Tag: M.W=200-300

These common heterocyclic compound, 89359-54-6, name is 9-Bromo-1-nonene, 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. SDS of cas: 89359-54-6

10470] To a flame dried 500 mE RB flask, freshly activated Mg turnings (9 g) were added and the flask was equipped with a magnetic stir bar, an addition thnnel and a reflux condenser. This set-up was degassed and flushed with argon and 100 mE of anhydrous ether was added to the flask via syringe. The bromide 3 (51.3 g, 250 mmol) was dissolved in anhydrous ether (100 mE) and added to the addition thnnel. About 5 mE of this ether solution was added to the Mg turnings while stirring vigorously. An exothermic reaction was noticed (to confirmlaccelerate the Grignard reagent formation, 5 mg of iodine was added and immediate decolorization was observed confirming the formation of the Grignard reagent) and the ether started refluxing. The rest of the solution of the bromide was added dropwise while keeping the reaction under gentle reflux by cooling the flask in watet Afier the completion of the addition the reaction mixture was kept at 35C. for 1 hour and then cooled in ice bath. Ethyl formate (9 g, 121 mmol) was dissolved in anhydrous ether (100 mE) and transferred to the addition thnnel and added dropwise to the reaction mixture with stirring. An exothermic reaction was observed and the reaction mixture started refluxing. After the initiation of the reaction the rest of the ethereal solution of formate was quickly added as a stream and the reaction mixture was stirred for a further period of 1 h at ambient temperature. The reaction was quenched by adding 10 mE of acetone dropwise followed by ice cold water (60 mE). The reaction mixture was treated with aq. H2S04 (10% by volume, 300 mE) until the solution became homogeneous and the layers were separated. The aq. phase was extracted with ether (2×200 mE). The combined ether layers were dried (Na2 SO4) and concentrated to afford the crude product which was purified by colunm (silica gel, 0-10% ether in hexanes) chromatography. The product fractions were evaporated to provide the pure product 11 as a white solid (30.6 g, 90%). ?H NMR (400 MHz, CDC13) oe 7.26 (s, 1H), 5.81 (ddt, J=16.9, 10.2, 6.7 Hz, 8H), 5.04-4.88 (m, 16H), 3.57 (dd, J=7.6, 3.3 Hz, 4H), 2.04 (q, J=6.9 Hz, 16H), 1.59(s, 1H), 1.45 (d,J=7.5 Hz, 8H), 1.43-1.12 (m, 94H), 0.88 (t, J=6.8 Hz, 2H). ?3C NMR (101 MHz, cdcl3) oe 139.40, 114.33, 77.54, 77.22, 76.90, 72.21,37.70,34.00,29.86,29.67,29.29,29.12,25.85.

The synthetic route of 9-Bromo-1-nonene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALNYLAM PHARMACEUTICALS, INC.; MANOHARAN, Muthiah; MAIER, Martin; JAYARAMAN, Muthusamy; MATSUDA, Shigeo; NAIR, Jayaprakash K.; RAJEEV, Kallanthottathil G.; AKINC, Akin; BAILLIE, Thomas A.; (104 pag.)US2016/9637; (2016); A1;,
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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. 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H11Br2N

To a solution of tert-butyl 4-oxo-3- (2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)- 1 -phenyl1,3,8-triazaspiro[4.5]decane-8-carboxylate (100 mg, 213 imol, example 17, intermediate b) inACN (1 mL) were added 2-bromo-N,N-dimethylethanamine hydrobromide (59.4 mg, 255 imol; CAS RN 2862-39-7) and cesium carbonate (208 mg, 638 imol) and the suspension was heated at 90C in a sealed tube for 16 hours. After cooling down, the reaction mixture was filtered over a microfilter. The filtrate was treated with silica gel and evaporated. The compound was purified by silica gel chromatography on a 4 g column using an MPLC (ISCO) system eluting with agradient of DCM : MeOH (100 : 0 to 90: 10) to get the title compound as a light brown gum (0.024 g; 20.8%). MS (ESI): mlz = 542.3 [M+H].

The synthetic route of 2862-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BUETTELMANN, Bernd; KOCER, Buelent; KUHN, Bernd; PRUNOTTO, Marco; RICHTER, Hans; RITTER, Martin; RUDOLPH, Markus; SATZ, Alexander Lee; (204 pag.)WO2017/5583; (2017); A1;,
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Application of 129316-09-2, 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. 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : Benzyl(3-bromo-5-tert-butylphenyl)sulfane (P21a)1,3-Dibromo-5-te?-butylbenzene (2.89 g, 10 mmol) in dioxane (160 mL) was stirred under Ar. Then DIPEA (3.09 mL, 16 mmol), Xantphos (0.28 g, 0.48 mmol) and Pd2(dba)3 (0.24 g, 0.24 mmol) were added and the reaction was heated to 100C. Phenyl-methanethiol (0.94 mL, 8 mmol) was slowly added and the reaction was stirred for 6 h, quenched by the addition of H20 (15 mL) and extracted with EA (3 x). The combined organic layers were washed with water, dried over Na2S04, filtered, evaporated and purified by CC to afford compound P21a (1.7 g, 72%).

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

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
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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. 392-83-6, name is 2-Bromobenzotrifluoride, A new synthetic method of this compound is introduced below., Formula: C7H4BrF3

General procedure: A DMF solution (8mL) of the o-substituted aryl iodide (0.36mmol), the o-bromobenzyl alcohol (0.36mmol) and norbornene (34mg, 0.36mmol) was added under nitrogen to a Schlenck-type flask, containing Pd(OAc)2 (4mg, 0.018mmol), the phosphine (0.036mmol), when required, and K2CO3 (124mg, 0.90mmol) or CsOPiv (211mg, 0.90). The reaction mixture was stirred at 105C for 24h. After cooling to room temperature the organic layer was diluted with EtOAc (20mL), washed twice with water (20mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the resulting residue was purified by flash chromatography on silica gel using mixtures of hexane-EtOAc as eluent.

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:
Article; Della Ca, Nicola; Fontana, Marco; Xu, Di; Cremaschi, Mirko; Lucentini, Riccardo; Zhou, Zhi-Ming; Catellani, Marta; Motti, Elena; Tetrahedron; vol. 71; 37; (2015); p. 6389 – 6401;,
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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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H5BrN4

To a solution of Intermediate B (195 mg, 0.91 mmol) in THF at -78 0C under N2 was added dropwise n-butyllithium (1.46 ml, 3.66 mmol). The reaction mixture was stirred for 15 min and then gaseous ethylene oxide was bubbled into the reaction mixture for 5 min. The diy-ice bath was removed and warmed up to rt. Analytical HPLC found a new peak and then the reaction was quenched with 2 ml saturated aq NH4Cl followed by addition of 10 ml EtOAc and H2O (2ml). The organic phase was collected and washed with brine and dried over Na2SO4 and evaporated to crude as yellow oil. The crude was dissolved in 5 ml 10%MeOH/CH2Cl2 and 4 ml silica gel was added and then solvent evaporated. The crude in the silica gel was loaded on an MPLC column and was eluted with a gradient 0 – 10%MeOH in CH2Cl2 to give 20 mg of the desired product. ; MS [M+H]+ = 178.9; LCMS RT = 1.1 min

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

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2007/64931; (2007); A2;,
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Adding a certain compound to certain chemical reactions, such as: 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, belongs to bromides-buliding-blocks compound, 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 2862-39-7, Application In Synthesis of 2-Bromo-N,N-dimethylethanamine hydrobromide

(A) (cis)-3-(Hydroxy)-1-[2-(dimethylamino)ethyl]-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one A vigorously stirred suspension of 7.0 g (0.020 mol) of (cis)-7-(trifluoromethyl)-1,3,4,5-tetrahydro-3-hydroxy-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (see Example 28, part E) in 140 ml of dichloromethane (500 ml recovery flask fitted with magnetic stirrer) was treated with 25 ml of water, followed by 13.3 g (0.042 mol) of pulverized barium hydroxide and 0.8 g of benzyltrimethylammonium chloride. A solution of 10.5 g (0.045 mol) of 2-dimethylaminoethyl bromide hydrobromide in 12 ml of water was then added portionwise. The flask was stoppered and the mixture was vigorously stirred at room temperature and stirring was continued overnight. Some solids were filtered off, washed with dichloromethane, and the layers in the filtrate separated. The dichloromethane layer was washed with water (2*75 ml), then shaken with 750 ml of water containing 42 ml of N hydrochloric acid. A stubborn emulsion was encountered at this point. Some dichloromethane was drawn off but then the mixture was extracted with 600 ml of ether. The aqueous phase was layered over with 250 ml of ethyl acetate, basified with 56 ml of N sodium hydroxide, shaken, and separated. The aqueous phase was extracted with ethyl acetate (three times 150 ml), the combined organic layers washed with brine (100 ml), dried (magnesium sulfate), and the solvent evaporated to give a colorless solid which was pump-dried; yield 7.87 g; melting point 136-138 C. TLC:Rf 0.42 (90:10 dichloromethane-methanol).

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Reference:
Patent; E. R. Squibb & Sons, Inc.; US4748239; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 33070-32-5, These common heterocyclic compound, 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, 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.

EXAMPLE 89E 2.2-difluoro-1,3-benzodioxol-5-ylboronic acid A solution of 5-bromo-2,2-difluorobenzodioxole (1.18 g, 4.97 mmol) in anhydrous diethyl ether (8 mL) at -78 C. was treated with 2.5M n-BuLi in hexane (2.4 mL, 5.97 mmol), stirred for 1 hour, and treated with triisopropyl borate (1.5 mL, 6.46 mmol). The mixture was slowly warmed to room temperature and stirred for about 18 hours. The reaction was quenched with saturated NH4Cl/10% HCl and extracted with ethyl acetate. The combined extracts were dried (MgSO4), filtered, and concentrated. The concentrate was used directly without further purification. 1H NMR (CD3OD) delta 7.26-7.11 (m, 3H).

