aqueous ammonia solution is added until a pH of 8 is reached. After addition of water (5 ml) the aqueous phase is removed and extracted three times with dichloromethane (40 ml). The combined organic phases are dried over magnesium sulfate, filtered and concentrated to dryness. Yield: 0.60 g (63%). 1H-NMR (CD2Cl2, 400 MHz: delta=1.28 (d, 6H), 3.60-3.72 (m, 1H), 4.5 (br s, 1H), 7.02 (s, 1H), 7.89 (s, 1H).

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, 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine.

Reference:
Patent; BASF SE; US2012/319050; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52605-96-6, 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 52605-96-6 as follows.

Example 32: N-(5-tert-Butyl-3-methanesulfonylamino-2-methoxy-phenyl)-3- {4- [6- (cyclopropylmethyl-amino)-5-methoxy-pyridin-3-yl]- [1, 2,3] triazol-1-yl}-4-methyl- benzamide; A mixture of 2.00 g (13.9 mmol) of 2-chloro-3-methoxypyridine (Lancaster) in 13.3 mL of aminomethylcyclopropane was heated at 125 C in a sealed tube for 4 days. The mixture was then cooled to room temperature and partitioned between Et20 and water. The aqueous layer was washed with Et2O, and the combined extracts were washed with brine, dried with MgS04, filtered, and concentrated. The residue was passed through a plug of silica gel with CHUCK to provide 1.25 g (7.01 mmol; 50%) of 2- cyclopropylmethylamino-3-methoxypyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52605-96-6, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/90333; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 197376-47-9, 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.197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate, molecular formula is C9H10ClNO2, molecular weight is 199.63, as common compound, the synthetic route is as follows.

Synthesis of compound 74.3. To a suspension of sodium hydride (0.72g, 0.0180mol, 1.2eq) in DMSO (15ml) was added compound 74.2 (3g, 0.0150mol, leq.) at 10C. Suspension was stirred for 20 minutes. Tert-butyl (2-bromoethyl) carbamate (4.14g, 0.018mol, 1.2eq.) was added portion wise. Reaction was stirred for 1 hour at room temperature. After completion of the reaction, reaction mixture was diluted with ethyl acetate (50ml) and washed with water (50 mL x2) followed by brine solution (50ml x2). Organic layer was dried over sodium sulphate and concentrate under reduced pressure at 45C. Crude was purified by column chromatography to afford compound 74.3 (0.420g, 9.41%). MS (ES): m/z = 297.1 [M+H] +.

The chemical industry reduces the impact on the environment during synthesis 197376-47-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 57963-08-3, Adding some certain compound to certain chemical reactions, such as: 57963-08-3, name is 5,6-Dimethylpyridin-2-amine,molecular formula is C7H10N2, 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 57963-08-3.

Step 1 Ethyl 6-chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxylate A pressure tube was charged with ethyl 4,6-dichloropyridazine-3-carboxylate (3000 mg, 13.6 mmol), 5,6-dimethylpyridin-2-amine (2.49 g, 20.4 mmol) and acetonitrile (8 mL). The mixture was heated with stirring in an oil bath at 130 C for 18 h. After cooling to room temperature, the solvent was evaporated and the residue was suspended in dichloromethane, adsorbed on silica gel and then purified by flash chromatography (silica gel, 50 muiotaeta, 80 g column from Analogix, 0 to 10 % acetone in dichloromethane, 20 min) to afford ethyl 6-chloro-4-(5,6-dimethylpyridin-2- ylamino)pyridazine-3-carboxylate (2.45 g, 59 %) as a yellow solid. 1H NMR (400 MHz, DMSO- d6) delta ppm 10.20 (s, 1 H), 8.86 (s, 1 H), 7.57 (d, J=8.08 Hz, 1 H), 6.97 (d, J=8.08 Hz, 1 H), 4.40 (q, J=7.24 Hz, 2 H), 2.42 (s, 3 H), 2.23 (s, 3 H), 1.35 (t, J=7.20 Hz, 3 H); MS (EI/CI) m/z: 307 [M+Hf.

