Tag: M.W=200-300

Related Products 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.

(0104) Firstly, 18.96 g (0.08 mol) of Compound 1 (5-Bromo-2,2-difluorobenzodioxol), 1.52 g (0.008 mol) of CuI, 26.88 g (0.48 mol) of KOH, 200 mL of polyethylene glycol (PEG 400), and 50 mL of water were added into a reaction bottle. Then, the mixture in the reaction bottle was heated to reflux under nitrogen for 48 hours. After the reaction completed, an extraction was performed by using ethyl acetate (EA)/sodium chloride aqueous solution. The organic phase of the extraction solution was collected and concentrated. A column chromatography was performed by using hexane/EA (hexane: EA=8:2) as a mobile phase. The mobile phase after column chromatography was concentrated by the rotary concentrator, and Compound 2 (light yellow liquid) was obtained. The reaction is as follows:

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

Reference:
Patent; DAXIN MATERIALS CORPORATION; LO, CHIH-YUAN; LIU, HSIN-CHENG; LAN, GUO-YU; WANG, CHUN-CHIH; (27 pag.)US2016/222295; (2016); A1;,
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Application of 1786-36-3,Some common heterocyclic compound, 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene, molecular formula is C8H8BrF, 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.

Accordingly, using the Formula-XXVII bicyclo compound wherein -Ct H2t represents alkylene substituted with one or 2 fluoro, for example the bicyclo compound prepared by the procedures of Preparation 1 and Example 1 from (2-bromo-1-fluoroethyl)benzene, (5-bromo-4-fluoropentyl)benzene, or (6-bromo-5,5-difluorohexyl)benzene there are obtained compounds corresponding to the products of Example 3 wherein -Ct H 2t – represents alkylene substituted with one or 2 fluoro. Accordingly, using the Formula-XXVII bicyclo compounds wherein (T)s on the phenyl ring is alkyl of one to 4 carbon atoms, inclusive, fluoro, chloro, trifluoromethyl, or OR9 wherein R9 is hydrogen, alkyl of one tp 4 carbon atoms, inclusive, or tetrahydropyranyl, and s is one, 2, or 3, for example Formula-XXVII bicyclo compounds wherein (T)s is 2-methyl, 2,4,6-trimethyl,2-chloro,3-trifluoromethyl, or 3,4-dimethoxy, there are obtained compounds corresponding to the products of Example 3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromo-1-fluoroethyl)benzene, its application will become more common.

Reference:
Patent; The Upjohn Company; US3987087; (1976); A;,
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Electric Literature of 876-53-9, 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 876-53-9 as follows.

EXAMPLE II Preparation of 1,3-bis(2,2-dibromoethyl)adamantane. A solution of 147 g (0.5 mol) of 1,3-dibromoadamantane and 300 ml (3 mol) of vinyl bromide in 250 ml of methylene chloride was stirred and cooled to -20 C. in an ice-methanol bath and then 25 g (0.094 mol) of aluminum bromide was added portionwise over 1 h. The mixture was stirred for 2 h. during which time the temperature was allowed to rise to ambient. The solution was washed with 100 ml of water, 250 ml of concentrated aqueous hydrochloric acid, and 100 ml of water, drived (MgSO4) and evaporated to give 292 g of an oil. This material contained 1,3-bis(2,2-dibromoethyl)-adamantane and polyvinyl bromide, and was used without further purification.

According to the analysis of related databases, 876-53-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baum; Kurt; Archibald; Thomas G.; US4849565; (1989); A;,
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73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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. Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
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Electric Literature of 89359-54-6,Some common heterocyclic compound, 89359-54-6, name is 9-Bromo-1-nonene, molecular formula is C9H17Br, 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 1 This example illustrates the synthesis of several compounds that are used as intermediates for the synthesis of other compounds. 1-(8,9-Oxidononyl)-3,7-dimethylxanthine was synthesised as follows: A mixture of theobromine (17.64 g, 98 mmol) and sodium hydride (2.35 g, 98 mmol) in dimethylsulfoxide (250 ml) was stirred for 15 minutes. 9-Bromo-1-nonene (20.0 g, 98 mmol) was added and stirring continued for 3 days. The reaction mixture was poured into water (300 ml) and extracted with dichloromethane (4*200 ml). The combined organic layers were washed with saturated aqueous sodium chloride solution (2*150 ml), dried over sodium sulfate, and the solvents evaporated under vacuum. The residue was crystallized (dichloromethane-ether) to give 1-(8-nonenyl)-3,7-dimethylxanthine (24.34 g, 99% yield) as white crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 9-Bromo-1-nonene, its application will become more common.

Reference:
Patent; Cell Therapeutics, Inc.; US5641783; (1997); A;,
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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. 67567-26-4, name is 4-Bromo-2,6-difluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrF2N

Compound 121 : 4-(9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9- tetrahydro-5H-pyrimido[4,5-b][l,4]diazepin-2-ylamino)-3-fluoro-5-methoxybenzoic acid; [0581] 5-Bromo-l,3-difluoro-2-nitrobenzene: To a mixture of acetic acid (30 mL), 30% H2O2 (20 mL) and concentrated sulfuric acid (1 mL) was added l-bromo-2,6- difluoroaniline (5 g, 24 mmol) in acetic acid (10 mL) dropwise at 85 0C. The reaction mixture was heated for 1 h. It was then cooled down, diluted to water and extracted with ethyl acetate. The organic layer was dried and concentrated to a red residue, which was purified by flash column (EtOAc in Hexane 2-5%) to give the product as yellow solid (2.7 g, 47%). 1H NMR (400 MHz, CHLOROFORM-J) delta ppm 7.33 (m, 2 H).

According to the analysis of related databases, 67567-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/42711; (2009); A1;,
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Related Products of 142808-15-9, These common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, 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.

Place 4-bromo-2-fluorotrifluorotoluene (29.2 g, 120 mmol, 1 eq.) In a dropping funnel and set aside. Diisopropylamine (14.6g, 144mmol, 1.2eq.) And 220ml of tetrahydrofuran were added to the reaction flask, cooled to -78 C, and n-butyllithium (52.8ml, 132mmol, 1.1eq.) Was added dropwise under the protection of nitrogen. After the dropwise addition, the mixture was stirred at 25 C for 1 hour. Recool to -78 C and add 4-bromo-2-fluorotrifluorotoluene dropwise. After the dropwise addition, the mixture was stirred at -78 C for 2 hours. Iodomethane (18.7g, 132mmol, 1.1eq.) Was added dropwise, and the temperature was gradually raised to 25 C for 16 hours.[0058]After the reaction was completed, it was cooled in an ice water bath, and 150 ml of saturated ammonium chloride solution was added dropwise for quenching. It was extracted with ethyl acetate, and the organic phase was concentrated to obtain 26.8 g of yellow oily 1-bromo-3-fluoro-2-methyl-4- (trifluoromethyl) benzene in 87% yield. Used directly in the next step.

Statistics shows that 4-Bromo-2-fluorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 142808-15-9.

Reference:
Patent; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Shi Hongliang; Dai Hongsheng; Zhang Jun; (6 pag.)CN110885290; (2020); A;,
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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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 58971-11-2

Intermediate (iv)N-[2-(3-Bromo-phenyl)-ethyl]-4-methyl-benzenesulfonamideTsCI (1 1 g, 57.5 mmol, 1 .15 eq.) was dissolved in DCM (150 ml_) and cooled to 0C. To this solution was added a solution of 3-bromo-phenethyamine (10 g, 50 mmol) in DCM (50 ml_), followed by Et3N (18 ml_). The solution was stirred at r.t. overnight when TLC (5% MeOH in DCM) showed that the reaction was complete. LCMS: t=4.158, MS 354/356. 3 g of polymer-supported-amine was added, stirred for 1 h at r.t. The solution was filtered through a Celite pad, rinsed with DCM and the solvent was evaporated to dryness, re-dissolved in DCM (100 mL) and water (20 mL). The two layers were separated, and the aqueous layer was extracted with DCM (20 mLx2). The combined DCM extracts were washed with 1 N H3PO4 (2 x 20 mL) and sodium bicarbonate (20 mL), and brine (15 mL x 2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo. The crude product was purified on a silica gel column, eluted with DCM (TLC: DCM) to get 17.89 g (100%) of the title compound as a off-white solid, on standing.TLC (DCM): 0.7Rf.LCMS: RT = 3.72 minutes, MS: 356 (M+H).

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 58971-11-2.

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143155; (2011); A1;,
Bromide – Wikipedia,
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These common heterocyclic compound, 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, 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. category: bromides-buliding-blocks

General procedure: Amine (0.25 mmol), and bromide (0.25 mmol) were taken up in acetonitrile (0.3 mL) in a conical vial equipped with a stirrer bar. Potassium carbonate (0.5 mmol) was added followed by potassium iodide (10 mol%) if required. The vial was sealed with a screwcap and the reaction was stirred at 40 C until thin layer chromatography (TLC) indicated complete consumption of the starting materials. A precipitate was formed during the reaction which was removed by filtration and the filtrate concentrated under reduced pressure. The residue was purified by flash column chromatography and sent to the Netherlands Cancer Institute (NKI) for biological testing.

The synthetic route of 1-(4-Bromophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H.N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2626 – 2631;,
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Synthetic Route of 73918-56-6, These common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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.

General procedure: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

Statistics shows that 2-(4-Bromophenyl)ethanamine is playing an increasingly important role. we look forward to future research findings about 73918-56-6.

Reference:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
Bromide – Wikipedia,
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