Tag: M.W:200-300

Related Products of 886371-28-4, 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.886371-28-4, name is 3-Bromo-6-chloroimidazo[1,2-a]pyridine, molecular formula is C7H4BrClN2, molecular weight is 231.48, as common compound, the synthetic route is as follows.

General procedure: To an oven dried 5 mL microwave vessel was addedPd(dppf)Cl2·CH2Cl2 (4 mol%), halide/pseudohalide (1 equiv),boron coupling partner (1 equiv), and Cs2CO3 (3 equiv). Thevessel was then capped and purged with N2 before addition ofCyrene (1 mL, 0.25 M) and H2O (1.8 mL). The reaction mixturewas heated to 50 C and maintained at this temperature withstirring for 5 h before the vessel was vented and decapped. Thesolution was then diluted with Et2O (10 mL) and washed withwater (2 × 20 mL) and brine (2 × 20 mL). The organics were thenpassed through a hydrophobic frit and concentrated underreduced pressure to give a residue, which was purified by flashchromatography (silica gel) to afford the title compound.

The chemical industry reduces the impact on the environment during synthesis 886371-28-4, I believe this compound will play a more active role in future production and life.

Reference:
Article; Wilson, Kirsty L.; Murray, Jane; Jamieson, Craig; Watson, Allan J. B.; Synlett; vol. 29; 5; (2018); p. 650 – 654;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 942189-65-3, 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. 942189-65-3, name is 2-(6-Bromopyridin-3-yl)pyrimidine, molecular formula is C9H6BrN3, 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.

A mixture of 2-(6-Bromo-pyridin-3-yl)-pyrimidine 76 (100mg, 0.425mmol), potassium carbonate (100mg,0.724mmol), and piperazine (100mg,1.16mmol) in DMF’ (5ml), were stirred at 1000C for 1 hour. The reaction was cooled, solvent evaporated^/ – under reduced pressure, and the residue dissolved in MeCI2 (150ml), washed with H2O (50ml),dried over MgSO4,filtered and evaporated solvent yielding title product 77 as a white solid (100mg,98%). ESMS (MH, 242).

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 942189-65-3, 2-(6-Bromopyridin-3-yl)pyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); 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. 851607-27-7, name is 5-Bromo-4-chloro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. Product Details of 851607-27-7

A mixture of 5-bromo-4-chloro-2-methoxypyridine (416 mg),ethyl (6-(piperidin-4-ylmethoxy)-3,4-dihydro-2H-pyrano[2,3-c]pyridin-4-yl)acetate (938 mg), potassium carbonate (775 mg)and DMSO (10 mL) was stirred at 100C for 40 hr. The reactionmixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was separated, washedsuccessively with water and saturated brine, dried overanhydrous magnesium sulfate and concentrated under reducedpressure. The residue was purified by silica gel columnchromatography (ethyl acetate/hexane) to give the title35 compound ( 396.0 mg) . MS: [M+H] + 520. 1.

The synthetic route of 851607-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SCOHIA PHARMA, INC.; MIWATASHI, Seiji; MIYAMOTO, Yasufumi; WATANABE, Koji; YOSHITOMI, Yayoi; HITOMI, Yuko; AIDA, Jumpei; TAKAKURA, Nobuyuki; FURUKAWA, Hideki; NOGUCHI, Naoyoshi; HIRATA, Yasuhiro; KASAI, Shizuo; KOBAYASHI, Toshitake; MAEKAWA, Tsuyoshi; SASAKI, Satoshi; MATSUMOTO, Shigemitsu; (190 pag.)WO2018/182050; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84539-34-4, 4-Amino-3,5-dibromopyridine, 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 4-Amino-3,5-dibromopyridine, blongs to pyridine-derivatives compound. Quality Control of 4-Amino-3,5-dibromopyridine

A sealed reaction vessel charged with 4-amino-3,5-dibromopyridine (643 mg, (0490) 2.55 mmol, 1 equiv) and potassium ethyl xanthogenate (495 mg, 3.09 mmol, 1.21 equiv) in N,N-dimethylacetamide (8.0 mL) was heated with microwave irradiation at 160 C for 20 min. Additional potassium ethyl xanthogenate (0.490 g, 3.06 mmol, 1.20 equiv) was added to the mixture, and the resulting solution was heated with microwave irradiation at 160 C for a further 20 min. The reaction mixture was cooled to 0 C before the addition of iodomethane (382 mu^, 6.13 mmol, 2.40 equiv). After 20 min, the reaction was concentrated in vacuo and the resultant residue purified by flash column chromatography (solvent: 2: 1 heptane / ethyl acetate). Appropriate fractions were combined and evaporated to afford 7-bromo-2-(methylthio)thiazolo[5,4-c]pyridine (505 mg, 75.7%) as a tan solid. 1H NMR (500 MHz, CDC13): delta: 8.88 (s, 1H), 8.66 (s, 1H), 2.85 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,84539-34-4, 4-Amino-3,5-dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ZAK, Mark; ROMERO, F. Anthony; YUEN, Po-wai; HANAN, Emily J.; (139 pag.)WO2018/166993; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 597532-36-0, 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 597532-36-0, name is Ethyl 6-(trifluoromethyl)nicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethyl 6-(trifluoromethyl)nicotinate (2.2 g, 10 mmol), Pd/C (10 wt.%, 100 mg) and platinum(IV) oxide (150 mg, 0.661 mmol) in acetic acid (30 mL) was stirred in a steel bomb under hydrogen atmosphere (200 psi) at 25 C for 24 hrs. The reaction mixture was filtered through a pad of celites and washed with MeOH (150 mL). The filtrate was concentrated under reduced pressure providing crude ethyl 6- (trifluoromethyl)piperidine-3-carboxylate (776 mg; mixture of cis and trans isomers) as a colorless oil, which was directly used in the next step without further purification.LCMS (m/z): 226.1 [M+H]+; Rt = 0.36 min.

According to the analysis of related databases, 597532-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2011/26904; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 54232-43-8, name is 6-Bromo-5-methoxypicolinic acid. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrNO3

To a solution of 6-bromo-5-methoxy-2-pyridinecarboxylic acid (2d) (12 g, 52 mol) in pyridine (70 mL) was added EDCI (11.5 g, 59 mmol) and cyclopropylmethylamine (3.6 g, 52 mmol). The reaction mixture was stirred at room temperature overnight and then concentrated under vacuum. The reaction mixture was diluted with water (100 mL) and ethyl acetate (100 mL). The organic layer was separated and the water layer was extracted with ethyl acetate (2 x 100 mL). The organic layers were combined and washed with water (2 x 50 mL), brine (500 mL), dried over magnesium sulphate, filtered and concentrated under vacuum to furnish 10.43g of crude product. The crude product was converted into a slurry (silica gel 20 g) and purified by flash column chromatography (silica gel 230 g, eluting with 0-100% ethyl acetate in hexane) to yield compound 6-bromo-N-(cyclopropylmethyl)-5-methoxypicolinamide (2e) (8.02 g, 54%) as off white solid, mp 67-70 C; 1HNMR (300 MHz, DMSO-d6) delta 8.51 (t, J = 5.8, 1 H), 8.02 (d, J = 8.4, 1 H), 7.65 (d, J = 8.5, 1 H), 3.96 (s, 3H), 3.14 (t, J = 6.5, 2H), 1.11 – 0.99 (m, 1 H), 0.47 – 0.36 (m, 2H), 0.27 – 0.20 (m, 2H); MS (ES+) 307.0, 309.0 (100% M+Na)

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, 54232-43-8, 6-Bromo-5-methoxypicolinic acid.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda S.; KAMATH, Vivekanand P.; GOWAN, Walter; (222 pag.)WO2016/29214; (2016); A1;,
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 75291-85-9, name is 5-Bromo-2-chloronicotinamide. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Bromo-2-chloronicotinamide

Preparation 118tert-butyl (3S,4R)-4-[(5-bromo-3-carbamoylpyridin-2-yl)oxyl-3-fluoropiperidine- 1 -carboxylate To a solution of tert-butyl-(3S,4R)-3-fluoro-4-hydroxy-piperidine- 1 -carboxylate (WO 20131011402 Al), 3.5 g, 15.98 mmol) in DMSO (20 mL) was added potassium tert-butoxide(2.68 g, 23.97 mmol) and the mixture was stirred at room temperature for 30 minutes. 5-bromo-2-chloropyridine-3-carboxamide (Preparation 177, 2.75 g, 15.98 mmol) was added and the reaction stirred at room temperature for 16 hours. The reaction was quenched by the addition of water (20 mL) and extracted into EtOAc (2 x 100 mL). The organic layers were combined, washed with water (2 x 50 mL), dried over sodium sulphate and concentrated in vacuo. Theresidue was purified using silica gel column chromatography eluting with 20% EtOAc inheptanes to afford the title compound (5.00 g, 75%).1H NMR (400 MHz, DMSO-d6): O ppm 1.40 (5, 9H), 1.80-1.86 (m, 1H), 1.92-1.97 (m, 1H), 2.93-3.00 (m, 1H), 3.07-3.12 (m, 1H), 3.90-4.18 (m, 2H), 4.95-5.08 (m, 1H), 5.35-5.43 (m, 1H), 7.52(br 5, 1 H), 7.92 (br 5, 1 H), 8.27 (d, 1 H), 8.43 (d, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 75291-85-9.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); 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. 80537-07-1, name is 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid

EXAMPLE 56 STR64 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=7.0 Hz), 1.12-1.93 (8H, m), 2.73-3.17 (1H, m), 3.69-4.45 (2H, m) 7.07 (1H, td, J=7.0 Hz and 2.0 Hz), 7.29-8.00 (7H, m), 8.86 (1H, dd, J=7.0 Hz and 1.0 Hz) 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.

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, 80537-07-1, 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid.

Reference:
Patent; Fujisawa Pharmaceutical Company, Ltd.; US4925849; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1374655-69-2, 3-Bromo-4-ethyl-5-fluoropyridine, 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, 1374655-69-2, blongs to pyridine-derivatives compound. Formula: C7H7BrFN

To a stirred solution of 9-chloro-8-fluoro-l-methyl-7-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-4,5-dihydro-[l,2,4]triazolo[4,3-a]quinoline (151-3; 0.4 g, 0.0011 mol) and 3-bromo-4-ethyl-5-fluoropyridine (0.22 g, 0.0011 mol) in the mixture of 1,4-dioxan (15 ml) and water (5 ml) was added cesium carbonate (0.71 g, 0.0022 mol). Reaction mass was purged with argon for 20 min. Then Pd(dppf)2Cl2 (0.04 g, 0.000055mol) was added. The reaction mixture was heated 95 C and stirred at 95 C for 6 h. The reaction mixture was allowed to cool to room temperature, the reaction mixture was filtered through celite bed and filter bed was thoroughly washed with ethyl acetate. The filtrate was concentrated under vacuum. The residue was dissolved in dichloromethane, washed with water, brine solution, dried over sodium sulphate, concentrated to afford the crude compound, which was purified by silica gel (60-120) column chromatography and preparative HPLC (analytical conditions: column: XTERRA C18(250mm X 4.6mm X 5um), mobile phase (A): 0.01% ammonia in water, mobile phase (B): acetonitrile, flow rate: 1.0 mL/min, Time/%B: 0/20,8/50,25/50,26/20,30/20) to obtain title compound (76). 1H MR (400 MHz, DMSO-c ) 6: 8.61 (s, 1 H), 8.33 (s, 1 H), 7.62-7.60 (d, J=7.2 Hz, 1 H), 2.91 (bs, 4 H), 2.58 (s, 3 H) 2.57-2.54 (m, 2 H), 1.06-1.02 (t, J = 7.6 Hz, 3 H). MS (M+l): 361.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1374655-69-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 880870-13-3 ,Some common heterocyclic compound, 880870-13-3, molecular formula is C6H5BrClNO, 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.

Step B: 6-chloro-4-methoxypyridine-3 -carbonitrile: A solution of 5 -bromo-2-chloro-4- methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 mm. Atthis point, Zn(CN)2 (3.96 g, 33.7 mmol) and Pd(Ph3P)4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 C for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30% ethyl acetate/hexane to afford the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,880870-13-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem