Bromides-buliding-blocks

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. 100189-84-2, name is 2,5-Dibromo-1,3-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 2,5-Dibromo-1,3-dimethylbenzene

Step 2: synthesis of (E)-3-(4-bromo-3,5-dimethylphenyl)acrylonitrile (compound lb) Compound lb [0250] To a solution of 2,5-dibromo-l ,3-dimethylbenzene (2640 mg, 10 mmol, Oakwood Products, Inc. – 018507) in anhydrous acetonitrile (25 mL) was added palladium(II) acetate (1 12 mg, 0.5 mmol), acrylonitrile (531 mg, 10 mmol), tri(o-tolyl)phosphine (131 mg, 0.5 mmol) and triethylamine (4 mL, 30 mmol) then the mixture was purged with argon and heated at 1 10 C for 2 hours. The reaction mixture was filtered through Celite and the filter pad was washed with tetrahydrofuran (10 mL). The filtrate was evaporated then re-dissolved with ethyl acetate (50 mL). The solution was washed with water (50 mL). The water layer was back extracted with ethyl acetate (50 mL). The combined organics were washed with brine (30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure to give a crude residue. This was subjected to silica gel chromatography (gradient from 0-20% ethyl acetate in wo-hexanes) to afford the crude product which was treated in sonic bath with hexane (10 mL) for 10 minutes. The product precipitated out of solution and was collected by filtration. The solids were washed with cold hexane to afford compound lb. NMR (400 MHz, CDC13) 6 7.25 (d, J= 16.6 Hz, 1H), 7.12 (s, 2H), 5.84 (d, J = 16.6 Hz, 1H), 2.42 (s, 6H). LCMS (m/z) no MS signal, Tr = 2.78 min (LCMS method 2).

According to the analysis of related databases, 100189-84-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY OF THE AS CR, V.V.I.; JANSA, Petr; SIMON, Tetr; LANSDON, Eric; HU, Yunfeng, Eric; BASZCZYNSKI, Ondrejj; DEJMEK, Milan; MACKMAN, Richard, L.; (185 pag.)WO2016/105564; (2016); A1;,
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Related Products of 33786-90-2,Some common heterocyclic compound, 33786-90-2, name is 5-Bromobenzene-1,3-diamine, molecular formula is C6H7BrN2, 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.

A round bottom flask was charged 5-bromo-1 ,3-diaminobenzene (3.7 g, 19.8 mmol) and suspended in water (20 ml_). Di-ferf-butyl dicarbonate (9.50 g, 43.56 mmol) was added causing heating and effervescence. The reaction mixture was further diluted with water (80 ml_) then heated at 70 ¡ãC for 5 h. On cooling to room temperature, water (100 ml_) was added, the precipitate collected by filtration and thoroughly washed with water. The solid residue was extracted into dichloromethane (100 ml_), dried over magnesium sulphate, filtered and concentrated to dryness to give the title compound as a pale yellow solid (7.4 g, 96percent). LCMS [M+Na]+ = 411.0.

The synthetic route of 33786-90-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VECTUS BIOSYSTEMS LIMITED; DUGGAN, Karen Annette; (120 pag.)WO2018/18091; (2018); 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7Br

To a solution of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (132 mg, 0.72 mmol) in THF (1.5 ml) was added dropwise n-BuLi (2.5 M in n-hexane) (0.29 ml, 0.72 mmol) at -78C under N2. The reaction mixture was stirred at -78C for 30 min. 4-(Benzyloxy)-3-bromo-5-methylbenzaldehyde (200 mg, 0.66 mmol) in THF (0.5 ml) was added dropwise at -78C. The reaction mixture was stirred at -78 C for 1 h. Saturated NH4CI (aq) was added and the mixture was extracted with EA thrice. The combined extracts were washed with water, saturated brine and dried over anhydrous Na2S04, then concentrated and purified by chromatography on silica gel (1 :3 EA/PE) to yield (4-(benzyloxy)-3- bromo-5-methylphenyl)(1,2-dihydrocyclobutabenzen-4-yl)methanol as a yellow oil.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); 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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H7BrO

180 g (728 mmol) of 1-bromo-dibenzofuran are dissolved in 1500 ml_ of dried THF and cooled to -78¡ã C. At this temperature, 305 ml_ (764 mmol / 2.5 M in hexane) of n-butyl lithium is added within about 5 min to the mixture, which is then stirred during 2,5 hours at -78 ¡ã C. At this (0155) temperature, 151 g (1456 mmol) of trimethyl borate is added as quickly as possible to the mixture and the reaction mixture is allowed to slowly warm to room temperature (about 18h). The reaction solution is washed with water and the precipitated solid and the organic phase are dried with toluene. The crude product is extracted out of toluene/methylene chloride at about 40¡ã C. Yield: 146 g (690 mmol), 95percent of theory.

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 50548-45-3.

Reference:
Patent; MERCK PATENT GMBH; PARHAM, Amir, Hossain; GROSSMANN, Tobias; KROEBER, Jonas, Valentin; (98 pag.)WO2017/71791; (2017); A1;,
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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. 69321-60-4, name is 2,6-Dibromotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 69321-60-4

32.1) 2-(3-Bromo-2-methyl-phenyl)-pyridine (intermediate 101): A solution of i-PrMgCI (27.49 ml_, 2M in THF, 55 mmol.) was added dropwise to commercially available 1 ,3-dibromo-2-methyl-benzene ( 12.5 g, 50 mmol) at RT under argon and then heated at 65C for 1.5 h. The mixture was added via syringe to a suspension of dry ZnCb (6.83 g, 50 mmol.) in dry THF (20 ml) and cooled to 00C under argon. The resulting suspension was stirred at RT for 30 min. Then 2-bromo-pyridine (4.78 ml, 50 mmol.) and PdCI2*dppf (2.03 g) were added and the mixture was refluxed for 2 h. The reaction mixture was then quenched by the addition of a 5% solution of citric acid (200 ml) and extracted with ethyl acetate (2x 250ml). The combined organic layers were consecutively washed with a 5% solution of citric acid (150ml) and brine (150 ml), dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was chromatographed on silica gel. Yield: 7.7 g, 78 %.

The synthetic route of 69321-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; WO2009/103440; (2009); A1;,
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Reference of 38573-88-5, 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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 1TERT-BUTYL 3-(2,3-DIFLUOROPHENYL)-3-HYDROXYAZETIDINE-1 – CARBOXYLATE 0 To a solution of 1 -bromo-2,3-difluorobenzene (2.48 g, 12.86 mmol) in dry diethylether (40 ml) at -780C was added dropwise n-butyllithium (2.5 M in hexane, 5.1 ml, 12.86 mmol). The mixture was stirred for 30 min after which a solution of 1 -Boc- azetidone (2.0 g, 1 1 .69 mmol) in dry diethyl ether (20 mL) was added dropwise. The resulting mixture was stirred at -780C for 30 min and then brought to ambient 5 temperature and stirred for 1 h. Aqueous saturated ammonium chloride (50 mL) was added and the mixture was extracted with ethyl acetate (2×50 ml). The combined organic phase was dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by flash column chromatography on silica gel (ethylacetate/isooctane 1 : 1 ) to give the title compound Yield: 1 .89 g. MS m/z (rel.0 intensity, 70 eV) 285 (M+, 1 ), 156 (68), 141 (40), 127 (63), 57 (bp).

The synthetic route of 1-Bromo-2,3-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NSAB, FILIAL AF NEUROSEARCH SWEDEN AB, SVERIGE; SONESSON, Clas; SWANSON, Lars; PETTERSSON, Fredrik; WO2010/58020; (2010); 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. 34699-28-0, name is 1-(4-Bromophenyl)-1,2,2-triphenylethylene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 34699-28-0

A mixture of 1-(4-bromophenyl)-1,2,2-triphenylethylene (4.0 g,9.8 mmol), bis(pinacolato)diboron (3.7 g, 14.6 mmol), CH3COOK (4.8 g, 48.8 mmol) and 1,1′-bis(diphenylphosphino)ferrocenepalladium dichloride (214 mg, 0.3 mmol) in 1,4-dioxane (100 mL) was refluxed for 24 h under nitrogen. After cooling to room temperature, the mixture was poured into water and extracted with CH2Cl2 (3 20 mL). The organic phase was collected and washed with water (3 x 20 mL) and dried with anhydrous Na2SO4. Thesolvent was removed under vacuum, and then the residue was purified by column chromatography with petroleum ether (PE)/CH2Cl2 (4:1) as an eluent to give compound 3 (3.6 g, yield: 79%) as a green solid. 1H NMR (400 MHz, CDCl3), delta: 7.54 (d, J = 8.0 Hz, 2H),7.09-7.01 (m, 17H), 1.32 (s, 12H).

According to the analysis of related databases, 34699-28-0, the application of this compound in the production field has become more and more popular.

Reference:
Conference Paper; Wang, Yafei; Liu, Wanhui; Qu, Zuoming; Tan, Hua; Liu, Yu; Xie, Guohua; Zhu, Weiguo; Dyes and Pigments; vol. 143; (2017); p. 173 – 182;,
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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. 1003-99-2, name is 2-Bromo-5-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Bromo-5-fluoroaniline

Dissolve 2-bromo-5-fluoroaniline (25g, 131 mmol) in methyldisulfide (220 mL) and heat to 75 ¡ãC under nitrogen. Add isoamyl nitrite (46 mL, 342 mmol) dropwise via an addition funnel trough a reflux condenser (-1 drop/sec). Large exotherm may occur if addition is too fast. After addition is complete heat the reaction to 95 ¡ãC for 1 hour and cool to room temperature and concentrate in vacuo. Purify residue twice via silica gel chromatography eluting with hexanes to yield 22 g of 1-bromo-4-fluoro-2-methylsulfanyl- benzene (76percent). Dissolve l-bromo-4-fluoro-2-methylsulfanyl-benzene (22 g, 99.6 mmol) in dry THF (500 mL) and cool to-78 ¡ãC under nitrogen. Add butyl lithium (2. 5M in hexanes, 48 mL, 120 mmol) slowly and stir for 10 minutes after complete addition. Add trimethyl borate (22 mL, 200 mmol) and warm to room temperature. Pour into 0.1 M NaOH and extract with ether. Acidify the aqueous layer to pH 2 with concentrated HC1. Extract with ether, rry the organic layer with sodium sulfate, filter and concentrate in vacuo to yield 15.4 g (83percent) of the title compound.

The synthetic route of 1003-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/73204; (2005); A1;,
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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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 399-94-0

2,5-difluorobromobenzene (15.05g, 78mmol) was dissolved in dry toluene (50mL) under nitrogen, and the ice salt bath was cooled to below -10 C. Isopropylmagnesium chloride/lithium chloride tetrahydrofuran solution was added dropwise. (66 mL, 1.3 mol/L), kept stirring at about -10 C for 1 hour.1D (10 g, 39 mmol) was dissolved in dry tetrahydrofuran (100 mL).Add dropwise to the above reaction solution, keep the temperature below -10 C, add,The reaction was carried out for 4 hours at room temperature. Lower the temperature below -10 C,Saturated ammonium chloride solution (40 mL) was added dropwise and stirred for 10 minutes.Adjust the pH to 5-6 with a 3 mol/L hydrochloric acid solution, and let stand for stratification.The aqueous phase was extracted with methyl tert-butyl ether (50 mL¡Á2) and the organic phases were combined.Wash with a saturated sodium chloride solution (30 mL ¡Á 2), and dry over anhydrous sodium sulfate.Filtration, concentration, column chromatography (petroleum ether / ethyl acetate (v / v) = 50:1-8:1),A pale yellow solid 1E (10.1 g, yield 83.5%) was obtained.

The synthetic route of 399-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Feng Jianchuan; Peng Fei; Chen Qingping; (45 pag.)CN105085530; (2019); B;,
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Related Products of 630-17-1, 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 630-17-1 as follows.

Preparation of 4-(3,5-dimethoxy-4-(neopentyloxy)benzyl)-7-ethoxyisoquinolin-8-ol hydrochloride 39 3,5-Dimethoxy-4-(neopentyloxy)benzaldehvde EMC 380484-Hydroxy-3,5-dimethoxybenzaldehyde (500 mg, 2.74 mmol) was dissolved in DMF (7.5 ml_) and CS2CO3 (894 mg, 2.74 mmol) and neopentyl bromide (456 mg, 3.02 mmol) were added at RT and the reaction was heated at 150C for 10 min under microwave irradiation. After cooling to RT, the reaction mixture was poured into water (75 ml_) and extracted by Et2O (50 ml_). The separated organic layer was washed with water (2×50 ml_), brine (50 ml_), dried over MgSO4, filtered and dried overnight under reduced pressure to give 3,5-dimethoxy-4-(neopentyloxy)benzaldehyde EMC 38048 (274 mg, 40% yield) as yellow oil. EMC 38048MW: 252.31 ; Yield: 40%; Yellow oil.1H-NMR (CDCIs, delta): 1 .05 (s, 9H, 3xCH3), 3.72 (s, 2H, OCH2), 3.90 (s, 6H, 2xOCH3), 7.12 (s, 2H, 2xArH), 9.85 (s, 1 H, CHO).13C-NMR (CDCIs, delta): 26.4 (3xC), 32.6, 56.4 (2xC), 83.7, 107.2 (2xC), 131 .3, 144.2, 153.8, 191 .2.MS-ESI m/z (% rel. Int.): 253 ([MH+], 20), 183 (100).HPLC: Method A, XBridge column, detection UV 254 nm, RT = 6.36 min, peak area 99.9%.

According to the analysis of related databases, 630-17-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EXONHIT S.A.; LEBLOND, Bertrand; TAVERNE, Thierry; BEAUSOLEIL, Eric; CHAUVIGNAC, Cedric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent; WO2011/151423; (2011); A1;,
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