Tag: M.W:200-300

Reference of 97966-00-2, 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 97966-00-2, name is 5-Bromo-2,3-dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-methylpropan-l-ol (7.92 g, 107 mmol) was added to a slurry of sodium hydride (3.21 g, 134 mmol, 60% dispersion in oil) in N,N-dimethylformamide (50 mL) at 0 C. The reaction mixture was stirred for 0.5 h, followed by the addition of a solution of 5-bromo-2,3-dichloropyridine (20.2 g, 89.0 mmol) in N,N-dimethylformamide (80 mL) at 0 C. The reaction mixture was stirred at 0 C for 1 h and then quenched with brine ( 100 mL). The organic layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified via silica gel column chromatography eluting with ethyl acetate in hexanes using 10-30% gradient to afford the title compound as a colourless liquid (22.9 g, 81% yield): ‘H NMR (300 MHZ, CDC13) delta 8.04 (s, 1H), 7.72 (s, 1H), 4.08 (d,J= 3.0 Hz, 2H), 2.17-1.97 (m 1H), 1.00 (d, J= 9.0 Hz, 6H).

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 97966-00-2, 5-Bromo-2,3-dichloropyridine.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; DEHNHARDT, Christoph Martin; CHOWDHURY, Sultan; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HEMEON, Ivan William; SAFINA, Brian; SUTHERLIN, Daniel, P.; WO2014/8458; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, 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, Recommanded Product: 3-Bromo-2-chloro-6-picoline, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-2-chloro-6-picoline

To a cooled (0 C) solution of 3-bromo-2-chloro-6-methylpyridine (300 mg, 1.45 mmol) in tetrahydrofuran (20 mL), add sodium methoxide (1.57 g, 29 mmol), slowly with stirring. Allow the mixture to warm to ambient temperature and stir overnight. Add additional sodium methoxide (500 mg) and stir at 100 C overnight. Quench with water (20 mL), extract three times with ethyl acetate (30 mL). Combine the organics and wash with water then brine, and dry over sodium sulphate. Filter and concentrate to give the title product as a yellow solid (135 mg, 46%). 1HNMR (MeOH-d4): delta 7.72(d, 1H), 6.70(d, 1H), 3.93(s, 3H), 2.38(s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; FERNANDEZ, Maria Carmen; GONZALEZ-GARCIA, Maria Rosario; LIU, Bin; PFEIFER, Lance Allen; WO2013/112323; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89415-54-3 ,Some common heterocyclic compound, 89415-54-3, molecular formula is C6H8BrN3, 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.

To a solution of 5-brom?-N*2*-methyl-pyridine-2,3-diamine (Stage 67.1.4, 1 2 g, 5.94 mmol) in 2 M aqueous HCI (70 ml) cooled with an ice-bath was added a solution of sodium nitrite (Fluka, Buchs, Switzerland, 492 mg, 7 13 mmol) in water (10 ml) The reaction mixture was stirred at 0C for 1 h and at rt for 75 mm then basifed with 2 M aqueous NaOH (75 ml) and extracted with EtOAc The organic layer was washed with brine, dried over NaaSO,., filtered and evaprated The crude product was dry loaded on silica gel and purified by MPLC (heptane/EtOAc 0% – 30%) to give the title compound as a blue solid (HPLC tR 2 46 min (Method A), M+H = 213, 215 MS-ES),

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. 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 122851-69-8, 3-Bromo-2-(chloromethyl)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, 122851-69-8, blongs to pyridine-derivatives compound. Quality Control of 3-Bromo-2-(chloromethyl)pyridine

A solution of cis-4-(2,5-difluorophenyl)cyclohexanol (2.85 g) in THF (60 ml) wascooled to 0C, 60% sodium hydride (1.074 g) was added, and the mixture was stirredunder a calcium chloride tube dry atmosphere at room temperature for 2 hr. To thereaction mixture was added 3-bromo-2-(chloromethyl)pyridine (3.60 g), and themixture was stirred at room temperature for 30 min and at 70C for 3 hr. Water wasadded to the mixture at room temperature, and the mixture was extracted with ethylacetate. The organic layer was washed with water and saturated brine, dried overanhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. Theresidue was purified by silica gel chromatography (ethyl acetate/hexane) to give thetitle compound ( 4.33 g).MS, found: 382.0,383.9.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122851-69-8, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2897-43-0 , The common heterocyclic compound, 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine, molecular formula is C5H3Cl2N3O2, 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.

To a solution of 2,6-dichloro-3-nitro-pyridin-4-amine (2.6 g, 14.4 mmol) from Step A in MeOH (150 mL) was added Raney Nickel catalyst (2 g) and the reaction agitated under a hydrogen atmosphere in a Parr apparatus (35 p.s.i.) for 2 h . The reaction mixture was filtered through a pad of Celite and concentrated to yield the title compound. MS: m/z – 179 (M + 1).

The synthetic route of 2897-43-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/61692; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17117-17-8, Adding some certain compound to certain chemical reactions, such as: 17117-17-8, name is 3-Bromo-5-ethoxypyridine,molecular formula is C7H8BrNO, 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 17117-17-8.

PREPARATION 169 3-Ethoxy-5-(tri-n-butylstannyl)pyridine A stirred mixture of 3-bromo-5-ethoxypyridine (Rec. Trav. chim., 1948, 67, 377; 930 mg, 4.6 mmol), bis(tri-n-butyltin) (3.46 ml, 6.9 mmol), tri-o-tolylphosphine (420 mg, 1.37 mmol), palladium(II) acetate (78 mg, 0.35 mmol), triethylamine (1.23 ml, 8.84 mmol) and acetonitrile (15 ml), under nitrogen, was heated under reflux for 18 hours, then allowed to cool. The solution was decanted from the black, tarry residue and evaporated under reduced pressure, then the resulting residue flash chromatographed, using an elution gradient of ethyl acetate:pentane (0:100 to 5:95), to yield the title compound (600 mg, 32%) as a colourless oil. delta(CDCl3): 0.90 (t,9H), 1.08 (t,6H), 1.30-1.42 (m,6H), 1.42 (t,3H), 1.58 (m,6H), 4.08 (q,2H), 7.25 (s,1H), 8.17 (s,1H), 8.19 (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. 17117-17-8, 3-Bromo-5-ethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer INC; US6387931; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 80537-07-1, name is 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid, molecular formula is C14H10N2O2, 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. category: pyridine-derivatives

EXAMPLE 56 STR63 Thionyl chloride (240 mg) was added dropwise to a stirred mixture of 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid [compound (I)](320 mg) and N,N-dimethylformamide (one drop) in chloroform (10 ml), and then stirred under reflux for 4 hours. After cooling the mixture, chloroform was evaporated in vacuo to give acid chloride of compound (I). Triethylamine (338 mg) was added to a suspension of the acid chloride of compound (I) in methylene chloride (10 ml) under ice-cooling, and to this suspension a solution of 2-ethylpiperidine in methylene chloride was added dropwise. The mixture was stirred under ice-cooling and stood at room temperature overnight. Saturated sodium chloride aqueous solution (20 ml) was added to the mixture and extracted with chloroform (20 ml). The extract was dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (8 g) with chloroform as an eluent. The fractions containing the objective compound were combined and evaporated in vacuo to give 1-(2-phenylpyrazolo[1,5-a]pyridin-3-ylcarbonyl)-2-ethylpiperidine (263 mg). mp: 182-183 C. IR (Nujol): 1630, 1600, 1520 cm-1. NMR (DMSO-d6, delta): 0.69 (3H, t, J=7.0Hz), 1.12-1.93 (8H, m), 2.73-3.17 (1H, m), 3.69-4.45 (2H, m) 7.07 (1H, td, J=7.0Hz and 2.0Hz), 7.29-8.00 (7H, m), 8.86 (1H, dd, J=7.0Hz and 1.0Hz). Analysis Calcd. for C21 H23 N3 O: C 75.65, H 6.95, N 12.60. Found: C 75.75, H 7.01, N 12.66.

With the rapid development of chemical substances, we look forward to future research findings about 80537-07-1.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5102878; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 717843-51-1, 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 717843-51-1, name is 3-Bromo-2-methoxy-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 6 Synthesis of 7-(2-methoxy-4-methylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one 5-(2,4-dimethoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (100 mg) obtained in Preparation Example 1(5) was dissolved in 1,4-dioxane (4 mL). 3-bromo-2-methoxy-4-methylpyridine obtained in Preparation Example 37 (2) (55.6 mg), Pd(PPh3)4 (10.6 mg), cesium carbonate (179 mg) and water (1 mL) were added to the solution, and the mixture was reacted using a microwave reactor at 130 C. for three hours. The reaction mixture was returned to room temperature and then partitioned by adding ethyl acetate. The organic layer was washed with brine and then dried over magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 30% to 50% to 80%) to give 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4-methylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (78 mg). The 5-(2,4-dimethoxybenzyl)-7-(2-methoxy-4-methylpyridin-3-yl)-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one (78 mg) was dissolved in TFA (1 mL), and the mixture was stirred at 65 C. for two hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The resulting residue was neutralized by adding a saturated aqueous sodium bicarbonate solution. The aqueous solution was extracted with DCM. The organic layer was dried over anhydrous magnesium sulfate. The desiccant was removed by filtration. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 50% to 70% to 80% to 100%) to give the title compound (30 mg). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.15 (s, 3H), 2.15-2.24 (m, 2H), 2.45-2.59 (m, 2H), 3.70 (t, J=12.0 Hz, 2H), 3.87 (s, 3H), 420-4.27 (m, 2H), 5.02-5.11 (m, 1H), 6.89 (d, J=5.1 Hz, 1H), 7.21 (dd, J=8.2 Hz, 1.6 Hz, 1H), 7.34 (d, J=1.6 Hz, 1H), 8.03 (d, J=8.6 Hz, 1H), 8.11 (d, J=5.1 Hz, 1H), 8.31 (s, 1H), 10.57 (brs, 1H). ESI-MS m/z 391 [M+H]+

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 717843-51-1, 3-Bromo-2-methoxy-4-methylpyridine.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1044872-40-3, name is Methyl 2-amino-4,6-dichloronicotinate. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 116-3 The compound (2.2 g) obtained in step 116-2 and 2-propanol (31 ml) were mixed, and N,N-dimethylformamide dimethyl acetal (2.9 ml) was added. The mixture was heated under reflux for 30 min. The reaction mixture was cooled to room temperature, hydroxylamine hydrochloride (1.4 g) was added, and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated to an about half amount, and water (40 ml) and 2-propanol (6.6 ml) were added. The mixture was stirred at room temperature for 30 min, and the resulting solid was collected by filtration to give the compound described in the above-mentioned scheme (2.2 g, 84%).1H-NMR (DMSO-D6) delta: 3.92 (s, 3H), 7.37 (s, 1H), 7.85 (d, 1H, J=9.5 Hz), 10.12 (d, 1H, J=9.5 Hz), 10.83 (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, 1044872-40-3, Methyl 2-amino-4,6-dichloronicotinate.

Reference:
Patent; JAPAN TOBACCO INC.; US2011/77267; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 117873-72-0, 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. 117873-72-0, name is 2,6-Dibromo-4-methoxypyridine, molecular formula is C6H5Br2NO, 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.

(1) Production of 2-bromo-4-methoxy-6-{3-(trifluoromethoxy)phenoxy} pyridine as an intermediate product 2.00 g (0.00937*1.2 mol) of 3-(trifluoromethoxy) phenol was dissolved in about 20 ml of dimethyl formamide. The solution was further mixed with 0.39 g (ca. 60% in mineral oil; 0.00937*1.04 mol) of sodium hydride and then with 2.50 g (0.00937 mol) of 2,6-dibromo-4-methoxy pyridine. After stirring at about 110 C. for about 4 hours, the mixture was allowed to stand for cooling to room temperature. After the reaction solution was distributed with hexane-saturated sodium bicarbonate water, the organic phase of the obtained solution was washed with saturated brine and dried with anhydrous sodium sulfate. The resultant solution was concentrated and then purified by silica gel column chromatography (eluding solution: ethyl acetate/hexane), and the obtained product was subjected to recrystallization using hexane, thereby obtaining an aimed product. Yield by weight: 1.40 g; yield by percentage: 41%; oily substance; 1 H-NMR (60 MHz, CDCl3, delta): 3.73 (3H, s), 6.25 (1H, d, J=2 Hz), 6.69 (1H, d, J=2 Hz), 6.7-7.5 (4H, complex).

According to the analysis of related databases, 117873-72-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kureha Kagaku Kogyo Kabushiki Kaisha; US6005112; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem