Day: April 20, 2022

Synthetic Route of 886365-06-6, Adding some certain compound to certain chemical reactions, such as: 886365-06-6, name is Methyl 5-bromo-4-methylpicolinate,molecular formula is C8H8BrNO2, 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 886365-06-6.

To 5-Bromo-4-methyl-pyridine-2-carboxylic acid methyl ester (200 mg, 0.869 mmol) and methylamine (135 mg, 11.34 mmol) was added (CH3)3Al (0.6 mg, 0.008 mmol). The mixture was placed in a sealed tube and heated at 100 C. for 1 h, after which the mixture was cooled, quenched with water, and extracted with EtOAc. The organic phase was dried, concentrated, and purified by column chromatograph to give 5-Bromo-4-methyl-pyridine-2-carboxylic acid methylamide (130 mg, 65%) as an off-white solid.

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. 886365-06-6, Methyl 5-bromo-4-methylpicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Jo; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/158066; (2013); 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

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

Application of 851607-27-7, Adding some certain compound to certain chemical reactions, such as: 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine,molecular formula is C6H5BrClNO, 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 851607-27-7.

(b); 18.3 ml of n-butyllithium (1.57 mol/l hexane solution, 27 mmol) was dropwise added at 0C to a solution having 3.84 g (27 mmol) of 2,2,6,6-tetramethylpiperidine dissolved in 36 ml of tetrahydrofuran under an argon stream, followed by stirring at 0C for 30 minutes. The obtained solution was cooled to -78C, and a solution having 6.10 g (27 mmol) of 5-bromo-4-chloro-2-methoxypyridine dissolved in 24 ml of tetrahydrofuran was added, followed by stirring at the same temperature for 2 hours to prepare 5-bromo-4-chloro-2-methoxy-3-pyridyllithium. Then, a solution having 5.50 g (26 mmol) of 2,3,4-trimethoxy-6-methylbenzaldehyde dissolved in 24 ml of tetrahydrofuran was added, followed by stirring at the same temperature for 1 hour. To the reaction mixture, 37 ml of a saturated ammonium chloride aqueous solution and then 150 ml of water were added, and the temperature was increased to room temperature, followed by extraction with ethyl acetate (150 ml each) three times. The organic layer was washed with a saturated sodium chloride solution (100 ml), dried over magnesium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain 6.53 g (yield: 56%) of (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-chloro-2-methoxy-3-pyridyl)methanol. 1H-NMR(CDCl3, 400MHz): delta (ppm) = 2.33 (s,3H), 3.54(s,3H), 3.79(s,3H), 3.84(s,3H), 3.98(s,3H), 5.32(d,1H J=9.6Hz), 6.23(d,1H J=9.6Hz), 6.49(s,1H), 8.21(s,1H) 4.55 g of manganese dioxide (88%, 46 mmol) was added to a solution having 2.21 g (5.1 mmol) of (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-chloro-2-methoxy-3-pyridyl)methanol dissolved in 70 ml of toluene, followed by reflux with heating for 1 hour. 4.55 g of manganese dioxide (88%, 46 mmol) was further added, followed by reflux with heating for 1 hours. The reaction mixture was cooled to room temperature, manganese dioxide was removed by filtration on the pad of celite, and toluene was distilled off under reduced pressure. The obtained crude product was purified by silica gel chromatography to obtain 1.90 g (yield: 87%) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-5-bromo-4-chloro-2-methoxypyridine (melting point 84 to 87C). 1H-NMR(CDCl3, 400MHz): delta (ppm)=2.48(s,3H), 3.45(s,3H), 3.75(s,3H), 3.87(s,3H), 3.91(s,3H), 6.57(s,1H), 8.27(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. 851607-27-7, 5-Bromo-4-chloro-2-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ISHIHARA SANGYO KAISHA, LTD.; EP1679003; (2006); 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

Related Products of 1029720-23-7, 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 1029720-23-7, name is Methyl 3-(dibromomethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of 25-28 (3.08g, 0.01mol) and hydrazine hydrate (2.00g, 0.04mol) in methanol (50mL) was stirred under reflux for 5h. The solvent was evaporated under reduced pressure, and the residue was recrystallized from MeOH-H2O (9:1).

According to the analysis of related databases, 1029720-23-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O.; Tetrahedron; vol. 69; 33; (2013); p. 6799 – 6803;,
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

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

Synthetic Route of 77837-09-3, 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 77837-09-3, name is Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example 1-3 Synthesis of 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylic acid [0042] After 750 mg (3.27 mmol) of methyl 6-oxo-1-phenyl-1,6-dihydro-3-pyridinecarboxylate was dissolved in 9 mL of methanol and 3 mL of water, 235 mg (9.81 mmol) of lithium hydroxide was added to the solution. Afterward, the resulting reaction solution was stirred at about 50 C. for about 5 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo, followed by addition of aqueous HCl to titrate a pH of the reaction product to pH 2. After filtration of the resulting solid compound (Actual yield: 470 mg, Percent yield: 67%), the resulting compound was used without purification. [0043] 1H-NMR (DMSO-d6,200 MHz) delta8.18 (s, 1H), 7.88 (d, 1H), 7.49 (m, 5H), 6.54 (d, 2H)

According to the analysis of related databases, 77837-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SK BIOPHARMACEUTICALS CO., LTD.; Maeng, Cheol Young; Jang, Young Koo; Cha, Su Bong; Shin, Hye Won; Joung, Chan Mi; Cha, Hwa Ryun; Yi, Eun Jung; US2013/317059; (2013); 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 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