Tag: M.W:200-300

Application of 1201676-03-0, 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.1201676-03-0, name is 4,6-Dichloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one, molecular formula is C7H4Cl2N2O, molecular weight is 203.03, as common compound, the synthetic route is as follows.

A solution of 4,6-dichloro-2H,3H-pyrrolo[3,4-c]pyridin-l-one (1.0 g, 4.9 mmol, 1 eq.), 2- cyclopropyl-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (2.0 mL, 11 mmol, 2.2 eq.), [1,1′- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (0.80 g, 1.0 mmol, 0.2 eq.) and potassium carbonate (3.4 g, 25 mmol, 5 eq.) in dioxane-water (10: 1 v/v, 15 mL) was degassed and heated at 80 C for 16 hours. After cooling the mixture, it was diluted with water and extracted with 15% isopropanol in chloroform (3x). The combined organic layers were dried, filtered and concentrated. The product was purified chromatography B to afford the title compound (0.44 g, 42%) as a white solid.

Statistics shows that 1201676-03-0 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); 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.132521-70-1, name is 6-(4-Methylpiperazin-1-yl)nicotinic acid, molecular formula is C11H15N3O2, molecular weight is 221.26, as common compound, the synthetic route is as follows.Computed Properties of C11H15N3O2

6-(4-methylpiperazin- 1 -yl)nicotinic acid (132 mg,0.6 mmol), tert-butyl 2-amino-4-(pyridin-4-yl) phenylcarbamate (172 mg, 0.6 mmol) and EDCI (346 mg, 1.8 mmol) were added into pyridine (5 ml). The mixture was stirred for overnight at room temperature. When the reaction finished, it was extracted by EA and washed by citric acid, NaHCO3 and saturated brine. Then the organic layer was concentrated to afford compound 2 (300 mg, crude).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,132521-70-1, 6-(4-Methylpiperazin-1-yl)nicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); A1;,
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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone, molecular formula is C12H8ClNO, 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. Recommanded Product: (4-Chlorophenyl)(pyridin-2-yl)methanone

To a stirred solution of (4-chlorophenyl) (pyridin-2-yl) methanone (3.5 g, 16.12 mmol) in MeOH (35 mL) under argon atmosphere was added hydroxyl amine hydrochloride (3.36 g, 48.35 mmol, 3 equiv) at 0 C. The reaction mixture was warmed to room temperature and stirred for 12 h. After completion, the volatiles were removed under reduced pressure and ethyl acetate was added to the residue. The organic layer was washed with saturated NaHCO3solution, dried over sodium sulfate, filtered and the concentrate under reduced pressure. The crude was triturated with n-hexane to afford 3.1 g of (4-chlorophenyl) (pyridin-2-yl) methanone oxime (Yield = 83%). ESI + MS: m/z 233 ([M + Hj).

With the rapid development of chemical substances, we look forward to future research findings about 6318-51-0.

Reference:
Patent; THE BROAD INSTITUTE, INC.; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; HOLSON, Edward; WAGNER, Florence, Fevrier; WEIWER, Michel; SCOLNICK, Edward; PALMER, Michelle; LEWIS, Michael; PAN, Jennifer, Q.; ZHANG, Yan-Ling; XU, Qihong; (323 pag.)WO2016/100823; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1111637-74-1, 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.1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, molecular formula is C7H5BrFNO, molecular weight is 218.02, as common compound, the synthetic route is as follows.

A solutioa of the above compouad (160.0 mg, 0.73 mmol, .0 eq.) and meftjyihydrazme ( 193.2 uL, 3.67 mmol, 3,0 eq.) in l-butaaol (2,5 niL) was heated to 1.50 C in a microwave reactor for 45 mm. The reaction mixture was cooled to rt and concentrated under reduced pressure. The residue was purified using flash chromatography (0-40% EtOAc/hexanes) to provide the title compound (3) as a pale yellow solid (150 nig, 90,4% yield). ES-M.S M?l f : 228.2.

The chemical industry reduces the impact on the environment during synthesis 1111637-74-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; VANDERBILT UNIVERSITY; CONN, P. Jeffrey; HOPKINS, Corey R.; LINDSLEY, Craig W.; NISWENDER, Colleen M.; ENGERS, Darren W.; PANARESE, Joe; BOLLINGER, Sean; ENGERS, Julie; BRONSON, Joanne; WU, Yong-Jin; GUERNON, Jason; (180 pag.)WO2016/123629; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 185017-72-5, 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. 185017-72-5, name is 3-Bromo-2-chloro-6-picoline, 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.

To a solution of 3-bromo-2-chloro-6-methylpyridine (60 mg, 0.291 mmol) in DMA (2 mL) was added 2- (cyclopentyldifluoromethyl) oxazole (50 mg, 0.267 mmol) , KOAc (55 mg, 0.560 mmol) and Pd (PPh3)4(30 mg, 0.026 mmol) under N2atmosphere and the mixture was stirred at 80 overnight. Then the mixture was cooled to rt, filtered and the filtrate was concentrated in vacuum, the residue was purified by prep. TLC (EA: PE5: 1) to give the title compound. MS: 313 (M+1) .

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 185017-72-5, 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; BAO, Jianming; HENDERSON, Timothy J.; LO, Michael Man-chu; MAZZOLA, JR., Robert D.; RUDD, Michael T.; TELLERS, David M.; TONG, Ling; LI, Chunsing; NA, Meng; (144 pag.)WO2019/238; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 866775-18-0, Adding some certain compound to certain chemical reactions, such as: 866775-18-0, name is Methyl 3-amino-6-bromo-5-(trifluoromethyl)picolinate,molecular formula is C8H6BrF3N2O2, 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 866775-18-0.

A suspension of 3-amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (1.00 g, 3.34 mmol) in dry MeOH (20 ml) was stirred at reflux (85 C) for 30 min and then treated with hydrazine monohydrate (324 ul, 6.69 mmol). The mixture was returned to heat at reflux for 5h 30 min and allowed to cool to RT. Water was added and the resulting precipitate was collected by filtration and dried in a vacuum oven to afford the title compound as a biege solid; 1 H NMR (400 MHz, DMSO-d6) ? 9.50 (1 H, s), 7.69 (1 H, s), 7.19 (2H, s), 4.55 (2H). LCMS: Rt =1.15 min; [M+H]+ 299 Method 2minl_C_v002.

According to the analysis of related databases, 866775-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BALA, Kamlesh, Jagdis; BUTLER, Rebecca; COLLINGWOOD, Stephen, Paul; HALL, Edward, Charles; EDWARDS, Lee; LEGRAND, Darren, Mark; SPIEGEL, Katrin; WO2013/38386; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 23056-47-5, 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 23056-47-5 as follows.

2-Bromo-4-methyl-5-nitropyridine (2.5g, 11.58mmol) was dissolved in concentrated sulfuric acid (25mL), cooled to ice bath 0C, chromium trioxide (3.88g, 38.8mmol) was added. It was slowly warmed to room temperature and stirred overnight. The reaction mixture was poured into ice water (75 mL), stirred for 10 minutes and suction filtered to give a white solid (2.5g, yield: 87.8%).

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; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Li Lin; Yang Xiaoju; (118 pag.)CN109575016; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1206968-92-4, (5-Bromo-3-fluoropyridin-2-yl)methanol, 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: 1206968-92-4, blongs to pyridine-derivatives compound. SDS of cas: 1206968-92-4

A microwave vial was charged, in succession, with (5 -bromo-3 -fluoropyridin-2- yl)methanol (100 mg, 0.485 mmol), 7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)quinoline (124 mg, 0.485 mmol), 1 , -bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (35 mg, 0.043 mmol), 1,4-dioxane (3 mL), and 2M aq. potassium carbonate (1.5 mL). The vial was capped, purged with nitrogen, and stirred at 100 C. After 30 minutes, the reaction mixture was cooled to room temperature, allowing the organic phase to separate from the aqueous. The organic layer was removed and filtered through a plug of Celite and sodium sulfate. The plug was washed with dioxane (10 mL). The organic filtrate was concentrated in vacuo. Purification via flash chromatography (0-10% methanol/dichloromethane) afforded the title compound (150 mg, 103%). Although the recovered weight exceeded the theoretical yield, the compound was used without further purification. MS(ES)+ m/e 255.2 [M+H]+.

The synthetic route of 1206968-92-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Nicholas, David; CHAUDHARI, Amita, M.; KIESOW, Terence, John; McSHERRY, Allison, K.; MOORE, Michael, Lee; PARRISH, Cynthia, Ann; REIF, Alexander, Joseph; RIDGERS, Lance, Howard; WO2014/8223; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 150114-71-9, 4-Amino-3,6-dichloropicolinic 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, HPLC of Formula: C6H4Cl2N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H4Cl2N2O2

1. Preparation of Methyl 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylate A solution of 4-amino-3,6-dichloropyridine-2-carboxylic acid (1100 g, 5.31 mol), 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) (2100 g, 5.93 mol) in water (6000 mL) was warmed to 65 C. for six hours. After cooling to ambient temperature, the reaction mixture was stirred an additional 18 hours. The solution was concentrated and the resulting solid washed with 6 N hydrochloric acid (5*1000 mL) and dried to give 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid (757 g, 3.53 mol. 58% purity). This crude material was added to methanol (3000 mL) which had been saturated with anhydrous hydrogen chloride and the reaction mixture was warmed to 45 C. for 2 hours. The solution was added with vigorous stirring to ice water (4000 mL) and the resulting solid collected.

The synthetic route of 150114-71-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Balko, Terry William; Buysse, Ann Marie; Fields, Stephen Craig; Irvine, Nicholas Martin; Lo, William Chi-Leung; Lowe, Christian Thomas; Richburg, John Sanders; Schmitzer, Paul Richard; US2004/198608; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 107351-82-6 , The common heterocyclic compound, 107351-82-6, name is 2-Bromo-5-phenylpyridine, molecular formula is C11H8BrN, 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 100 mL reaction vessel was charged with intermediate A-2 (10 g), Benzimidazole (5 g), KOt-Bu (6.7 g), CuI (0.4 g), Benzotriazole (0.5 g) and dimethylsulfoxide (50 mL) were put together and refluxed under nitrogen for 12 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and ethyl acetate (1 L) and 0.1 N HCl aqueous solution (1 L) were poured into the flask. The organic layer was separated and washed with 5% brine (1 L). The resulting organic layer was dried over MgSO4, the solvent was removed, and the residue was purified by silica gel column chromatography using an EA: n-hexane (50:50) solvent to obtain Intermediate A-1 (4.98 g).

The synthetic route of 107351-82-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG ELECTRONICS CO., LTD.; SAMSUNG SDI CO., LTD.; KIM, WOOK; CHAE, MI YOUNG; HO, TAL HO; KIM, HYUN JUNG; LEE, KANG MUN; LEE, NAM HEON; (67 pag.)KR2015/131882; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem