Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 877133-54-5, 4-Bromo-2,6-diethylpyridine, 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: 877133-54-5, blongs to pyridine-derivatives compound. SDS of cas: 877133-54-5

-Bromo-2,6-diethylpyridine (2.9 g, 13.55 mmol), dichlorobis(trirhohenylphosphine)palladium (477 mg, 0.68 mmol) and copper(I) iodide (130 mg, 0.68 mmol) were placed in a vial and flushed with argon. Ethynyl(trimethyl)silane (2.34 mL, 16.9 mmol) and anhydrous lambdazetaiV-dimethylformamide (20 mL) were added followed by diisoproylamine (5.75 mL, 40.7 mmol). The reaction was divided into two 25 mL vials and irradiated in a microwave at 100 0C for 15 min. Water was added and the mixture was extracted with dichloromethane. The combined organic phases were concentrated in vacuo and purified by column chromatography, using a gradient of ethyl acetate (0 to 30%) in r°-heptane as the eluent, to give 1.64 g (63% yield) of the title compound: MS (ESI) m/z 111 [M+l]+.

The synthetic route of 877133-54-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2008/76046; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89640-55-1, 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 89640-55-1, name is 3-Iodo-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of the required iodide (1.0 mmol), Cu2O (0.10 g, 0.10 mmol), Cs2CO3 (0.65 g, 2.0 mmol), the required azole (2.0 mmol), and DMSO (0.5 mL) was stirred for 24 h at 110C. After cooling to room temperature, the mixture was diluted with AcOEt (10 mL) and filtered over Celite. Washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below.

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 89640-55-1, 3-Iodo-4-methoxypyridine.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 182924-36-3, 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. 182924-36-3, name is 5-(Bromomethyl)-2-chloropyridine, molecular formula is C6H5BrClN, 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-(6-chloro-3-pyridyl)methyl-1,4,5,6-tetrahydropyrimidine [Compound 27] To an ice-cooled solution of 384 mg (4.6 mmol) of 1,4,5,6-tetrahydropyrimidine in 5 ml of acetonitrile was added 619 mg (3 mmol) of 5-bromomethyl-2-chloropyridine, and the mixture was stirred for 15 minutes. After removal of solvent under reduced pressure, 6 ml of the solution of 0.5N potassium hydroxide in ethanol was added to the residue. The insoluble matter was removed off by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was dissolved in toluene, and the solvent was removed again under reduced pressure. The resulting residue was purified by aminopropyl-coated silica gel (Chromatorex NH-type; Fuji Silysia Chemical Ltd.) column chromatography (eluent; dichloromethane_methanol=40:1) to give 221 mg (yield; 35.2%) of 1-(6-chloro-3-pyridyl)methyl-1,4,5,6-tetrahydropyrimidine as colorless oil.

According to the analysis of related databases, 182924-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imoto, Masahiro; Iwanami, Tatsuya; Akabane, Minako; Tani, Yoshihiro; US2003/100769; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-77-2, 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. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 4-bromo-2-fluoropyridine-3-carbaldehyde (101 mg, 0.5 mmol), 4-(tributylstannyl)-1-(triphenylmethyl)-1H-imidazole (Intermediate A, 450 mg, 0.75 mmol) and PdAMPHOS (35 mg, 0.05 mmol) in acetonitrile (3 mL) was stirred at 100 C. for 5 h under N2 atmosphere. Then the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL*2). The organic phases were combined, washed with brine, and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (10% to 30% gradient) to yield 2-fluoro-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]pyridine-3-carbaldehyde (70 mg, 33%) as light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

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

Related Products of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Add 200 mL of dioxane to a 500 mL single-necked flask equipped with magnetic stirring at room temperature.Intermediate M99.1g (43.86 mmol, 1 eq),3-bromo-4-nitropyridine 13.2 g (65·81 mmol, 1.5 eq),Potassium carbonate aqueous solution (carbonPotassium acid 18.19g,131.61 mmol, 3 eq,Water 65.8mL, 2M),Tetrakistriphenylphosphine palladium 1 · 52g (1 · 32mmol, 0 · 03eq),Turn on the agitation,Replace the nitrogen 3 times,Warm up to 100C,Reaction overnightThe reaction solution was cooled to room temperature.Extracted with ethyl acetate,Take the upper layer,The reaction solution was sprinkled,Column chromatography separation (eluent: PE: DCM = 2:1),Get a crude product,Boiled with n-hexane,Obtained 16g of a yellow solid.The yield is 58.35%

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Ren Xueyan; (33 pag.)CN110294760; (2019); A;,
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.57883-25-7, name is 3-Bromo-2-ethoxypyridine, molecular formula is C7H8BrNO, molecular weight is 202.05, as common compound, the synthetic route is as follows.name: 3-Bromo-2-ethoxypyridine

To a solution of 3-bromo-2-ethoxy-pyridine (350 mg, 1.7 mmol) in NMP (2 mL) was added Zn(CN)2 (244 mg, 2.1 mmol) and Pd(dppf)Cl2 (127 mg, 0.17 mmol). The mixture was degassed with lh and heated at 140C under microwave irradiation for 1 hour. The mixture was cooled to room temperature and filtered through celite. The filtered cake was washed with ethyl acetate (30 mL). The filtrate was washed with water (20 mL c 2) and brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (0%~20% ethyl acetate in petroleum ether) to give 2-ethoxynicotinonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57883-25-7, 3-Bromo-2-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1256810-26-0, 6-Bromo-3-methoxypicolinic acid, 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, Safety of 6-Bromo-3-methoxypicolinic acid, blongs to pyridine-derivatives compound. Safety of 6-Bromo-3-methoxypicolinic acid

To a solution of (IS, 2S)- 1 -A?-(6-fluoro- 1 ,3-benzothiazol -2-yl)cyclopentane- 1 ,2-di amine hydrochloride (Intermediate 1; 343 mg, 1.19 mmol) in dry DCM (4 ml) and THF (2 ml) was added 6-bromo-3-methoxypyridine-2-carboxylic acid (CAS number 1256810-26-0; (0506) 349 mg, 1.50 mmol), HATU (680 mg, 1 .79 mmol) and tri ethyl amine (498 mu, 3.58 mmol) The reaction mixture was stirred at room temperature for 72 hours then partitioned between DCM and a saturated solution of sodium bicarbonate. The organics were filtered through a hydrophobic frit and concentrated in vacuo. The caide material was purified by column chromatography (silica, 0 – 100 % ethyl acetate / petrol then 0 – 30 % methanol / ethyl acetate) and then further purified by column chromatography (silica, 0 – 100 % ethyl acetate / petrol then 0 – 30 % methanol / ethyl acetate) to afford the title compound. (0507) 1H NMR (DMSO-t) delta ppm 1.50-1.72 (m, 2 H), 1.69-1.78 (m, 2 H), 2,05-2, 18 (m, 2 H), 3.72 (s, 3 H), 4.14-4.25 (m, 2 H), 6.99-7.08 (m, 1 H), 7.29-7.34 (m, 1 H), 7.50-7.69 (m, 3 H), 8, 13-8,21 (m, 1 H), 8,54-8,62 (m, 1 H) (0508) MS ES+: 466 / 468

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256810-26-0, 6-Bromo-3-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; FUJIMOTO, Tatsuhiko; ROBINSON, John Stephen; WO2015/124934; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, 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, Quality Control of 5-Bromo-N2-methylpyridine-2,3-diamine, blongs to pyridine-derivatives compound. Quality Control of 5-Bromo-N2-methylpyridine-2,3-diamine

A solution of 5-bromo-N*2*-methyl-pyridine-2,3-diamine (Stage 67,1.4, 2 09 g 10 34 mrnol) and dichloromethylene-dimethyliminium chloride (Aldrich, Buchs, Switzerland 5 04 g, 31 0 mmol) in NMP (60 ml) was stirred for 17 h at rt The reaction mixture was quenched with saturated aqueous NaHCO3 and EtOAc The aqueous layer was extracted with EtOAc and the combined organic layers washed with saturated aqueous NaHCO3 and with brine, then dned over Na2SO4, filtered and evaporated The crude product was dry loaded on silica gel and pu?fied by MPLC (DCM/MeOH 0% ? 5%) to give the title compound as a red solid (HPLC t« 2 13 mm (Method A). M+H – 255, 257 MS-ES)

The synthetic route of 89415-54-3 has been constantly updated, and we look forward to future research findings.

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: 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, 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, Safety of 4-Bromo-2-chloro-5-methylpyridine, blongs to pyridine-derivatives compound. Safety of 4-Bromo-2-chloro-5-methylpyridine

Step 3: To a solution 4-bromo-2-chloro-5-methylpyridine (75 g, 363 mmol) in THF (500 mL) was added isopropylmagnesium chloride lithium chloride (1397 mL of 1.3M solution in THF,1816 mmol) at 0 C, The resulting mixture stirred at 22 C for 1 h. Then, the resulting mixture was stirred at 22 C under CO2 (1 atm) for 40 mm. The mixture was quenched with H20 (1500 mL) and extracted with EtOAc (300 mL x 2). The aqueous phase was adjusted to pH 5 withM aqueous HC1 and then was extracted with EtOAc (300 mL x 3). The resulting organic layers were washed with brine (300 mL) and concentrated in vacuum to give 2-chloro-5-methylisonicotinic acid as a light yellow solid, which was used directly in next step without further purification. MS: 172 (M + 1). ?H NMR (400 MHz, DMSO-d6) 8.39 (s, 1H), 7.68 (s, 1H), 2.43 (s, 3H).

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CTXT PTY. LTD.; MACHACEK, Michelle, R.; WITTER, David, J.; REUTERSHAN, Michael Hale; ALTMAN, Michael, D.; STUPPLE, Paul Anthony; (67 pag.)WO2019/94311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1026796-81-5 ,Some common heterocyclic compound, 1026796-81-5, molecular formula is C7H7BrN2O, 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-methyl-6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)quinoline (2.5 g, 9.29 mmol) in a solvent mixture of 1 ,4-dioxane (25 mL) and water (14 mL), was added Cs2C03 (9.08 g, 27.9 mmol) followed by N-(4- bromopyridin-2-yl)acetamide (2.54 g, 1 1.15 mmol). Nitrogen gas was bubbled through the stirred suspension for 10 min and Pd(PPh3)4 (0.859 g, 0.743 mmol) was added and again nitrogen gas was bubbled through the stirred suspension for another 10 min. The reaction mixture was then heated at 100 C for 12 h. The reaction mixture was cooled to room temperature and diluted with water (15 mL). The mixture was extracted with ethyl acetate (3 x 150 mL). The combined organic layers were washed with brine (50 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The crude product was purified by flash column chromatography (Mobile phase: ethyl acetate in petroleum ether) to afford N-(4-(2-methylquinolin-6- yl)pyridin-2-yl)acetamide (1.7 g, 6.13 mmol, 66% yield). LCMS (ESI) m/e 278.2[(M+H)+, calcd for Ci7Hi6N30, 278.1]; LC/MS retention time (method E): tR = 1.68 min.

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. 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; MACOR, John E.; BRONSON, Joanne J.; DASGUPTA, Bireshwar; DZIERBA, Carolyn Diane; NARA, Susheel Jethanand; KARATHOLUVHU, Maheswaran Sivasamban; WO2015/116492; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem