Tag: M.W:200-300

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. 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide, molecular formula is C7H7Br2NO, 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. Quality Control of 2-(Bromoacetyl)pyridine hydrobromide

General procedure: 5.1.1 General procedure A (for synthesis of compounds 1-19). To 2-bromoacetylpyridine hydrobromide (1.0 equiv) in anhydrous ethanol (5 mL) was added the corresponding thiourea (1.0 equiv, 0.2 g) and the reaction mixture refluxed for 4 h. After cooling to ambient temperature the reaction mixture was poured into water. The pH of the mixture was adjusted to pH 8 with concentrated aqueous NH4OH and the mixture stirred for 2 h. The precipitate was filtered, washed with ethanol and dried to afford the title compound.

With the rapid development of chemical substances, we look forward to future research findings about 17570-98-8.

Reference:
Article; Meissner, Anja; Boshoff, Helena I.; Vasan, Mahalakshmi; Duckworth, Benjamin P.; Barry III, Clifton E.; Aldrich, Courtney C.; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6385 – 6397;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89282-03-1, 3-Iodopyridin-4-ol, 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, 89282-03-1, blongs to pyridine-derivatives compound. HPLC of Formula: C5H4INO

Add 1.41 g (0.012 mol) of Zn(CN)2 and 1.15 g (0.001 mol) of Pd(PPh3)4 to a solution of 2.21 g (0.01 mol) of 3-iodopyridin-4-ol in 20 ml of DMF. Heat the reaction mass to 100 and stir at this temperature for 2 h; use the TLC method to ensure the completeness of the reaction. Filtrate the resulting precipitate and wash it with DMF. Concentrate the filtrate under reduced pressure. Purify the resulting product by column chromatography, eluent ethyl acetate : methanol (9:1) Yield: 1.1 g (92%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89282-03-1, its application will become more common.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
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Electric Literature of 893444-21-8, 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. 893444-21-8, name is 3-Nitro-6-(trifluoromethyl)pyridin-2-amine. A new synthetic method of this compound is introduced below.

To compound 5.2 (138 mg, <0.67 mmol) in methanol / ethyl acetate (10 mL, 1:1) at room temperature was added palladium on carbon (36 mg, 10%, wet) and the reaction mixture was placed under an atmosphere of hydrogen(balloon). After 1.5 hours, the reaction mixture was filtered through a pad of celite and the filter cake was washed with ethyl acetate and methanol. The solvent was removed under reduced pressure to afford diamine 5.3 (149 mg, >100%) as a yellow film, which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,893444-21-8, its application will become more common.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2006/65703; (2006); A1;,
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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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H3F3INO

A mixture of compound 2a2 (115.7 g, 400 mmol) and PhPOCI2 (668.6 g, 343 mmol) under N2 is stirrred at 136C overnight, then cooled to RT and added slowly to 3 L of crushed ice. The aqueous mixture is adjusted to pH 6 and filtered. The aqueous filtrate is extracted with DCM (3 L) then the organic phase is washed with saturated NaHCO3 and brine, dried over Na2SO4, filtered and concentrated to provide chloropyridine 2a3.

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Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/18656; (2009); A1;,
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Related Products of 103058-87-3, 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. 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde, molecular formula is C7H6BrNO2, 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) 5-Bromo-2-methoxv-3- (4-methoxv-but-1 (E, Z)-envl)-pyridine; 2.45 mi of a 1 M solution of sodium-bis (trimethylsilyl) amide in tetrahydrofuran are added. to a suspension of 2.4 mmol (3-methoxy-propyl)-triphenyl-phosphonium bromide [111088-69-8] in 8 ml tetrahydrofuran unter an argon atmosphere at 0C. The reaction mixture is stirred for 30 minutes at 0C and then 1.6 mmol 5-bromo-2-methoxy-pyridine-3-carbaldehyde [103058-87- 3] are added. The reaction mixture is warmed to room temperature and then diluted with tert- butyl methyl ether. The solution is washed with saturated aqueous sodium hydrogen- carbonate solution. The organic layer is dried over sodium sulphate, filtered and concentrated. The title compound is obtained from the residue by means of flash chromatography (Si02 60F) and identified based on its Rf value.

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 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90305; (2005); 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. 84199-61-1, name is 3-Acetyl-2-bromopyridine. A new synthetic method of this compound is introduced below., Quality Control of 3-Acetyl-2-bromopyridine

Step 1: To a solution of 4-chloro-2-nitroaniline (474mg, 2.75mmol), 1-(2-bromopyridin-3- yl)ethanone (500mg, 2.500mmol), Pd2(dba)2 (114mg, 0.125mmol), (9,9-dimethyl-9H-xanthene- 4,5-diyl)bis(diphenylphosphine) (Xantphos) (217mg, 0.375mmol), cesium carbonate (3.2g, 10.00mmol) in 1,4-dioxane (10mL) was degassed by bubbling nitrogen through the reaction mixture. The mixture was heated to reflux and left overnight and then cooled to RT. Boc2O (818mg, 3.75mmol) and DMAP (458mg, 3.75mmol) were added and stirred for 3-4 h. When the reaction was complete it was diluted with dichloromethane and filtered through a pad of celite washed three times with dichloromethane, and the solvent removed to afford crude tert-butyl (3- acetylpyridin-2-yl)(4-chloro-2-nitrophenyl)carbamate as a solid which was used in the next step without further purification. MS: 392 (M+1).

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Reference:
Patent; MERCK SHARP & DOHME CORP.; WITTER, David, J.; BIFTU, Tesfaye; BIJU, Purakkattle; BOGEN, Stephane, L.; HONG, Qingmei; HUANG, Chunhui; HUANG, Xianhai; LI, Bing; PARK, Min, K.; SLOMAN, David, L.; (104 pag.)WO2017/74914; (2017); 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. 29681-42-3, name is Methyl 4-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 29681-42-3

Example 17, Compound 17; (E)-(1 S,14R,15R,18S,21 S)-21 -(3-Hydroxy-benzyl)-18-isopropyl-14-methoxy-15-methyl-3-oxa-6,17,20,23,27-pentaaza-tricyclo[21.3.1.1 *5,9*]octacosa- 5 7,9(28),10-tetraene-2,16,19,22-tetraone; Com ound 17a: (4-Bromo-pyridin-2-yl)-methanol.; Sodium borohydride (763 mg, 20.17 mmol) was added portionwise to a solution of 4- bromo-pyridine-2-carboxylic acid methyl ester (1 .98 g, 9.166 mmol) in ethanol (50 mL) under nitrogen and the reaction mixture was stirred at room temperature for 18 hours. The reaction was quenched by the addition of acetone (10 mL) and the reaction was stirred for 15 minutes. The solvent was evaporated and the residue partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate and the combined organics were collected, dried over anhydrous sodium sulfate and the solvent evaporated to afford the title compound (1 .61 g, 94%) as a yellow oil. H NMR (300 MHz, CDCI3) 3.4-3.5 {br s, 1 H), 4.80 (s, 2H), 7.40 (dd, J = 5.4, 1 .8 Hz, 1 H), 7.50 (br m, 1 H), 8.39 (d, J = 5.4 Hz, 1 H). LCMS (m/z) 188/200 [M+H], Tr = 1 .55 min.

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, 29681-42-3, Methyl 4-bromopicolinate.

Reference:
Patent; GILEAD SCIENCES, INC.; SELCIA LIMITED; APPLEBY, Todd; FLIRI, Hans, G.; KEATS, Andrew, J.; LAZARIDES, Linos; MACKMAN, Richard, L.; PETTIT, Simon, N.; POULLENNEC, Karine, G.; SANVOISIN, Jonathan; STEADMAN, Victoria, A.; WATT, Gregory, M.; WO2012/78915; (2012); 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. 1235036-15-3, name is tert-Butyl 3-bromo-6-chloropicolinate. A new synthetic method of this compound is introduced below., SDS of cas: 1235036-15-3

To a solution of tert-butyl 3-bromo-6-chloropicolinate (3.06 g) in tetrahydrofuran (50 mL) and water (20 mL) was added Example 1.14.1 (4.45 g), l,3,5,7-tetramethyl-8-tetradecyl-2,4,6-trioxa- 8-phosphaadamantane (0.732 g), Pd2(dba)3 (0.479 g), and K3P04 (11 g). The mixture was stirred at reflux overnight and concentrated. The residue was dissolved in ethyl acetate (500 mL) and washed with water and brine. The organic layer was dried over Na2S04, filtered, and concentrated. The residue was purified by flash chromatography, eluting with a gradient of 20-40% ethyl acetate in dichloromethane, to provide the title compound. MS (ESI) m/e 530.23 (M+H)+.

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Reference:
Patent; ABBVIE INC.; BENATUIL, Lorenzo; BRUNCKO, Milan; JUDD, Andrew, S.; LI, Yingchun; MCCLUSKEY, Andrew; PHILLIPS, Andrew, C.; PHILLIPS, Darren, C.; SEAGAL, Jane; SOUERS, Andrew, J.; (608 pag.)WO2017/214458; (2017); A2;,
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Pyridine | C5H5N – PubChem

Electric Literature of 1352625-30-9, 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. 1352625-30-9, name is 3-Bromo-6-fluoropyrazolo[1,5-a]pyridine, molecular formula is C7H4BrFN2, 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.

c) 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine A mixture of 3-bromo-6-fluoropyrazolo[1,5-a]pyridine (Preparation 103b, 0.300 g, 1.4 mmol), potassium acetate (0.492 g, 5.0 mmol) and bis(pinacolato)diboron (2.77 g, 10.9 mmol) in 1,4-dioxane (5 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and tetrakis(triphenylphosphine)palladium(0) (0.380 g, 0.33 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was purified by reverse phase chromatography (C-18 silica from Waters, water/acetonitrile/methanol as eluents [0.1% v/v formic acid buffered] 0% to 100%) to give the title compound (0.130 g, 36%) as a yellow solid. LRMS (m/z): 263 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm (two sets of peaks are seen in the NMR due to the presence of both the boronate and boronic acid): NMR of boronate: 1.21 (s, 12H), 7.56 (m, 1H), 8.02 (m, 1H), 8.36 (s, 1H), 9.16 (m, 1H).; PREPARATION 104 2-(6-Fluoropyrazolo[1,5-a]pyridin-3-yl)-9-(tetrahydro-2H-pyran-4-yl)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-purin-8(9H)-one A mixture of 2-chloro-9-(tetrahydro-2H-pyran-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,9-dihydro-8H-purin-8-one (Preparation 3, 0.150 g, 0.39 mmol), 6-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine (Preparation 103, 0.183 g, 0.70 mmol) and potassium acetate (0.134 g, 1.37 mmol) in 1,4-dioxane (5 mL) and water (1.5 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and tetrakis(triphenylphosphine)palladium(0) (0.040 g, 0.03 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated under microwave irradiation (“Initiator sixty” from Biotage) at 120 C under an atmosphere of argon. After 40 minutes, further 2-chloro-9-(tetrahydro-2H-pyran-4-yl)-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,9-dihydro-8H-purin-8-one (0.060 g, 0.16 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.020 g, 0.017 mmol) were added and heating was continued for 90 minutes. The reaction mixture was evaporated and then was partitioned between ethyl acetate and water and the organic layer was dried (MgSO4) and concentrated. The residue was purified by flash chromatography (3:1 to 2:1 hexanes/ethyl acetate) to give the title compound (0.096 g, 50%) as pale yellow solid. LRMS (m/z): 485 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm 0.06 (s, 9H), 1.00 (t, 2H), 1.80 (m, 2H), 2.91 (dq, 2H), 3.49 (s, 2H), 3.68 (m, 2H), 4.22 (m, 2H), 4.63 (m, 1H), 5.25 (s, 2H), 7.38 (t, 1H), 8.40 (s, 1H), 8.52 (m, 1H), 8.65 (dd, 1H), 8.78 (s, 1H).

According to the analysis of related databases, 1352625-30-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
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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. 28733-43-9, name is 5-Bromonicotinamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 28733-43-9

EXAMPLE P; 3-Bromo-5-fluoropyridine; Step 1; 3-Amino-5-bromopyridine; To a ice-cold solution of 31.8 g (0.79 mol) of Sodium hydroxide and 40.7 g (0.255 mol) of Bromine in 340 ml of water were added 42.0 g (0.209 mol) of commercially available 5-Bromonicotinamide. The mixture was allowed to warm up to room temperature and then heated for 1 h at 70 C. The resulting brown suspension was allowed to cool to room temperature. The aqueous phase was saturated with brine and extracted three times with a 1:1 mixture of THF and t-Butyl-methyl ether. The combined organic phases were dried over magnesium sulfate, filtered and concentrated in vaccuo. Concentration in vaccuo yielded 39.1 g of a dark brown residue which was purified by flash chromatography (heptane/ethyl acetate 1:1) to yield the title compound as a brown solid (total 70.2 g, 70%)

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Reference:
Patent; Buettelmann, Bernd; Ceccarelli, Simona Maria; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/160857; (2006); A1;,
Pyridine – Wikipedia,
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