Month: April 2022

Related Products 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.

25.0 g (115.2 mM) of 2-bromo-4-methyl-5-nitropyridine, 44.3 g (230 mM) of methyl fluorosulfonyldifluoroacetate and 17.6 g (92.2 mM) of CuI were suspended in 250 mL of DMF. This reaction mixture was stirred at 120 C. for 48 hours. The medium was cooled and then diluted with 1000 mL of saturated ammonium chloride solution and 100 mL of ammonium hydroxide, and then stirred until homogenized. The product was extracted three times with ethyl acetate. The residue was purified by chromatography on silica gel, using 95/5 and then 90/10 (v/v) cyclohexane/ethyl acetate as eluent. The fractions containing the expected product were combined and concentrated under reduced pressure. The title product was obtained in the form of a brown oil (8.0 g, yield=34%).1H NMR (300 MHz, DMSO) delta=9.29 (s, 1H), 8.21 (s, 1H), 2.68 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23056-47-5, its application will become more common.

Reference:
Patent; Laboratoires Fournier SA; US2012/302560; (2012); 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

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 228410-90-0, name is 5-bromo-2-hydroxy-3-nitro-4-picoline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 1. 5-Bromo-1,4-dimethyl-3-nitropyridin-2(1H)-one A solution of 5-bromo-4-methyl-3-nitropyridin-2-ol (15.00 g, 64.37 mmol) [Combi-Blocks, AN-1086] in N,N-dimethylformamide (250 mL) was treated with sodium hydride (3.09 g, 77.3 mmol) (60% dispersion on mineral oil) slowly and portionwise, and stirred at RT for 30 min. The reaction mixture was treated with methyl iodide (4.81 mL, 77.2 mmol) dropwise and stirred at RT for 3 h. LCMS indicated a clean peak for methylated product. The reaction mixture was poured over water/ice (?400 mL) and allowed to stir while the ice melted. The aqueous mixture was extracted with ethyl acetate. The organic layer was washed with water (3*) and brine, dried with magnesium sulfate, filtered, and concentrated to give the desired product (14.9 g, 93%) that was used without further purification. LCMS calculated for C7H8BrN2O3 (M+H)+: m/z=247.0, 249.0. found: 247.0, 248.9.

With the rapid development of chemical substances, we look forward to future research findings about 228410-90-0.

Reference:
Patent; INCYTE CORPORATION; Yue, Eddy W.; Combs, Andrew P.; Douty, Brent; US2015/148342; (2015); A1;,
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 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