Tag: M.W:200-300

Related Products of 1214328-96-7, Adding some certain compound to certain chemical reactions, such as: 1214328-96-7, name is Methyl 3-bromo-6-chloropicolinate,molecular formula is C7H5BrClNO2, 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 1214328-96-7.

At 0 C., to a solution of methyl 3-bromo-6-chloropyridine-2-carboxylate (700 mg, 2.81 mmol) in methanol (15 mL) was added sodium borohydride (534 mg, 14.06 mmol) in portions. The resulting mixture was then stirred room temperature for 4 h. The reaction was quenched with water (80 mL) carefully and the mixture was extracted with ethyl acetate (80 mL*3). The combined organic phase was washed with brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in petroleum ether (25% to 60% gradient) to yield (3-bromo-6-chloropyridin-2-yl)methanol as light yellow oil (395 mg, 64%). MS: m/z=221.8 [M+H]+.

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. 1214328-96-7, Methyl 3-bromo-6-chloropicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75806-86-9, 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.75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

Example 192: 5-Chloro-2-(2,6-dimethyl-phenoxy)-pyridin-3-ylamine; 2-Bromo-3-nitro-5-chloropyridine (4.8g, 20mmol) and 2,6-dimethylpheno. (5.Og, 41 mmol) were magnetically stirred in dry DMF (65mL) and potassium carbonate 0 was added. The mixture was heated at 50 0C for 4 days, allowed to cool to room temperature and added to ice; the product was extracted with ethyl acetate (3 x 100 mL). The extracts were washed with saturated aqueous NaHCO3 and dried (MgSO4), filtered and concentrated to provide the desired product. [00601] The nitro compound (4.5g, 16 mmol) was dissolved in glacial acetic acid (80 mL) and this solution was added dropwise to a well-stirred suspension of iron powder (4.5 g, 80 mmol) in glacial acetic acid (40 mL) heated in an oil bath at 80 0C under nitrogen. The progress of the reaction was checked by LCMS. After 20 min, the reaction was allowed to cool and was diluted with ethyl acetate (120 mL). The resulting mixture was vacuum filtered through a pad of Celite, the filter cake was washed with ethyl acetate (100 mL) and the filtrate was concentrated. The residue was slowly treated with saturated aqueous sodium bicarbonate, followed by the addition of small portions of solid sodium EPO bicarbonate to neutralize the acetic acid. The mixture was extracted using ethyl acetate (3 x 150 m._) and the extracts were dried (MgSO4), filtered and concentrated (rotovap). The product was isolated as a crystalline solid after drying (vacuum), mass spectrum m/z 251.3 (M + H).

The chemical industry reduces the impact on the environment during synthesis 75806-86-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 127446-34-8 ,Some common heterocyclic compound, 127446-34-8, molecular formula is C11H13ClN2O2, 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.

Intermediate 7:[0122] To a solution of 4-(benzyloxy)butan-l-ol (15.42 g, 85.6 mmol) in DMF (120 mL) was added sodium hydride (4.11 g, 171 mmol) at 0C. The mixture was stirred for 20 min, then intermediate 6 (10.28 g, 42.7 mmol) was added portion-wise and the resulting mixture was stirred overnight. The mixture was quenched with saturated aq NH CI and extracted with EtOAc. The combined organic layers were washed with water, brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel column (elution with PE EtOAc = 8: 1 – 4: 1) to give N-(6-(4-(benzyloxy)butoxy)-3-formylpyridin-2- yl)pivalamide (intermediate 7) (5.04 g, 31%).

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. 127446-34-8, N-(6-Chloro-3-formylpyridin-2-yl)pivalamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; JIN, Jian; ROTH, Bryan; FRYE, Stephen; WO2012/3418; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-00-5, 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 884495-00-5 as follows.

Preparation of intermediate (40) All apparatus was flushed with N2 and dried by heating. Reaction under Ar flow.Intermediate (8) (0.00187 mol) was dissolved in degassed TFA (15 ml), then stirred for 4 hours at 85C. The mixture was cooled. The solvent was evaporated in vacuo. The residue was taken up into degassed toluene. The organic layer was separated, washed with a degassed aqueous NaHCO3 solution (2 x 50 ml), dried, filtered and the solvent was evaporated in vacuo to give a yellow foam (*). Under Ar, 4-bromo-5-fiuoro-2- methoxypyridine (1.3 equiv.; 0.50Og) was dissolved in degassed dioxane (10 ml). Cs2CO3 (0.914 g) was added to give suspension (**). A solution of the crude residual oil (*) in degassed dioxane (10 ml) was added to the suspension (**). Then, Pd2(dba)3 (0.029 g) and Xantphos (0.032 g) were added. The resultant brown reaction suspension was stirred overnight at 1000C. The reaction mixture was cooled, and the solvent was evaporated. The residue was dissolved in ethyl acetate, then washed with an aqueous NaHCO3 solution, and once with brine. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel. The product fractions were collected and the solvent was evaporated, yielding 0.5113 g of intermediate (40).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-00-5, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/3665; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, 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, SDS of cas: 156094-63-2, blongs to pyridine-derivatives compound. SDS of cas: 156094-63-2

To 3-iodo-4-nitro-lH-indazole (5.01 g, 17.3 mmol) in DMF (40 mL) was added K2CO3 (4.79 g, 34.7 mmol) and 2-(bromomethyl)-6-methoxypyridine (4.20 g, 20.8 mmol). The reaction mixture was stirred for 4 hours. The reaction mixture was concentrated to remove DMF, diluted with EtOAc and washed with H20 and brine. The organic phase was dried (Na2S04) and concentrated. Silica gel chromatography (EtOAc/Hexane 1 :5) gave the desired product (5.68 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,156094-63-2, 2-(Bromomethyl)-6-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-2-chloro-4-(trifluoromethyl)pyridine (24.0 g, 93.02 mmol, 1.0 eq) in methanol (200 mL), was added 30% NaOMe (33.08 mL, 186.04 mmol, 2.0 eq). Then, the reaction mixture was heated at 70C for 6 h. TLC analysis indicated formation of a non-polar spot. The reaction mixture was diluted with water and extracted with EtOAc (3 X 200mL). The separated organic layer was dried over sodium sulfate and concentrated under reduced pressure at 30C. The crude compound was purified by column chromatography (silica gel, 100-200 mesh) using 5% EtOAc in pet ether as an eluent to give 5-bromo-2-methoxy-4-(trifluoromethyl)pyridine (15g, 63.47%) as an off white solid. TLC: 5% EtOAc in pet ether; Rf: 0.8.

The synthetic route of 823221-93-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 915107-31-2, Adding some certain compound to certain chemical reactions, such as: 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate,molecular formula is C8H8ClNO3, 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 915107-31-2.

Step 3. Preparation of methyl 5-methoxy-6-(4-methyl-1 H-imidazol-1 – yl)nicotinate (C7). Methyl 6-chloro-5-methoxynicotinate (C6) (185 mg, 0.918 mmol) was combined with 4-methyl-1 H-imidazole (148 mg, 1 .80 mmol) and cesium fluoride (273 mg, 1 .80 mmol). After the mixture was purged with nitrogen, dimethyl sulfoxide (3.0 mL) was added and the mixture was heated at 1 10 C for 1 .25 hours. After cooling to room temperature, the reaction was combined with an identical reaction carried out on 0.15 mmol of substrate, and poured into aqueous sodium bicarbonate solution (25 mL). After extraction with ethyl acetate (3 x 25 mL), the organic layers were combined, washed with aqueous sodium bicarbonate solution (25 mL), washed with brine (25 mL), dried over magnesium sulfate and concentrated in vacuo. Chromatography on silica (Gradient: 0% to 40% [9:1 ethyl acetate: 2 M ammonia in methanol] in ethyl acetate), afforded the title product. Yield: 148 mg, 0.599 mmol, 56%. LCMS m/z 248.5 (M+1 ). 1 H NMR (400 MHz, CDCI3) delta 2.30 (d, J=0.9 Hz, 3H), 3.98 (s, 3H), 4.04 (s, 3H), 7.63 (m, 1 H), 7.93 (d, 1 .7 Hz, 1 H), 8.47 (d, J=1 .1 Hz, 1 H), 8.68 (d, J=1.8 Hz, 1 H).

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. 915107-31-2, Methyl 6-chloro-5-methoxynicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 670253-37-9 ,Some common heterocyclic compound, 670253-37-9, molecular formula is C5H4ClIN2, 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 suspension of 4-chloro-5-iodopyridin-2- amine (2.54 g, 10.0 mmol), sodium thiomethoxide (1.40 g, 20.0 mmol), copper(l) iodide (190 mg, 1.00 mmol), potassium carbonate (2.76 g, 20.0 mmol) and ethylene glycol (1.12 ml_, (1026) 20.0 mmol) in I PA (3 ml_) was stirred at 80 C under an N2 atmosphere for 19 h. The reaction mixture was allowed to cool to rt, filtered through Celite and the solids were washed using MeOH (3 x 20 ml_). The combined filtrates were concentrated under reduce pressure and water (30 ml_) was added to the residue. The resulting suspension was extracted with DCM (3 x 20 ml_) using a phase separator. The combined organic phases were concentrated under reduced pressure and the residue was purified by flash (1027) chromatography (20%; then 30%; then 40% EtOAc in cyclohexane (isocratic)) to give the title compound (779 mg, 44%) as an off-white crystalline solid. LCMS (Method A): RT = (1028) 0.41 min, m/z = 175, 177 [M+H]+. 1 H NMR (500 MHz, DMSO-cfe): d 8.01 (s, 1 H), 6.59 (s, 1 H), 6.34 (s, 2H), 2.32 (s, 3H).

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. 670253-37-9, 4-Chloro-5-iodopyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; WHITEHEAD, Steven Kristopher; TREDER, Adam Piotr; PROCTOR, Lauren Emma; SHEPHERD, Steven David; BURKAMP, Frank; COSTA, Joana Rita Castro; O’DOWD, Colin; HARRISON, Timonthy; (333 pag.)WO2019/150119; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 156094-63-2, Adding some certain compound to certain chemical reactions, such as: 156094-63-2, name is 2-(Bromomethyl)-6-methoxypyridine,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 156094-63-2.

[00602] A 60 % dispersion of sodium hydride in mineral oil (0.019 g, 0.493 mmol) was added to a stirred solution of 2-(phenoxymethyl)-6,7-dihydropyrazolo[l,5-a]pyrazin- 4(5H)-one (0.1 g, 0.411 mmol) in DMF (4 mL) at 0 C. The mixture was stirred at room temperature for 15 min. Then 2-bromomethyl-6-methoxypyridine (0.99 g, 0.493 mmol) was added and the mixture was stirred at room temperature for 16 h. The mixture was cooled at 0 C, treated with water and extracted with AcOEt. The organic layer was separated, washed with brine, dried (Na2S04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash chromatography (silica; EtOAc in DCM 0/100 to 10/90). The desired fractions were collected and the solvents evaporated in vacuo to afford an impure product that was repurified by flash column chromatography (silica; DCM). The desired fractions were collected and the solvents evaporated in vacuo. The desired product was triturated with diethyl ether and filtered to yield 5-[(6-methoxypyridin-2-yl)methyl]-2-(phenoxymethyl)-6,7- dihydropyrazolo[l,5-a]pyrazin-4(5H)-one (0.105 g, 70.5% yield). C2oH2oN403 *H NMR (400 MHz, CDC13) delta ppm 3.87 (s, 3 H) 3.90 – 3.98 (m, 2 H) 4.37 – 4.44 (m, 2 H) 4.76 (s, 2 H) 5.09 (s, 2 H) 6.65 (d, J=8.1 Hz, 1 H) 6.90 (d, J=7.2 Hz, 1 H) 6.93 – 7.04 (m, 4 H) 7.26 – 7.33 (m, 2 H) 7.54 (dd, J=8.2, 7.3 Hz, 1 H).

According to the analysis of related databases, 156094-63-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P., Jeffrey; LINDSLEY, Craig, W.; STAUFFER, Shaun, R.; BARTOLOME-NEBREDA, Jose Manuel; CONDE-CEIDE, Susana; MACDONALD, Gregor, James; TONG, Han Min; ALCAZAR-VACA, Manuel Jesus; ANDRES-GIL, Jose Ignacio; WO2013/192350; (2013); A1;,
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, 185017-72-5, blongs to pyridine-derivatives compound. Computed Properties of C6H5BrClN

a) l-(2-Chloro-6-methylpyridin-3-yl)cyclobutanol A suspension of molecular sieves (4 A) and 3-bromo-2-chloro-6-methylpyridine (CAN 185017-72-5, 5 g, 24.2 mmol) in THF (50 mL) was cooled to -15 C. 1.3 M isopropyl magnesium chloride lithium chloride complex solution in THF (19.6 mL, 25.4 mmol) was added within 30 min. Stirring was continued for 1 h at -15 C. Cyclobutanone (1.87 g, 2.00 mL, 26.6 mmol) was slowly added. Stirring was continued for 2 h at -15 C and for further 2 h at 0 C. Water (2.5 mL) was added, the mixture was concentrated in vacuo, and poured onto sat. aqueous NH4C1 solution. The mixture was extracted with EtOAc (2 x 100 mL). The combined extracts were washed with ice water (50 mL), dried over Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, 140 g, heptane / EtOAc 0-40% in 120 min.) to give the title compound (3.33 g, 70%) as white solid, MS (ESI): m/e = 198.1 [MH+]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,185017-72-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BENDELS, Stefanie; GRETHER, Uwe; KIMBARA, Atsushi; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHAFFTER, Ernst; SCHULZ-GASCH, Tanja; WO2014/86806; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem