Bromides-buliding-blocks

1435-51-4, Adding some certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 1435-51-4.

General procedure: 2-Ethylhexyl 3-((3-bromo-5-fluorophenyl)thio)propanoate was synthesised according to general procedures GP12 – from 1 ,3-dibromo-5-fluorobenzene (1 .0 g, 3.94 mmol), Pd2(dba)3 (90 mg, 2.5 mol%), Xanthphos (0.1 14 g, 5 mol%), 2-ethylhexyl-3-mercaptopropionate (0.860 g, 3.94 mmol), DIPEA (1 .36 ml, 7.82 mmol) and toluene (20 ml); 1 10 C, 6 h. Chromatographic purification (8% EtOAc in hexane) afforded a yellow solid (1 .50 g, 97%). NMR (400 MHz, DMSO-c/6) delta 7.38-7.37 (m, 1 H), 7.35 (d, J = 2.0 Hz, 1 H), 7.27-7.24 (m, 1 H), 3.94 (d, J = 5.4 Hz, 2H), 3.26 (t, J = 6.8 Hz, 2H), 2.65 (t, J = 5.6 Hz, 2H), 1 .53-1 .50 (m, 1 H), 1 .33- 1 .25 (m, 8H), 0.87-0.80 (m, 6H). LCMS (ESI, -ve) m/z 388.9 (M-H)”. General procedures GP12 00690] Condition A – a mixture of bromide GP12_1 , Pd2(dba)3 (5 mol%), Xantphos (10 mol%), RSH (1 .0-1 .2 equiv.), NaO’Bu (1 .0-1 .2 equiv.) and ‘BuOH/toluene (1 :5) was degassed with argon and then stirred at 100 C for 16 h. After cooling to rt, the suspension was filtered through celite, washed with DCM and the solvent was removed under reduced pressure. Alternatively, the mixture was centrifuged at 2500 RPM for 5 minutes. The solution was decanted and concentrated under reduced pressure. The crude was purified by chromatography to afford sulfide GP12_2. [00691] Condition B – same as condition A, with DIPEA used instead of NaO’Bu and toluene used instead of ‘BuOH/toluene.

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 1435-51-4.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; SPRINGER, Caroline; MARAIS, Richard; NICULESCU-DUVAZ, Dan; LEUNG, Leo; SMITHEN, Deborah; CALLENS, Cedric; TANG, Haoran; (403 pag.)WO2017/141049; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, 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 955959-84-9. 955959-84-9

474 mg (1.00 mmol) of Intermediate (F), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145¡ãC while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 537 mg (yield of 75percent) of Compound3 as a target compound. LC-Mass (calculated: 716.26 g/mol, found: M+1 = 717 g/mol)

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 4-(4-Bromophenyl)dibenzo[b,d]furan.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

28342-75-8, Adding a certain compound to certain chemical reactions, such as: 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, 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 28342-75-8.

To a solution of 1,5-dibromo-2, 4-difluorobenzene (Nucleosides, Nucleotides nucleic Acid, 201 (1 and2), 11-40 (2001) ) (8.8 g, 32.4 mmol) in diethylether (60 ml), 1.6 M n-BuLi in hexane (24.3 ml, 1.2 eq) was added at-78 C under N2 atmosphere. After stirring the reaction mixture at-78 C for 30 min, N-methyl-N- (methyloxy) acetamide (5.0 g, 1.5 eq) was dropped into to quench the reaction. The reaction mixture was stirred at the same temperature for further 30 min. After added acetic acid ( (5.2 ml), water (78 ml), the reaction mixture was extracted with diethylether. The obtained organic phase was washed by 0.2 N HCI aqueous, water, saturated NaHC03 aqueous and saturated NaCI aqueous, and dried over MgS04. After removing the solvent under reduced pressure, the residue was purified by Silica gel chromatography (n-Hexane/EtOAc = 49/1). Desired compound was obtained as pale yellow oil (4.94 g, 65percent).

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, 1,5-Dibromo-2,4-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/85227; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 58971-11-2, name is 3-Bromophenethylamine, 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 58971-11-2, 58971-11-2

3-fluoro-2- [5- (4-fluorophenyl) -1 H-pyrazol-3-yl] benzoic acid (0.057 g)In N, N-dimethylformamide (1.5 mL) was added2- (3-bromophenyl) ethylamine (0.038 g), 1-hydroxybenzotriazole monohydrate (0.035 g),1-Ethyl-3- (3-dimethylaminopropyl) carbodimiDehydrochloride (0.044 g) and triethylamine (0.058 g), and the mixture was stirred overnight at room temperature. Water was added to the reaction mixture, and the crude product was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate / methanol)N- [2- (3-bromophenyl) ethyl] -3-fluoro-2- [5- (4-fluorophenyl) -1 H-pyrazol-3-yl] benzamide (0.052 g).The product (0.052 g) In n-propanol (1.5 mL) was addedN-methylpyrrolidone (0.5 mL), triethylamine (0.033 g), 1,1′-bis (diphenylphosphino) ferrocene (0.006 g) and 1,1′-bis (diphenylphosphino) ferrocene palladium (II ) Dichloride dichloromethane adduct (0.009 g), and the mixture was stirred under a carbon monoxide atmosphere at 100 C. for 13 hours. After cooling the reaction mixture to room temperature, hydrochloric acid (1 mol / L) was added. The crude product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over sodium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatographyPurification by fee (elution solvent: ethyl acetate / n-hexane)3- (2- {3-fluoro-2- [5- (4-fluorophenyl) -1 H-pyrazol-3-yl] benzoylamino} ethyl)Benzoic acid propyl ester (0.026 g).An aqueous solution of sodium hydroxide (2 mol / L, 0.5 mL) was added to a methanol (0.5 mL) solution of the product (0.026 g), and the mixture was stirred at 60 C. for 2 hours. After cooling the reaction mixture to room temperature, hydrochloric acid (2 mol / L, 0.5 mL) was added. The precipitate was collected by filtration to give the title compound (0.021 g). Structural formula, spectral data and purification conditions are shown in Table 112.

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, 3-Bromophenethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; Hirasawa, Hideaki; Tanada, Fumiya; Mutai, Yousuke; Fushimi, Nobuhiko; Kobayashi, Junichi; Kijima, Yoshiro; (267 pag.)JP2018/108988; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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. 327-51-5.

A solution of l,4-dibromo-2,5-difluorobenzene (640 mg, 2.35 mmol) in dry diethyl ether (10 mL) cooled in a dry ice-acetone bath was treated dropwise with 2.5 M n- butyllithium in hexanes (1.04 mL, 2.59 mmol). The solution was stirred at -78 C for 30 min, then was treated with a piece of dry ice. The cooling bath was removed after 5 min and the mixture was stirred for another 30 min while warming to room temperature. The mixture was diluted with EtOAc and water. The organic phase was separated and washed twice with saturated aqueous NaHCC . The combined aqueous phases were acidified with 1 M aqueous HCI, extracted twice with DCM, and the combined organic phases were dried and concentrated to give 4-bromo-2,5-difluorobenzoic acid as a white solid (297 mg, 53% yield).

The synthetic route of 1,4-Dibromo-2,5-difluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott Hunter; TEBBEN, Andrew J.; AHMAD, Saleem; (95 pag.)WO2016/65222; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 348-57-2, name is 1-Bromo-2,4-difluorobenzene, molecular formula is C6H3BrF2, 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. 348-57-2

A suspension of Mg turnings (3.47 g, 143 mmol) in THF (250 mL) was heatedto 35 ¡ãC under nitrogen. A portion of 1-bromo-2,4-difluorobenzene (1 mL, 8.85 mmol) wasadded to the reactor, and the resulting mixture was heated at 35 ¡ãC for 30 mm to initiate the reaction. The reaction mixture was cooled to 30 ¡ãC, and the remainder of 1-bromo-2,4- difluorobenzene (16.4 mL, 145.15 mmol) was added to the reactor at 28?32 ¡ãC over 30 mm. The reaction was stirred at 30 ¡ãC for 2 h, at which point complete consumption of Mg was observed. The reaction was cooled to less than 0 ¡ãC, and a solution of ethyl 2-(5-(4- cyanophenoxy)pyridin-2-yl)-2,2-difluoroacetate (IV) (35 g, 110 mmol) in THF (100 mL) was added at less than 5 ¡ãC over 30 mm. The reaction was stirred at 0 ¡ãC for 1 h and quenchedinto a 2 N HC1 solution (150 mL) at less than 10 ¡ãC (pH = 1?2). The reaction was stirred at20 ¡ãC for 18 h, at which point HPLC analysis indicated that there was still about 10percent of the hemiketal intermediate of Formula IVa remaining. It was further stirred at 30 ¡ãC for 5 h, at which point HPLC analysis indicated that the hemiketal intermediate was fully consumed. The layers were separated, and the aqueous layer was extracted with EtOAc (100 mL). Thecombined organic layers was washed with a sat. NaHCO3 solution (100 mL), dried over anhydrous Na2SO4, filtered, and concentrated to give a light tan solid (45.6 g). The solid was dissolved in EtOAc (60 mL) at 60 ¡ãC, and heptane (100 mL) was added. The mixture was seeded and stirred at 20 ¡ãC for 18 h to afford a suspension. The suspension was filtered and the solid was dried to afford the desired product as a white solid (25.5 g). The filtrate wasconcentrated and recrystallized from MTBE (50 mL) and heptane (100 mL) to give a light brown solid (14.1 g) after drying, affording a combined yield of 90percent. ?H NMR (400 MHz, CDC13) 8.37 (d, J = 2.7 Hz, 1H), 8.08 (td, J = 8.4, 6.4 Hz, 1H), 7.87 (d, J = 8.6 Hz, 1H), 7.75 ?7.66 (m, 2H), 7.54 (dd, J = 8.6, 2.8 Hz, 1H), 7.17 ? 7.08 (m, 2H), 7.01 (dddd, J = 8.6,7.6, 2.5, 0.9 Hz, 1H), 6.84 (ddd, J= 11.0, 8.6, 2.4 Hz, 1H); ESIMS m/z 387.0 ([M+Hj).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 348-57-2, its application will become more common.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YANG, Qiang; KNUEPPEL, Daniel; SULLENBERGER, Michael, T.; HAO, Yan; RYAN, Sarah; PATZNER, Jerod; WHITEKER, Gregory; (21 pag.)WO2017/87619; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

89359-54-6, A common compound: 89359-54-6, name is 9-Bromo-1-nonene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Synthesis of compound 19 ?CF2CF3 ^CF2CF3 19 A 5 ml flask was charged with alkene 6 (0.5 g, 2.44 mmol), thiol CF3CF2(CH2)3SH (0.47 g, 2.44 mmol), 2,2-dimethoxy-2-phenyl-acetophenone (12 mg, 0.05 mmol) and CHCI3 (1 .5 ml) and purged with nitrogen atmosphere. The mixture was stirred at room temperature and irradiated with UV black light for 3 h (lambda = 365-368 nm, 15W). The mixture was concentrated by evaporating the solvent. An oil was obtained (0.96 g, 192%).

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, 9-Bromo-1-nonene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CRYSTAL PHARMA, S.A.U.; PEREZ ENCABO, Alfonso; TURIEL HERNANDEZ, Jose Angel; GALLO NIETO, Francisco Javier; LORENTE BONDE-LARSEN, Antonio; GARCIA ESCUDERO, Luis Angel; WO2015/181116; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, A new synthetic method of this compound is introduced below.

Aluminum chloride (8.0 g, 60 mmol) was stirred in CH2Cl2 (200 mL), and acetyl chloride (8.5 mL, 120 mmol) was slowly added, producing a homogeneous solution. A solution of 3-bromo tert-butyl benzene (11 g, 50 mmol) in CH2Cl2 (20 mL) was slowly added, and the reaction was stirred at room temperature 16 h. After being diluted with CH2Cl2, the reaction was washed with water, saturated aqueous NaHCO3, and water. The organic solution was dried over Na2SO4 and concentrated under vacuum. Purification by silica gel chromatography (0percent-50percent CH2Cl2-hexanes) afforded 1-(4-tert-butyl-2-bromophenyl)ethanone (3.1 g, 24percent yield) as a light yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.61 (d, J=1.8 Hz, 1H), 7.46 (d, J=8.1 Hz, 1H), 7.37 (dd, J=8.1, 1.8 Hz, 1H), 2.63 (s, 3H), 1.32 (s, 9H) ppm.

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; Joshi, Pramod; Krenitsky, Paul; Gonzalez, Jesus; Wang, Jian; Wilson, Dean; Termin, Andreas; US2007/238733; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

A common heterocyclic compound, 53592-10-2, name is 2,4-Dibromo-1,1′-biphenyl, molecular formula is C12H8Br2, 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. 53592-10-2.

General procedure: 10.0 g (81.4 mmol) of pyridine-3-boronic acid (CAS No.: 1692-25-7), 29.2 g (81.4 mmol) of 2-bromo-3′-iodobiphenyl (CAS No.: 1776936-09-4) and 93 ml of an aqueous 2 M Na2CO3 solution (186 mmol) are suspended in 75 ml of ethanol and 120 ml of toluene. To this suspension is added 0.94 g (0.82 mmol) of tetrakis(triphenyl)phosphinepalladium(0). The reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is removed, filtered through silica gel, washed three times with 150 ml of water and then concentrated to dryness. After the crude product has been filtered through silica gel with heptane/ethyl acetate, 19 g (79%) of 3-(2′-bromobiphenyl-3-yl)pyridine are obtained.

The synthetic route of 2,4-Dibromo-1,1′-biphenyl has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; WIRGES, Christian; MUJICA-FERNAUD, Teresa; MONTENEGRO, Elvira; VOGES, Frank; MAIER-FLAIG, Florian; EBERLE, Thomas; (167 pag.)US2020/55822; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

A 1.6 M solution of nbutyllithium (1.7 mL, 2.72 mmol) was added to a solution of dicyclohexylamine (0.52 mL, 2.61 mmol) in toluene (10 mL). After stirring for 5 min, a mixture of cisltrans isomers of 4-methyl-cyclohexanecarboxylic acid methyl ester (342 mg, 2.19 mmol) was added. After stirring for 10 min, 1- bromo-3-teff-butyl-benzene (428 mg, 2.01 mmol) and bis (tri-tert- butylphosphine) palladium (0) (52 mg, 102//moi) was sequentially added. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 484 mg (84percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)- 4-methyl-cyclohexanecarboxylic acid methyl ester as a light yellow oil. 1H NMR (300 MHz, CDCI3) ; d 7.51 and 7.40 (t and m, J=1.9 Hz, 1H), 7.33- 7.13 (m, 3 H), 3.65 (s, 3 H), 2.62 (m, 2H), 1. 77-1. 02 (broad m, 7 H), 1.30 (s, 9H), 0.91 (d, J=6.5 Hz, 3 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary