Month: January 2021

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. 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., Product Details of 54962-75-3

A solution of l-allyl-4-methylpiperazine (2.12 g, 14.0 mmol) and 9-BBN (0.5 M in THF, 1.7 g, 28 mL, 14.0 mmol) was EPO heated at reflux for 3 h and then cooled to RT. The solution was added to a mixture of 3-bromo-5- (trifluoromethyl)aniline (3.Oo g, 12.5 ittmol) , potassium carbonate (8.64 g, 62.5 mmol) , PdCl2(PPh3J2-CH2Cl2 adduct (0.457 g, 0.6 mmol) , DMF (30 mL) and water(2 mL) . The mixtre was heated to 75C for 24. The mixture was concentrated, triturated with dichloromethane, and filtered. The filtrate was concentrated and the residue was purified via column chromatography on silica gel (gradient elution with 0-20% methanol-dichloromethane) to afford 3- (3- (4-methylpiperazin- 1-yl)propyl) -5- (trifluoromethyl)benzenamine as a brown oil. MS m/z = 302 [M+H]+. CaIc’d for C15H22F3N3: 301.

The synthetic route of 54962-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2006/44823; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 876-53-9,Some common heterocyclic compound, 876-53-9, name is 1,3-Dibromoadamantane, molecular formula is C10H14Br2, 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.

In a 250 ml round bottom flask, 1,3-dibromoadamantane (15 mmol), cuprous oxide (40 mmol), and DMAC (20 ml) were refluxed for 48 hours under an argon atmosphere.The obtained intermediate was cooled to room temperature, added to water, then filtered through a pad of Celite, and the filtrate was extracted with dichloromethane.The organic phase was then washed with water and the organic phase was dried over anhydrous magnesium sulfate.After filtering and evaporating the organic phase, the crude product was purified by silica gel column chromatography.The intermediate product H14-1 was obtained.

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

Reference:
Patent; Shanghai Tianma Organic Shine Display Co., Ltd.; Dai Wenpeng; Gao Wei; Niu Jinghua; Zhang Lei; Lu Yan; Deng Dongyang; (40 pag.)CN110156756; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 103-64-0, A common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

To a solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 60 mmol of the compound of the above formula (II), 8 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride,(TFA) 2), 15 mmol of organic ligand L1 and 80 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD), Then the mixture was warmed to 80 C with stirring, and the reaction was stirred at that temperature for 11 hours;After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedWashed with brine, and extracted with ethyl acetate 2-3 times, combined with organic phase,Dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography eluting with a 1: 2 by volume mixture of chloroform and petroleum ether to give the compound of the above formula (III) in a yield of 76.6%.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2,4-difluorobenzene

To a 0¡ã C. mixture of 1-bromo-2,4-difluorobenzene (20.0 g, 11.7 mL, 0.100 mol) and H2SO4 (76.8 mL) was added HNO3 (68.0 mL) over 45 min at such a rate that the internal temperature was <7¡ã C. The resulting mixture was stirred for 1 h at 0¡ã C., poured into ice water (400 mL), stirred vigorously for 2-3 min and extracted with CH2Cl2 (400 mL). The organic layers were washed with brine (1.x.500 mL), dried over Na2SO4, filtered and evaporated to give the product as a yellow oil (23.5 g, 95percent yield). 1H NMR (CDCl3) delta 8.39 (t, J=7.2 Hz, 1H), 7.14 (ddd, J=0.3, 7.8, 9.9 Hz, 1H). According to the analysis of related databases, 348-57-2, the application of this compound in the production field has become more and more popular. Reference:
Patent; H. Lundbeck A/S; US2006/79523; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2550-36-9, The chemical industry reduces the impact on the environment during synthesis 2550-36-9, name is (Bromomethyl)cyclohexane, I believe this compound will play a more active role in future production and life.

Synthesis of 9-(cyclohexylmethyl)-2-methoxy-6-methyl-9H-carbazole (Compound 42) Under argon atmosphere, a solution of 7-methoxy-3-methylcarbazole (Krahl et al., Organic & Biomolecular Chemistry 4:3215 (2006)) (600 mg, 2.84 mmol), bromomethylcyclohexane (635 muL, 4.55 mmol), and Cs2CO3 (1.8 g) in DMF (15 mL) was subjected to microwave irradiation at 140 C. for 1 h. The reaction mixture was cooled, diluted with ethyl acetate (150 mL), filtered, and extracted with diethyl ether. The organic layer was washed consecutively with concentrated sodium bicarbonate (150 mL*3), brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The obtained residue was purified by column chromatography on silica gel using heptanes/ethyl acetate in different proportions to afford the title compound as a brownish solid. Yield: 743 mg (85%), mp 136-137 C.

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, (Bromomethyl)cyclohexane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Diaz, Philippe; Diaz, Fanny; Petrov, Ravil Rashitovich; US2012/39804; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 59907-12-9, name is 1-Bromo-2-fluoro-3-methylbenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-fluoro-3-methylbenzene

General Procedure 2 – Sonogashira coupling of 2-ethynyl-6,7-dihydroindolizin- 8(5H)-one with aryl bromides[00225]A solution of 2-ethynyl-6,7-dihydroindolizin-8(5H)-one, an appropriate aryl bromide (1 .1 eq.) and TEA (4 eq.) in dry DMF (2.5 mL) is flushed with argon for 10 min. PdCl2(Ph3P)2 (0.05 eq.) and copper(l)iodide (0.01 eq.) are added, and the reaction mixture is heated at 90 C for 30 min under microwave conditions. After cooling down to room temperature the mixture is diluted with EtOAc (50 mL), washed with brine (3×50 mL), dried over Na2SO and concentrated in vacuo. Purification by preparative TLC (silica, 50% EtOAc/heptane) and co-evaporation with Et2O (2×2 mL) provides the final compound.Example 622-((2-Fluoro-3-methylphenyl)ethynyl)-6,7-dihydroindolizin-8(5H)-one[00294] According to General Procedure 2, 2-ethynyl-6,7-dihydroindolizin-8(5H)-one (150 mg, 0.942 mmol) is reacted with 1 -bromo-2-fluoro-3-methylbenzene (129 mu, 1 .04 mmol) to provide the title compound (45 mg, 18%) as a light yellow powder. 1H NMR (CDCIs), deltaEta: 2.28-2.34 (m, 5H), 2.62 (t, 2H), 4.13 (t, 2H), 6.96-7.31 (m, 5H). LC/MS (M+H)+ = 268

The synthetic route of 59907-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERZ PHARMA GmbH & CO. KGaA; ZEMRIBO, Ronalds; FOTINS, Juris; ABEL, Ulrich; KUBAS, Holger; MEYER, Udo; WOLTER, Falko Ernst; HECHENBERGER, Mirko; WO2012/172093; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 771583-12-1, name is 2-(Aminomethyl)-4-bromoaniline, 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. Quality Control of 2-(Aminomethyl)-4-bromoaniline

To dichloromethane (DCM) (3.5 L), 5-bromo-2-amino-benzylamine (137g, 0.5 mol) and triethylamine (TEA) (250 mL, 1.75 mol) were added at O0C on stirring. Then benzoyl chloride (55 mL, 0.45 mol) in DCM (500 mL) was added on stirring at such a rate to keep the temperature at 0-50C. The mixture was stirred for 3 hours at r.t.. Water (1 L) was added and the organic phase was separated, washed with water and dried. The solvent was evaporated and SOCl2 (100 mL) was added to the residue (147.5 g) suspended in toluene (1.5 L). The obtained suspension was heated at reflux for 72 hours. On cooling a precipitate was formed, it was filtered, washed with toluene and suspended in aqueous ammonia, the suspension was extracted with AcOEt. The combined organic phases were washed with water, dried and concentrated to afford the dihydroquinazoline derivative, as a light brown solid (93.8 g., 64% yield). The dihydroquinazoline was dissolved in DCM (2 L) and MnO2 (56.28 g) was added on stirring. The resulting suspension was stirred at r.t. for 18 hours. The suspension was filtered on celite, the cake was washed with DCM and the combined filtrate and washings were concentrated to afford the titled product as an amorphous solid, 85.54 g (60 % overall yield; 95% oxidation yield). Ci4H9BrN2; MW: 285.15; MS m/z: 286 (M+ 1). 1H-NMR (300 MHz, d6-DMSO) ppm: 7.58-7.61 (m, 3H), 8.02 (d, IH), 8.17 (dd, IH), 8.49-8.56(m, 3H), 9.70(s, IH).

The synthetic route of 2-(Aminomethyl)-4-bromoaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROTTAPHARM S.P.A.; WO2009/152868; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 33070-32-5, name is 5-Bromo-2,2-difluorobenzodioxole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 33070-32-5

Example 35A ethyl 4-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)butanoate To a solution of 5-bromo-2,2-difluorobenzo[d][1,3]dioxole (9.9 g, 41.8 mmol) in tetrahydrofuran (40 mL) was added 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (SPhos, 0.343 g, 0.835 mmol) and palladium(II) acetate (0.094 g, 0.418 mmol). A 0.5 M solution of 4-ethoxy-4-oxobutylzinc bromide in tetrahydrofuran (100 mL, 50.1 mmol) was added to the reaction mixture at ambient temperature under nitrogen over 15 minutes. A slight exotherm from 22 C. to 42 C. was noted. The reaction mixture was stirred at ambient temperature for 1 hour. The reaction mixture was partitioned between ethyl acetate and 1 N HCl solution. The organic fraction was separated, washed by brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by flash chromatography using a 220 g silica gel cartridge eluted with 0-10% tert-butyl methyl ether/heptanes to give the title compound (8.96 g, 79% yield). 1H NMR (400 MHz, CDCl3) delta ppm 1.28 (t, J=7.1 Hz, 3H), 1.95 (p, J=7.5 Hz, 2H), 2.33 (t, J=7.4 Hz, 2H), 2.67 (t, J=7.6 Hz, 2H), 4.16 (q, J=7.1 Hz, 2H), 6.84-6.95 (m, 2H), 6.98 (d, J=8.1 Hz, 1H).

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 33070-32-5.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 344-03-6, 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. 344-03-6, name is 1,4-Dibromotetrafluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

A procedure similar to that used for the synthesis of compound 5a was followed. 5.03 g (16.3 mmol) of 1,4-dibromotetrafluoro benzene, 0.3774 g (0.33 mmol) of Pd[P(C6H5)3]4, 42.5 mL of an aqueous Na2CO3 2 M solution, and 2 g (6.53 mmol) of 4-dodecyloxyphenylboronic acid. Two products were obtained as white crystals: T4F (yield 22.8%) and 5b (yield 40%). 5b: 1H NMR (CDCl3, delta = ppm) 0.88 (t, CH3, 3H, J = 6.9 Hz), 1.22-1.52 (m, CH2, 18 H), 1.8 (m, O-CH2-CH2, 2 H), 4.02 (t, O-CH2-CH2, 2H, J = 6.5 Hz), 7.0 (d, Ar, 2H, J = 8.8 Hz), 7.38 (d, Ar, 2H, J = 8.8 Hz).

The chemical industry reduces the impact on the environment during synthesis 1,4-Dibromotetrafluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Valdes-Pech, Moises Alberto; Larios-Lopez, Leticia; Rodriguez-Gonzalez, Rosa Julia; Felix-Serrano, Isaura; Trejo-Carbajal, Nayely; Navarro-Rodriguez, Damaso; Journal of Fluorine Chemistry; vol. 218; (2019); p. 42 – 50;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, 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 57951-72-1

General procedure: The (E)-alpha-stannyl-alpha,beta-unsaturated ester 1 (1.0 mmol) and the alkynylbromide 2 (1.1 mmol) were dissolved in DMF (8 mL) under Ar at room temperature. Pd(PPh3)4 (0.05 mmol) and CuI (0.75 mmol) were then added. The mixture was stirred for 20-24 h at room temperature and monitored by TLC (SiO2) for the disappearance of the starting (E)-alpha-stannyl-alpha,beta-unsaturated ester 1. The reaction mixture was diluted with diethyl ether (30 mL), filtered and then treated with 20% aqueous KF(10 mL) for 30 min before being dried over MgSO4 and concentrated at 40 C under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: light petroleum ether (30-60 C)/EtOAc, 19:1).

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

Reference:
Article; Wang, Pingping; Huang, Bin; Xie, Shiyun; Tuo, Yuxin; Cai, Mingzhong; Journal of Chemical Research; vol. 39; 11; (2015); p. 627 – 630;,
Bromide – Wikipedia,
bromide – Wiktionary