Month: August 2021

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 61326-44-1 as follows. Recommanded Product: 1,1,2,2-Tetrakis(4-bromophenyl)ethene

A mixture of tetrakis(4-bromophenyl)ethene(0.65 g, 1.0 mmol), bis(pinacolato)diboron (1.50 g, 6.0 mmol), 1,10 -bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethanecomplex (Pd(dppf)Cl2CH2Cl2) (0.041 g, 0.05 mmol), and potassiumacetate (KOAc) (1.60 g, 16.0 mmol) in 30 mL degassed 1,2-dimethoxyethane (DME) was heated to 100 C for 12 h under N2. Aftercooling down, the solvent was removed in vacuum, and the residue wassubjected to chromatography on a silica gel column using chloroform aseluent. Repeated column chromatography and the following recrystallizationfrom chloroform and methanol afforded the target white compoundTMDB-TPE (0.63 g, yield 75.0%). 1H NMR (400 MHz, CDCl3-d):7.50 (d, 8H, J 8.00 Hz), 6.99 (d, 8H, J 8.00 Hz), 1.32 (s, 48H).MALDI-TOF MS: an isotopic cluster peaking at m/z 836.4, Calcd. forC50H64B4O8, [M] 836.5. Anal. Calcd. for C50H64B4O80.4CHCl3: C,68.47; H, 7.34. Found: C, 68.43; H, 7.18.

According to the analysis of related databases, 61326-44-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zheng, Yingting; Wang, Hailong; Jiang, Jianzhuang; Dyes and Pigments; vol. 173; (2020);,
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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,5-difluorobenzene

Concentrated sulfuric acid (57 mL) was cooled inan ice bath, and 69% nitric acid (25.5 g, 279 mmol) was added dropwise over 25minutes to prepare a mixed acid. To this mixed acid, under ice-cooling, dichloroethane(125mL) solution of 2-bromo-1,4-difluoro-benzene (50g, 254mmol) was droppedslowly over a period of 1.5 hours. After completion of the dropwise addition,the reaction solution was further stirred for 2 hours at room temperature.After completion of the reaction, the reaction solution was added in portionsto ice-water (500 g), then extracted with ether (300mL × 2). The organic layerwas washed successively with water (300mL), saturated aqueous sodium hydrogencarbonate solution (300mL), saturated brine (300mL), and then dried overanhydrous magnesium sulfate, and the solvent was evaporated under reducedpressure. The resulting crude product was purified by silica gel chromatography(hexane: chloroform = 4/1) to give a pale yellow solid of 1-bromo-2,5-difluoro-4-nitrobenzene(56 g, yield: 93% ).

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 399-94-0.

Reference:
Patent; SAGAMI CHEMICAL RESEARCH INSTITUTE; KAKEN PHARMACEUTICAL COMPANY LIMITED; KOBAYASHI, OSAMU; TAKATSUNA, REIKO; NIIKURA, NAOKO; MATSUKAWA, TOMOKO; NAKAMURA, SHINJI; HIRAI, KENJI; KOCHI, SHINICHIRO; KAWANISHI, NAOKI; YAMADA, OSAMU; (75 pag.)JP2016/56157; (2016); A;,
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Synthetic Route of 7073-94-1, A common heterocyclic compound, 7073-94-1, name is 1-Bromo-2-isopropylbenzene, molecular formula is C9H11Br, 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: A suspension of dihydroisoquinolinone 8 (2.0 mmol), aryl/heteroaryl bromide (3.0 mmol), palladium acetate (0.2 mmol) and BINAP (0.2 mmol) in dioxane (10.0 mL) was degassed with argon. Then sodium tert-butoxide (3.0 mmol) was added. The reaction mixture was heated at 100 C under argon for 1 h, and then it was cooled to room temperature, quenched with ammonium chloride, and extracted with EtOAc. The organic extract was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The crude material obtained was purified by silica-gel flash column chromatography to give the desired dihydroisoquinolinone 9.

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; Hu, Min; Guzzo, Peter R.; Zha, Congxiang; Nacro, Kassoum; Yang, Yuh-Lin; Hassler, Carla; Liu, Shuang; Tetrahedron Letters; vol. 53; 7; (2012); p. 846 – 848;,
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Reference of 2862-39-7, These common heterocyclic compound, 2862-39-7, name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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.

Methyl4-[(2-cyclopentyl-6-methyl-5-oxo-2,6,9,11-tetrazabicyclo[5.4.0]undeca-8,10,12-trien-10-yl)amino]-3-hydroxy-benzoate (Intermediate 73; 63 mg, 0.15 mmol) was dissolved in DMA (2 mL) and treated sequentially with potassium carbonate powder (fine mesh; 106 mg, 0.79 mmol) and dimethylaminoethyl bromide hydrobromide (ASDI; 61 mg, 0.26 mmol). The reaction mixture was heated to 100 C., with stirring for 1 hour and allowed to cool overnight, before pouring into water (40 ml). The mixture was extracted with DCM (2×30 ml) and the organic extracts washed with brine, dried over magnesium sulphate, filtered and evaporated to give a brown liquid which was taken up in methanol and poured onto an SCX-3 cartridge (2 g). The cartridge was washed with methanol (30 ml) before eluting products with 2M ammonia/methanol (20 ml). The ammoniacal wash was evaporated to give the title compound as a brown gum (41 mg, 57%)MS m/z 483.4 [M+H]+, Retention Time 2.41 minutes.

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

Reference:
Patent; ASTRAZENECA AB; US2008/9482; (2008); 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. 10269-01-9, name is (3-Bromophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H8BrN

General procedure: 4.2 General procedure to oxazoles from chalcone and benzylic amine: Under O2, a mixture of chalcone (0.2 mmol), benzylamine (0.4 mmol), CuBr2 (20 mol%), pyridine (0.4 mmol), K2CO3 (0.1 mmol), and LiBr (0.5 mmol) in dry toluene (2 mL) was refluxed at 110 C for 11 h. After the completion of the reaction, as monitored by TLC, the solvent was concentrated under vacuum and the residue was purified by flash column chromatography through silica gel (300-400 mesh) with petroleum ether/EtOAc as eluant to give the desired product.

According to the analysis of related databases, 10269-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Dongfang; Yu, Jintao; Cheng, Jiang; Tetrahedron; vol. 70; 6; (2014); p. 1149 – 1153;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 38573-88-5, A common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, molecular formula is C6H3BrF2, 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 52 6-(2,3-Difluorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 152, structure 4 of Scheme II, where R1 =2,3-difluorophenyl) This compound was prepared according to General Method 2 (EXAMPLE 9) from Compound 9 (28.7 mg, 0.09 mmol) and 1-bromo-2,3-difluorobenzene (10 muL, 0.09 mmol, Aldrich). The crude product was isolated and purified by silica gel chromatography (75 mL silica, 5percent ethyl acetate/hexane) to afford 16 mg (62percent) of Compound 152. Data for Compound 152: 1 H NMR (400 MHz, acetone-d6) 7.21 (m, 5H); 6.57 (d, J=8.3, 1 H); 5.37 (s, 1H); 1.99 (s, 3H); 1.28 (s, 6H).

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;,
Bromide – Wikipedia,
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17247-58-4, name is (Bromomethyl)cyclobutane, 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. COA of Formula: C5H9Br

4-(4,455-tetramethyl-1 3,2-dioxaborolan-2-yl)-1H-pyrazole (2.00 g, 10.3 mmol), (bromomethyl)cyclobutane (3.5 ml, 31 mmol) and potassium carbonate (5.70 g, 41 .2 mmol) were stirred in N,N-dimethylacetamide (16 ml) overnight at 80C. The mixture was concentrated under reduced pressure, the residue was dissolved with ethyl acetate, and the resulting solution was washed three times with water. The combined organic layers were dried over a silicone filter and concentrated under reduced pressure to give 2.40 g (90 % purity, 80 % yield) of the title compound. LC-MS (Method 2): Rt = 1 .21 min; MS (ESIpos): m/z = 263 [M+H]+ 1H-NMR (400MHz, DMSO-d6): _ [ppm]= 1.24 (s, 12H), 1 .67 – 1 .99 (m, 6H), 2.67 – 2.77 1H), 4.12 (d, 2H), 7.55 (s, 1H), 7.90 (d, 1H).

The synthetic route of 17247-58-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
Bromide – Wikipedia,
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Related Products of 2635-13-4,Some common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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 vigorously stirred solution of 5-bromobenzo[d][1,3]dioxole(1 equiv, 8 g, 4.82 mL, 39.8 mmol) and silver trifluoroacetate (1.1 equiv, 9.67 g, 43.8 mmol) in DCM (100 mL) at 20 C was added dropwise over 1 h a solution of iodine (1.1 equiv, 11.1 g, 43.8 mmol) in a mixture of DCM (200 mL) and diethylether (100 mL). The mixture was then allowed back to room temperature and stirred overnight. The reaction mixture was quenched with a 10% (w/w) solution of sodium thiosulfate, the phases were separated and the aqueous phase was extracted with diethylether. The combined organic phases were washed with a saturated NaHCO3 solution, brine, and dried over sodium sulfate. The solvent was removed under reduced pressure and the crude product was recrystallized from methanol yielding 6-bromo-5-iodobenzo[d][1,3]dioxole (11.1 g,33.9 mmol, 85%). 1H NMR (CDCl3, 400 MHz): 7.24 (s, 1H), 7.08 (s, 1H), 5.99 (s, 2H)ppm. 13C NMR (CDCl3, 101 MHz): d149.1, 147.9, 120.7, 119.1, 112.7,102.3, 89.3 ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromobenzo[d][1,3]dioxole, its application will become more common.

Reference:
Article; Dherbassy, Quentin; Wencel-Delord, Joanna; Colobert, Francoise; Tetrahedron; vol. 72; 34; (2016); p. 5238 – 5245;,
Bromide – Wikipedia,
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Related Products of 33786-90-2, 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. 33786-90-2, name is 5-Bromobenzene-1,3-diamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a mixture of 5-substituted-2,4-dichloropyrimidines 1a-j (1.00g, 5.52mmol) and benzene-1, 3-diamines 2a-j (0.59g, 5.52mmol) was dissolved in n-butanol (10mL) and DIPEA (1.42g, 11.04mmol) was added and the reaction mixture was stirred at room temperature. The reaction was continued until complete consumption of starting material, monitored by TLC, for 2?8h. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc. Organic layer was washed with water, dried over Na2SO4 and evaporated to dryness. The residue was purified by flash column chromatography (SiO2, Hexanes/EtOAc) to afford the compounds 3a-j.

The chemical industry reduces the impact on the environment during synthesis 5-Bromobenzene-1,3-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Addepalli, Yesu; Yang, Xiaohong; Zhou, Minghui; Reddy, D. Prabhakar; Zhang, Shao-Lin; Wang, Zhen; He, Yun; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 214 – 225;,
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Synthetic Route of 937046-98-5,Some common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

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 TMSC1 (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 CH2C12 and H20 (100 mL, 1 :1). The organic layer was separated and washed with H20 (50 mL). The organic layer was then dried over anhydrous MgSC>4, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with0-50% 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 synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; MACKMAN, Richard, L.; PARRISH, Jay, P.; RAY, Adrian, S.; THEODORE, Dorothy, Agnes; WO2012/12776; (2012); A1;,
Bromide – Wikipedia,
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