Category: bromides-buliding-blocks

These common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, 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. Product Details of 103273-01-4

Example 7; N-{4-[7-tert-Butyl-5-(6-methoxy-2-oxo-1,2-dihydro-pyridin-3-yl)-quinoxalin-2-yl]-3-chloro-phenyl}-methanesulfonamide (I-12); step 1-; A microwave vial was charged with 58 (587 mg, 2.57 mmol), 5-fluoro-2-methoxy-pyridin-3-ylboronic acid (59, 660 mg, 3.86 mmol), Pd(PPh3)4 (148 mg, 0.12 mmol), Na2CO3 (818 mg, 7.8 mmol) and MeOH (0.7 mL)/DCM (3.5 mL), sealed and irradiated in a microwave synthesizer at 115 C. for 2 h. The reaction mixture was cooled to RT and diluted with EtOAc. The organic layer was washed with water, dried (MgSO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient to afford 460 mg (65%) of 60 as a brown oil.

The synthetic route of 2-Bromo-4-(tert-butyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; de Vicente Fidalgo, Javier; Li, Jim; Schoenfeld, Ryan Craig; Talamas, Francisco Xavier; Taygerly, Joshua Paul Gergely; US2010/311760; (2010); A1;,
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Related Products of 61613-22-7, These common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, 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.

10 g (42 mmol) of 2-bromo-N-phenylaniline and 150 ml of tetrahydrofuran were added to a reaction container, and the mixture was cooled to -78 C. using dry ice, After 3.323 g (52 mmol) of n-butyllithium was slowly dropwise added thereto, the resulting solution was stirred for 1 hour. 9.4 g (52 mmol) of 9H-fluorene-9-one was dissolved in 50 ml of tetrahydrofuran, and slowly dropwise added to the reaction container. After the reaction was completed, the solvent was evaporated and the resulting residue was thoroughly dried. 100 ml of acetic acid:hydrochloric acid (1:10 v/v) was added thereto, thereby obtaining 11.9 g (89%) of Intermediate I-16-1,

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Samsung SDI Co., Ltd.; JEON, Soonok; KIM, Sangmo; KIM, Hyungjun; CHUNG, Yeonsook; JUNG, Yongsik; CHAE, Miyoung; HUH, Dalho; KIM, Joonghyuk; IHN, Sooghang; (87 pag.)US2017/5275; (2017); A1;,
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Related Products of 201138-91-2, 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. 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The 80g (245 mmole) of 4,6-dibromo-dibenzofuran been dissolved by heating in a dry flask 500ml of dry THF. The reaction mixture was cooled to -78 . At this temperature was slowly added dropwise 57ml of n-phenyl lithiumDibutyl ether (115 mmol) of 1.9M solution. The batch was stirred for another hour at -73 deg.] C. Then 65g of 2-chloro-4,6-diphenyl-1,3,5-triazine (245 mmol) was dissolved in 150ml of THF and added dropwise at -70 deg.] C. When the addition was complete, the reaction mixture was slowly warmed to room temperature and stirred at room temperature overnight, quenched with water and then evaporated in a rotary evaporator, during which a white solid precipitated. The batch was then cooled to room temperature, filtered off by suction and has precipitated solid was rinsed with methanol. The yield was 40g (84 mmole), corresponding to 34% of the theoretical.

The synthetic route of 4,6-Dibromodibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; Parham, Amir Hossain; Martynova, Irina; Jatsch, Anja; Eberle, Thomas; Kroeber, Jonas Valentin; Pflumm, Christof; (94 pag.)CN105636959; (2016); A;,
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Electric Literature of 2270-59-9, These common heterocyclic compound, 2270-59-9, name is 5-Bromo-2-methylpent-2-ene, 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: Freshly activated and dried magnesium turnings (1.38 equiv relative to aldehyde) were weighed into a flame-dried round bottom flask equipped with a stir bar. The flask was purged with nitrogen, cooled to 0 C, and diethyl ether dispensed (to approximate concentration 0.6 mmol/mL). Seventy microliters 1,2-dibromoethane were added to activate the magnesium and stirred for 15 minutes. At 0 C, 5-bromo-2-methyl-2-pentene (1.25 equiv relative to aldehyde) was added dropwise to the stirring magnesium turnings and stirred for 2 hours (consumption of magnesium observed). After formation of the Grignard reagent, the necessary aldehyde (freshly distilled to ensure purity), in diethyl ether, was added to the reaction mixture dropwise at 0 C and stirred for 18 hours. The reaction was quenched with concentrated NH4Cl solution dropwise and diluted with DI water and diethyl ether. The organic layer was separated and aqueous layer extracted three times with diethyl ether in a separatory funnel. The combined organics were washed with brine, dried with anhydrous MgSO4, filtered, and concentrated to afford a crude oil, which was taken on to the next step without further purification

The synthetic route of 2270-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gesmundo, Nathan J.; Nicewicz, David A.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 1272 – 1281;,
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Electric Literature of 90868-92-1,Some common heterocyclic compound, 90868-92-1, name is (4-Bromophenyl)(cyclopropyl)methanamine, molecular formula is C10H12BrN, 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.

Triphosgene (1.31 g) was added at once to a vigorously stirred mixture ofNaHCO3 (2.14 g) in water (50 ml.) and (4-bromo-phenyl)-cyclopropyl-methylamine (2.50 g) in dichloromethane (50 ml.) chilled in an ice bath. The cooling bath was removed and the mixture was stirred at room temperature for another 30 min. Then the organic phase was separated and dried (MgSO4) and the solvent was evaporated to afford the isocyanate as an oil that was directly submitted to the next reaction step. Yield: 2.88 g (quantitative); Mass spectrum (ESI ): m/z = 250/252 (Br) [M-H]”.

The synthetic route of 90868-92-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; WO2010/139673; (2010); A1;,
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These common heterocyclic compound, 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, 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: 38573-88-5

Example 33 [0128] (4-(2-(2, 3-DIFLUOROPHENYL) ETHYNYL)-1-BOC-PYRROL-2-YL) (PYRROLIDIN-1- yl) methanone. A mixture of (4-ethynyl)-1-BOC-pyrrol-2-yl) (pyrrolidin-1-yl) methanone (4 g, 13. 88 mmol), 2, 3-DIFLUORO-1-BROMOBENZENE (4 g, 20.8 mmol), PDCL2PPH2 (0.97 g, 1. 38 mmol) and Cul (0.53 g, 2.76 mmol in trietylamine (40 ML) was stirred at room temperature for 4 hr. The solid was filtered and washed with ethyl acetate (100 mL). The filtrate was washed with 2N HC1 (3x 100 mL), brine (100 mL) and water (100 mL). The organic layer was dried and concentrated under reduced pressure. The crude product was purified by Biotage HPFC system (40-65percent EtOAC/Hexane) to afford title as a dark brown oil (1.35 g, 24percent).

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

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; LI, Pan; TOMLINSON, Ronald, C.; WO2005/16920; (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. 1073-06-9, name is 1-Bromo-3-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H4BrF

To a solution of diisopropylamine (76 niL, 0.4 mol) in dry THF (664 mL) and n-hexane (220 mL) is added 2.5 M /?-BuLi (160 mL. 0.4 mol) dropwise at -780C during a period of 1 h. The mixture is stirred for 1 h at -780C. Then a solution of 1- bromo-3-fiuoro-benzene (69 g, 0.4 mol) in dry THF (300 mL) at -780C is added to the above mixture dropwise. After stirring for an additional 1 h at -780C, the mixture is added a solution of iodine (101 g, 0.4 mol) in dry THF (400 mL) dropwise at – 780C. The temperature is raised from -780C to rt during 2 h. After stirring for 18 h at rt, the mixture is concentrated in vacuo to give crude product (120 g) which is distilled under reduced pressure to afford l-bromo-3-fluoro-2-iodobenzene (110 g). 1H NMR (400MHz, DMSO): 7.24-7.19 (t, IH), 7.38-7.32 (m, IH), 7.55-7.53 (d, IH).

The synthetic route of 1073-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); 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. 2924-09-6, name is 5-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H5BrFN

A solution of sodium nitrate (0.49g, 0.007mM) in water [(1.] [5ML)] was added drop wise to a vigorously stirred heterogeneous solution of [5-BROMO-2FLUOROANILINE] (1.4g) in concentrated HC (aq) (3. [5ML)] over a 30 minutes period at 0C. Tin [(II)] chloride [DIHYDRATE] (4. 5g, 0.02mM) in concentrated [HC .] (aq) (3. 5ml) was added drop wise to the above solution over a period of 30 minutes. After the addition, the solution was allowed to stir at [0C] for one hour. The reaction solution was basified (pH>7) by slowly adding a solution of 50% aqueous NaOH to the reaction mixture. The water layer was washed with diethyl ether (3x). The organic layers were combined, dried [(MGS04),] and concentrated. The resultant solid was thoroughly washed with hexanes. The undissolved solid was captured on filter and further washed with hexanes to afford [0.] [81 G] (54% yield) of the desired product as an off- white solid. NMR [(CHC13)] [8] 5.45 (bs, 1H) ; 6.80-6. 86 (m, 2H); 7.25-7. 28 [(M,] 1H). [[0085]] See, McKittrick, B. et al. , J. Heterocyclic Chem. 27,2151 (1990), hereby incorporated by reference.

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 2924-09-6.

Reference:
Patent; WYETH; VIROPHARMA INCORPORATED; WO2003/99824; (2003); A1;,
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Synthetic Route of 138526-69-9, 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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

After adding iodine (10.0 mg, 40.0 mumol) to a tetrahydrofuran solution (190 ml) of magnesium (5.76 g, 237 mmol), 3,4,5-trifluorobromobenzene (50.0 g, 237 mmol) was added at room temperature Was slowly added dropwise.After stirring at the same temperature for 30 minutes, a tetrahydrofuran solution (160 ml) of iodine (66.1 g, 261 mmol) was added at 0 C., and the mixture was stirred at room temperature for 2 hours.The reaction mixture was poured into ice water, neutralized with concentrated hydrochloric acid, and extracted with hexane. The extract was washed with saturated aqueous sodium thiosulfate solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The concentrate was purified by silica gel column chromatography (eluent: ethyl acetate / n-hexane = 1/10) to give the title compound as a yellow oil (yield 45.0 g, yield 70%).

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-Bromo-3,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hokko Chemical Industry Co., Ltd.; Suzuki, Jun; Wakabayashi, Jin; Murakami, Hideyuki; Onoue, Shinji; (19 pag.)JP2016/84348; (2016); A;,
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Reference of 7051-34-5, 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. 7051-34-5, name is (Bromomethyl)cyclopropane, This compound has unique chemical properties. The synthetic route is as follows.

Dissolve M1 in THF Join K2CO3, bromomethyl cyclopropane stirring, the reaction solution was heated to reflux for 14 h. The reaction solution was cooled to room temperature, filtered, the solvent was distilled off under reduced pressure, and the residue was dissolved with dilute NaOH. The mixture was extracted with CH2Cl2, and the organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. 3-cyclopropylmethoxy-4-difluoromethoxy benzaldehyde M2.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guizhou Xinbang Pharmaceutical Co., Ltd.; Zhang Guanfu; (28 pag.)CN102964297; (2018); B;,
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