According to the analysis of related databases, 57963-08-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BHAGIRATH, Niala; KENNEDY-SMITH, Joshua; LE, Nam, T.; LUCAS, Matthew, C.; PADILLA, Fernando; SOTH, Michael; WO2014/60371; (2014); A1;,
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.52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.Computed Properties of C6H6ClNO

The boronic acid was prepared as described in Intermediate 4 to give 2. 2MMOLE. (QUANT. CRUDE). The boronic acid (2. 2mmol) was dissolved in acetonitrile (2. 4M .) and 3-METHOXY-2-CHLOROPYRIDINE (380MG ; 2. 88MMO1) was added. After mixing, tetrakis palladium was added (25MG ; 0.01mol%), followed by 0. 8M . of water and KXCOS (912MG ; 6. 6MOL). The reaction mixture was heated at 160C in A Personal Chemistry EMRYS Microwave for 300S. After reaction completion, the solvents were evaporated and the residue was dissolved in EtOAc and washed with water and brine. The organic layer was dried over MGSO4, FILTERED and evaporated. The residue was then dissolved in A 1 : 1 mixture of THF/2NKOH and heated until saponification was complete. The basic layer was then extracted with EtOAc and acidified with CONC. HCI. The aqueos layer was then extracted three times with EtOAc. The combined organic layers were dried over MgSO4, filtered and evaporated to give the desired material as A beige solid (312mg ; 57%). MS : MH+= 248

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52605-96-6, 2-Chloro-3-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; RENOVIS, INC.; WO2005/32493; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 87674-15-5, 1-(3-Fluoropyridin-4-yl)ethanol, 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 87674-15-5, blongs to pyridine-derivatives compound. Product Details of 87674-15-5

A mixture of 1-(3-fluoropyridin-4-yl)ethanol (10 g, 70.3 mmol) and commercial activated MnO2 (8 g, 92.1 mmol) in toluene (100 mL) were refluxed until disappearance of starting material. After cooling, the mixture was filtered on a bed of celite, the cake washed with toluene and the organic phases concentrated to give 3-fluoro-4-acetyl pyridine (6.9 g, 70%) that was used directly in the next step.

The synthetic route of 87674-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia Italia S.p.A.; US2007/142415; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38186-82-2, 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 38186-82-2 as follows.

6-Chloro-5-methylpyridin-3-amine (50 g, 0.352 mol, 1.0 eq) was dissolved in 6 mol/LIn a hydrochloric acid solution (500 mL), stir for 30 minutes, and cool to 0 C.A solution of sodium nitrite (29.1 g, 0.422 mol, 1.2 eq) in water (300 mL) was added dropwise.After the dropwise addition, the mixture was kept for 20 minutes, and returned to room temperature and stirred for 20 minutes.Then heated to 90 C for 30 minutes, LC-MS detection reaction is complete,The system was cooled to room temperature, extracted with EA (500 mL×5), and the organic phases were combined.It is dried, concentrated, and purified by silica gel column chromatography (100-200 mesh silica gel,PE: EA=15:1)The product was obtained as a white solid (17 g, yield: 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38186-82-2, its application will become more common.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; (67 pag.)CN109810041; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 120739-77-7 ,Some common heterocyclic compound, 120739-77-7, molecular formula is C8H11ClN2, 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.

(2): Synthesis of N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1-(methylthio)-2- nitroethenamine To a 100 ml three necked round bottom flask was added N-((6-chloropyridin-3-yl)methyl)ethanamine (17.0 g, 0.1 mol), (2-nitroethene-1,1-diyl)bis(methylsulfane) (15.0 g, 0.09 mol), dry ethanol (50 mL). The mixture was refluxed. After completion, the reaction mixture was cooled to r.t. and concentrated under reduced pressure to obtain crude product as oil, which was purified by column chromatography to afford 5.3 g N-((6-chloropyridin-3-yl)methyl)-N-ethyl-1- (methylthio)-2-nitroethenamine in 18.5% yield. GC-MS: m/z (%)=242 ([M]+-46, 53), 227 (15), 213 (100), 169 (45), 155 (28), 141 (29), 126 (91), 90 (12).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,120739-77-7, its application will become more common.

Reference:
Patent; SHANGHAI SHENGNONG PESTICIDE CO., LTD.; EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY; US2011/269751; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16744-81-3, 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 16744-81-3, name is 4-Methoxypicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The E isomer of hydrazones 1-15 all can be easily to get by similar procedures. The corresponding aldehydes and hydrazine hydrochloride were added to the methanol solution, then the reaction mixture was heated under reflux for 10 h. After the reaction was finished, removed the solvent in vacuo. The residue was dissolved in water and neutralized with saturated NaHCO3 solution. Afterwards, extracted with dichloromethane and collected the organic layer. The organic layer were dried over by Na2SO4, filtered and concentrated. The residue was recrystallized by methanol to give the pure product.

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 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Article; Lu, Chaocao; Htan, Bu; Fu, Shitao; Ma, Chunmiao; Gan, Quan; Tetrahedron; vol. 75; 30; (2019); p. 4010 – 4016;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem