Tag: M.W=200-300

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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

The bromopyrazole (prepared according to WO2009/132135) (0.5 g, 2.4 mmol) was suspended in anhydrous THF (10 mL) under N2(g). The suspension was stirred and TMSCl (0.67 mL, 5.28 mmol) was added. The mixture was stirred for 20 min. at RT and then cooled to -78 C. after which time a solution of n-BuLi (6 mL, 1.6 N in hexanes, 9.6 mmol) was added slowly. The reaction mixture was stirred for 10 min. at -78 C. and then the lactone (1 g, 2.4 mmol) was added via syringe. When the reaction was complete as measured by LCMS, AcOH was added to quench the reaction. The mixture was concentrated under reduced pressure and the residue dissolved in a mixture of CH2Cl2 and H2O (100 mL, 1:1). The organic layer was separated and washed with H2O (50 mL). The organic layer was then dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with 0-50% EtOAc in hexanes to provide the product as a 1:1 mixture of anomers (345 mg, 26% yield). LCMS m/z 553 [M+H].

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Gilead Sciences, Inc.; Clarke, Michael O’ Neil Hanrahan; Feng, Joy Yang; Jordan, Robert; Mackman, Richard L.; Ray, Adrian S.; Siegel, Dustin; (116 pag.)US2017/71964; (2017); A1;,
Bromide – Wikipedia,
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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. 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, This compound has unique chemical properties. The synthetic route is as follows., name: 1-(4-Bromophenyl)ethylamine

EXAMPLE 141 N-[1-(4-bromophenyl)ethyl]-3-(biphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 34 from 3-(biphenyl-2-carbonylamino)-benzoic acid, 1-(4-bromophenyl)ethylamine, TBTU and N-ethyldiisopropylamine in dimethylformamide. C28H23BrN2O2 (499.41) Mass spectrum:(M-H)-=497/499 (bromine isotopes)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 24358-62-1.

Reference:
Patent; Priepke, Henning; Hauel, Norbert; Thomas, Leo; Mark, Michael; Dahmann, Georg; US2002/32238; (2002); A1;,
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Synthetic Route of 58971-11-2,Some common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, molecular formula is C8H10BrN, 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 stirred solution of 2-(3-bromophenyl)ethanamine (500mg) and tetrakis(triphenylphosphine)palladium(0) (60mg) in pyrrolidine (4ml) under nitrogen, was added a solution of (5R)-3-[6-(but-3-ynyloxy)hexyl]-5-(2,2-dimethyl4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one (example 1 vi) (912mg) in pyrrolidine (4ml) and the reaction mixture was heated to 80C. After 18h, water (10ml) was added and extracted with EtOAc (3x25ml), the combined organic layers dried (MgSO4) and the solvent removed in vacuo. The residue was dissolved in CH2Cl2 (25ml) and applied to a Biotage cartridge (40g) and eluted with CH2Cl2, EtOAc and CH2Cl2 : EtOH: aq NH3 (100 : 8 : 1) to give the title compound (668mg). LCMS RT=3.09min.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/72539; (2003); A1;,
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Synthetic Route of 328-70-1, 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. 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A three-neck round bottom flask fitted with a reflux condenser was evacuated, flame dried and filledwith argon prior to use. 1.01 g (41.7 mmol) magnesium, 0.72 g (6.4 mmol, 1 eq) NaBF4 and diethylether (150 mL) were added. To start to reaction 1.07 g (0.49 ml, 5.7 mmol, 0.9 eq) dibromoethanewere added and the flask was heated for several minutes followed by the dropwise addition of 1.71 g(6.25 ml, 36 mmol) 3,5-bis(trifluoromethyl)bromobenzene diluted with diethyl ether (50 mL) over30 min. When the exothermic reaction slowed the reaction mixture was heated for additional 30 min.The solution was then stirred over night at room temperature. The reaction mixture was quenched bythe addition of 16 g Na2CO3 in distilled water (200 mL), stirred for 30 min and filtered. The aqueousphase was extracted three times with diethyl ether (50 mL), the combined organic phases were driedover sodium sulfate and charcoal followed by filtration. The solvent was removed and the remainingcrude product was dissolved in toluene (200 mL) to remove the water with a Dean Stark trap byazeotropic distillation. The solvent was removed, the product filtered, washed with dry toluene anddried under vacuo. The product was observed as colorless solid (4.65 g, 5.3 mmol, 82 %).m.p. decomposition >290 C.1H-NMR (300 MHz, DMSO-d6): delta = 7.67 (s, 4H, B-p-CH), 7.61 (s, 8H, B-o-CH) ppm.13C-NMR (75.5 MHz, DMSO-d6): delta = 161.0 (q, JB = 50 Hz, 4 Ci-B), 134.0 (s, 8 B-o-CH), 128.5 (qq,JF = 31 Hz, JB = 2.7 Hz, 8 Ci-CF3), 124.0 (q, JF = 272 Hz, CF3), 117.6 (m, 4 B-p-CH) ppm.19F-NMR (283 MHz, DMSO-d6): delta = -57.6 (CF3) ppm.Elemental analysis for C32H12BF24Na*1.8 H2O: calcd. C = 41.61 H = 1.70, found C = 41.57, H = 1.66.

The synthetic route of 1-Bromo-3,5-bis(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kaliner, Maria; Strassner, Thomas; Tetrahedron Letters; vol. 57; 31; (2016); p. 3453 – 3456;,
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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. 454-79-5, name is 2-Bromo-5-(trifluoromethyl)aniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 454-79-5

General procedure: To a stirred solution of 2-haloaniline derivatives in DCM, Et3N (1.3 equiv.) was added and the resulting mixture was cooled to 0 C. Stirred for 5 min and acid chloride (1.1 equiv.) was added drop wise. Stirred overnight from 0 C to RT. The reaction mixture was extracted with DCM and washed with NaHCO3 and brine. The organic phase was dried over anhydrous sodium sulphate and the solvent was evaporated using vacuum rotary evaporator. The resulting residue was purified on silica gel column chromatography using n-hexane and ethyl acetate as eluent.

The synthetic route of 454-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Venu Saranya, Thachora; Rajan Sruthi, Pambingal; Anas, Saithalavi; Synthetic Communications; vol. 49; 2; (2019); p. 297 – 307;,
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24358-62-1, name is 1-(4-Bromophenyl)ethylamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 24358-62-1

Propionic anhydride (1.86g) was added to the solution of 1 -(4-bromophenyl)ethylamine (2.38g) and triethylamine (1.45g) in tetrahydrofuran (50ml), and the mixture was stirred at room temperature for 6 hours. The reaction mixture concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain N-[l-(4-bromophenyl)ethyl]propanamide (2.81g).1H-NMR (CDC13) delta: 1.15 (3H, t), 1.46 (3H, d), 2.21 (2H, q), 5.04-5.13 ( 1 H, m), 5.63 (1H, br s), 7.19-7.24 (2H, m), 7.44-7.47 (2H, m).

The synthetic route of 24358-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; MURATA, Tetsuya; HATAZAWA, Mamoru; BRUeCHNER, Peter; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; ATAKA, Masashi; SHIBUYA, Katsuhiko; GOeRGENS, Ulrich; WO2011/51455; (2011); A1;,
Bromide – Wikipedia,
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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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., category: bromides-buliding-blocks

To a stirred suspension of 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (801 mg, 3.76 mmol), tert-butyl 4-[4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]tetrahydro- 1 (2H)-pyrazinecarboxylate (2.19 g, 5.64 mmol), and [1 ,1′-bis(diphenylph?sphino)- ferrocene]dichloro palladium(ll)-complex with dichloromethane (275 mg, 0.38 mmol) in degassed DME (25 mL) was added aqueous Na2CO3 solution (2 M, 5.6 mL). The reaction was heated (80 0C) for 17 h and then cooled to rt. The mixture was filtered through a pad of Celite using ethyl acetate to rinse. The filtrate was washed with water (75 mL), dried (Na2SO4), and concentrated. The crude material was purified by ISCO chromatography using a gradient of 50 to 75% ethyl acetate in hexanes to afford 1.22 g (74%) of the desired product as an off-white solid, which contained trace impurities. 1H NMR (300 MHz, DMSO-de) delta 7.94-7.88 (m, 2 H), 7.86 (s, 1 H), 7.65 (br s, 2 H), 7.03-6.97 (m, 1 H), 6.94 (d, 1H), 6.89 (d, 1 H), 3.51-3.42 (m, 4 H), 3.19-3.11 (m, 4 H), 1.42 (s, 9 H); ES-MS m/z 395.1 [M+H]+, HPLC RT (min) 2.52.

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/56170; (2007); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 1: 7-(3,6-Dihydro-2H-pyran-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (from Aldrich, 0.64 g, 3.01 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 0.500 g, 2.35 mmol) and N,N-diisopropylethylamine (1.2 mL, 7.0 mmol) in 1,4-dioxane (6 mL) and water (0.32 mL) was stirred together and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (100 mg, 0.24 mmol) was added. The reaction mixture was then sealed and heated at 120 C. for 4 h, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (168.5 mg, 33%). LCMS calcd for C11H13N4O (M+H)+: m/z=217.1. Found: 217.1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
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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 69321-60-4 as follows. Application In Synthesis of 2,6-Dibromotoluene

Example 22 5′-[(te/f-butoxycarbonyl-ethyl-amino)-methyl]-4′-methyl-[2,3′]bipyridinyl-4-carboxylic acid methyl esterStep 1 : 2,6-Dibromotoluene (9.8 g, 39 mmol) in THF (300 ml.) was stirred under N2 and was then cooled to -100 0C (ether/liquid N2). n-BuLi (16.4 mL, 41 mmol, 2.5 M in hexane) was then added drop wise and after stirring for 5 minutes DMF (4.5 mL, 58.6 mmol) was added. The reaction was stirred for a further 20 minutes and then for an hour at -78 0C. The reaction was quenched with saturated aqueous NH4CI and allowed to warm up to room temperature. The reaction was diluted with water and the pH adjusted to pH 7-8 with sat. aqueous NaHCO3. The mixture was evaporated in vacuo to remove the THF, and the product was then extracted with Et2O (x3). The combined organic layers were washed with brine and dried (MgSO4). The product was filtered and evaporated on vacuo to give delta-bromo^-methyl-pyridine-S-carbaldehyde as a colourless solid which was used without further purification.

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Bromide – Wikipedia,
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Related Products of 1435-52-5, 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. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 25 Preparation of (3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane [0269] n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added to a stirred solution of 1,4-dibromo-2-fluorobenzene (2.0 g, 7.9 mmol, 1.0 equiv) in tetrahydrofuran (26 mL) at ?78° C. The resulting bright yellow solution was stirred at ?78° C. for 15 minutes. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.8 mL, 8.7 mmol, 1.1 equiv) was added and the resulting pale yellow solution was stirred at ?78° C. for 30 m. A 2.5 M solution of n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added and the resulting yellow/brown solution was stirred at ?78° C. for 15 m. Chlorotrimethylsilane (2.2 mL, 17 mmol, 2.2 equiv) was added and the resulting pale yellow solution was allowed to slowly warm to 23° C., by allowing the dry ice/acetone bath to melt, and stirred for 18 h. The reaction mixture was diluted with water (150 mL) and extracted with dichloromethane (2×100 mL). The combined organic layers were dried (magnesium sulfate), gravity filtered, and concentrated by rotary evaporation to afford the title compound as a pale yellow powder (2.3 g, 99percent): IR (thin film) 3058 (w), 2981 (s), 2932 (m), 1615 (m) cm?1; 1H NMR (400 MHz, CDCl3) delta 7.72 (dd, J=7.5, 6 Hz, 1H), 7.26 (m, 1H), 7.16 (d, J=7.5 Hz, 1H), 1.34 (s, 12H), 0.23 (s, 9H).

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, 1,4-Dibromo-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; ECKELBARGER, Joseph D.; Epp, Jeffrey B.; Fischer, Lindsey G.; Giampietro, Natalie C.; Irvine, Nicholas M.; Kister, Jeremy; Lo, William C.; Lowe, Christian T.; Petkus, Jeffrey; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; Yerkes, Carla N.; US2014/274696; (2014); A1;,
Bromide – Wikipedia,
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