Statistics shows that 5-Bromo-2,2-difluorobenzodioxole is playing an increasingly important role. we look forward to future research findings about 33070-32-5.

Reference:
Patent; Claiborne, Akiyo K.; Gwaltney, II, Stephen L.; Hasvold, Lisa A.; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Rockway, Todd W.; Sham, Hing L.; Sullivan, Gerard M.; Tong, Yunsong; Wang, Gary; Wang, Le; Wang, Xilu; Wang, Wei-Bo; US2002/115640; (2002); A1;,
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bromide – Wiktionary

Electric Literature of 103273-01-4, A common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, molecular formula is C10H14BrN, 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 mixture of 2-bromo-4- tert-butylaniline (Compound 1-1, 16.8 g, 74 mmol) and CuCN (13.29 g, 148 mmol) in a 250 mL round-bottom flask was added NMP (N-methylpyrrolidone, 100 mL) . The mixture was heated to reflux under nitrogen until TLC analysis showed full conversion of the starting material. The mixture was cooled to room temperature and the solvent was removed under vacuum. To the residue was added aq. NH40H at 0 C. Ethyl acetate was used for extraction (three times) . The combined organic phase was dried over anhydrous MgSC>4, filtered, and evaporated under vacuum. The residue was purified by flash chromatography (ethyl acetate : hexanes = 1:10) to provide the aminobenzonitrile Compound 1-2 as a yellow solid (10.8 g, 84% yield) . 1H NMR (400 MHz, CDC13) delta 7.39- 7.33 (m, 2H) , 6.70 (d, J = 8.4 Hz, 1H) , 4.32 (br, 2H, NH2), 1.25 (s, 9H) ; 13C NMR (100 MHz, CDC13) delta 147.48, 141.15, 131.77, 128.56, 118.22, 115.32, 95.63, 34.02, 31.21. HRMS (ESI-TOF) m/z Calcd for C11H15N2+ [M+H] + 175.1230, found 175.1235.

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; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; (107 pag.)WO2016/123361; (2016); A1;,
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Related Products of 1559-88-2, A common heterocyclic compound, 1559-88-2, name is 3-Bromo-1,2,4,5-tetrafluorobenzene, molecular formula is C6HBrF4, 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.

EXAMPLE 15 Air inside a reaction vessel of the same type as the one used in Example 1 was replaced with a nitrogen gas in a satisfactory manner, after which 20 ml of a t-butyl methyl ether solution containing 0.0199 mol of suspended n-propyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.0183 mol of 1-bromo-2,3,5,6-tetrafluorobenzene was charged to the dropping funnel as the fluoroaryl halide. Then, 1-bromo-2,3,5,6-tetrafluorobenzene in the dropping funnel was dropped to the reaction vessel over 20 minutes at room temperature, and the reaction solution was stirred for 4 hours at room temperature. Consequently, 2,3,5,6-tetrafluorophenyl magnesium bromide was obtained in the form of a colorless t-butyl methyl ether solution.

The synthetic route of 1559-88-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Shokubai Co., Ltd.; US6235222; (2001); B1;,
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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, A new synthetic method of this compound is introduced below., Recommanded Product: 33070-32-5

Step 1: (S)-Methyl2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) propanoate To a 25 mL RBF was added zinc powder (1.03 g, 15.8 mmol) and iodine (0.0161 g, 0.0633 mmol). The mixture was heated with a heat gun for 5 minutes and the resulting mixture was then flushed with nitrogen 3 times and allowed to cool to rt. A solution of (R)-methyl2-(tert-butoxycarbonyl)-3-iodopropanoate (3.47 g, 10.5 mmol) in 5 mL of DMF was added dropwise to the mixture over 3 minutes and the resulting grey slurry was stirred at 0 C. for 20 minutes before being warmed to rt. After stirring at rt for 30 minutes, 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (2.50 g, 10.5 mmol), Pd2(dba)3 (0.193 g, 0.211 mmol) and S(Phos) (0.346 g, 0.844 mmol) were added and the reaction mixture was heated to 40 C. for 2 hours. The resulting mixture was cooled to rt and partitioned between ethyl acetate (50 mL) and a solution of ~9:1 saturated ammonium chloride/ammonium hydroxide pH=9 (250 mL). The aqueous layer was extracted with ethyl acetate (3*100 mL) and the combined organic layers were washed with water, brine, and dried over sodium sulfate. Concentration of the filtered solvents and purification of resulting crude material by silica gel chromatography provided (S)-methyl 2-(tert-butoxycarbonyl)-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)propanoate (1.89 g, 49.9% yield) as a slightly brown oil.

The synthetic route of 33070-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US2010/120774; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary