Tag: M.W=100-200

Reference of 7073-94-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7073-94-1 name is 1-Bromo-2-isopropylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Add 4.8 mmol (117 mg) of magnesium metal to a 25 mL Shrek bottle, 10 mL of tetrahydrofuran and 4 mmol (0.62 mL) of 2-isopropylbromobenzene, Stir at room temperature for 1h, Let stand. In a 250 mL three-necked flask, add 0.4 mmol (232 mg) of the compound represented by formula (XIa) and 80 mL of tetrahydrofuran. Cool to -20 , The fresh Grignard reagent was transferred to a 25 mL constant pressure dropping funnel and slowly added to the reaction system. After the dropping was completed, the system was transferred to room temperature and the reaction was continued for 12 h. After the reaction was completed, a saturated ammonium chloride solution was added to quench it. Extract the aqueous phase with ethyl acetate, The organic phases were combined, washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was spin-dried column chromatography (silica gel 100-200 mesh, eluent: dichloromethane / ethyl acetate = 10/1 to 8/1) to obtain 186 mg of the compound represented by formula (IIIc) in a yield of 44%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-2-isopropylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Tsinghua University; Wang Meixiang; Shi Tanhao; Guo Qinghui; Tong Shuo; (35 pag.)CN110372468; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2550-36-9, name is (Bromomethyl)cyclohexane, 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. category: bromides-buliding-blocks

1H-indole-6-carboxylic acid methyl ester (300mg, 1.71mmol) was dissolved in dimethyl formamide (7ml). Bromomethyl cyclohexane (0.5ml, 3.42mmol) and sodium hydride (150mg, 3.42mmol) were added dropwise thereto at 0, and then the mixture was stirred for 8 hours at room temperature. 1N hydrochloric acid solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. Filtrate was distilled under reduced pressure and separated by column chromatography to obtain the title compound (150mg, 32%). [611] NMR:1H-NMR(400HMz, CDCl3); delta 7.29-7.39 (m, 2H), 7.19 (d, 1H), 7.13 (m, 1H), 7.00-7.09 (m, 2H), 6.66 (m, 1H), 4.83 (s, 2H), 2.06 (s, 3H)

The synthetic route of (Bromomethyl)cyclohexane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES LTD.; LEE, Sung Bae; PAEK, Seung Yup; YOON, Sook Kyung; YOON, Seung Hyun; CHOI, Jeung Soon; WO2014/73904; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 583-70-0, The chemical industry reduces the impact on the environment during synthesis 583-70-0, name is 2,4-Dimethylbromobenzene, I believe this compound will play a more active role in future production and life.

(Diethylamino)-bis(2,4-dimethylphenyl)phosphine (B46): A solution of 2.92 ml (21.61 mmol) of 4-bromo-1,3-dimethylbenzene in 3 ml of Et2O were added at 0 C. to a suspension of 0.5 g (20.56 mmol) of magnesium turnings in 7 ml of THF and 7 ml of Et2O and also a crystal of iodine. The mixture was heated to room temperature, stirred further overnight and slowly added dropwise at 0 C. to a solution of 1.5 ml (10.31 mmol) of Et2NPCl2 in 8 ml of THF. The mixture was heated to 5-10 C., stirred for a further 2 hours and the solvent was subsequently removed under reduced pressure. After adding 60 ml of hexane, the mixture was filtered through Celite under argon and the solvent was subsequently removed under reduced pressure. Yield: 1.37 g (59% of theory). 1H NMR (400 MHz, CDCl3) delta, 6.9 (m, 6H), 3.03 (m, 4H, CH2), 2.20 (s, 12H, CH3), 0.81 (t, 3J=7.0 Hz, 6H, CH3) 31P NMR (161.9 MHz, CDCl3) delta, 47.8.

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, 2,4-Dimethylbromobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Meseguer, Benjamin; Militzer, Hans-Christian; Castillon, Sergio; Claver, Carmen; Diaz, Yolanda; Aghmiz, Mohamed; Guiu, Ester; Aghmiz, Ali; Masdeu, Anna; US2005/80047; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3814-30-0, The chemical industry reduces the impact on the environment during synthesis 3814-30-0, name is (Bromomethyl)cyclopentane, I believe this compound will play a more active role in future production and life.

General procedure: To a stirred solution of ethyl 2-(4-aminophenoxy)-2-methylpropanoate 12 (1 equiv) and anhydrous potassium carbonate(0.5 equiv) in dry DMF was slowly added the corresponding alkyl bromides (1 equiv), and then heated to 80 C until the reaction completed. The mixture was added ethyl acetate and washed with water and brine successively, dried, filtered and concentrated under reduced pressure. The residue was purified by column chromatography.

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)cyclopentane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Yongqiang; Tian, Kang; Qin, Aifang; Zhang, Lijian; Huo, Lianchao; Lei, Lei; Shen, Zhufang; Song, Hongrui; Feng, Zhiqiang; European Journal of Medicinal Chemistry; vol. 76; (2014); p. 182 – 192;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 55289-36-6, These common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, 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.

A solution of triphosgene (2.249 g, 7.58 mmol) in toluene (26.9 mL) was stirred on an ice-water bath and treated slowly with a solution of 3-bromo-2-methylaniline (3 g,16.12 mmol) and DIEA (5.63 mL, 32.2 mmol) in toluene (5.37 mL). The resulting suspension was stirred at room temperature for 2 h, filtered, and the precipitate was washed with EtOAc. The combined filtrates were washed quickly with brine, dried and concentrated to provide 1 -bromo-3 -isocyanato-2-methylbenzene as a brown solid/oil mixture (3.36 g). Treatment of a portion of this crude material with ethanol provided 1-(3-bromo-2-methylphenyl)-3-ethylurea as an off-white solid. Mass spectrum m/z 357,259 (M+H). ?H NMR (400 MHz, DMSO-d6) oe 7.80 (s, 1H), 7.75 (d, J=7.5 Hz, 1H), 7.24(dd,J7.9, 0.9 Hz, 1H), 7.04 (t,J8.0 Hz, 1H), 6.50 (t,J5.4 Hz, 1H), 3.11 (qd,J=7.2,5.6 Hz, 2H), 1.07 (t, J7.3 Hz, 3H).

Statistics shows that 3-Bromo-2-methylaniline is playing an increasingly important role. we look forward to future research findings about 55289-36-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; AHMAD, Saleem; BATT, Douglas G.; LIU, Qingjie; MACOR, John E.; TINO, Joseph A.; WATTERSON, Scott Hunter; NAIR, Satheesh Kesavan; MAISHAL, Tarun Kumar; (247 pag.)WO2016/65236; (2016); 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 5433-01-2

Example 3; N-{1-(3,5-Difluoro-bthetanzyl)-3-[1-ethyl-4-(3-isopropyl-phe?yl)-2-oxo-pipbetaridin-4- ylami?o]-2-hydroxy-propyl}-acbetatamide ( alternate synthesis ); Referring to Scheme 1c, intermediate compounds 14,16, 23, 24, 25, 26, 27 and the Me ester of 17 were prepared according to the following procedures:; In a 250 ml round bottom flask with reflux condenser and N2 cap, a solution of 25 gm (125.6 mmol) 1-bromo-3-isopropylbenzene and 45 gm (502.5 mmol) copper cyanide in 50 ml of pyridine was heated in a 150 0C oil bath for 2 hr where upon a dark brown homogeneous solution was formed. The reaction mixture was heated at this temperature for 11 hrs. The refluxing solution was treated with benzene and allowed to cool. The reaction mixture was partitioned between 400 ml cone NH4OH and 200 ml of benzene and was then stirred for 30 min. The mixture was poured through a small pad of silica to remove any remaining solids. The organic phase was removed and the aqueous layer was washed several times with methylene chloride. The combined organic layers were washed with saturated brine and then dried and evaporated to afford 18 gm (100%) of 3-isopropylbenzonitrile. NMR (400 MHz, CDCI3) delta 7.5-7.2 (m, 3H), 2.9 (m, 1H), 1.2 (d, 6H) ppm

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 5433-01-2.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/60526; (2007); 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. 1252934-30-7, name is 3-(Bromomethyl)-1,1-difluorocyclobutane, A new synthetic method of this compound is introduced below., Recommanded Product: 3-(Bromomethyl)-1,1-difluorocyclobutane

10570] To 2.lh (18 mg, 0.047 mmol) was added DMF (Volume: 0.5 mE) and cesium carbonate (53.8 mg, 0.165 mmol). The reaction was stirred at room temperature for 5 minutes then 3-(bromomethyl)-1 , 1 -difluorocyclobutane (21. 83 mg, 0.118 mmol) was added. The reaction was heated to70 C. and stirred for 3 hours or until done by ECMS. The reaction was cooled, 0.5 ml of DMF was added, then filtered through a 0.45 nM in line filtet The DMF solution with the desired product 2.39a was used as is for the next step, assume quantitative yield. EC-MS (mlz): 486.4 [M+H], 0.92 mm.

The synthetic route of 1252934-30-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novartis AG; FU, Jiping; HAN, Wooseok; KARUR, Subramanian; LU, Peichao; PFISTER, Keith Bruce; YOUNG, Joseph Michael; (97 pag.)US2018/312507; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4333-56-6, name is Bromocyclopropane, 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 4333-56-6, name: Bromocyclopropane

Synthesis of l-bromo-2-cyclopropoxy-4-fluorobenzene [0520] To a stirred solution of 2-bromo-5-fluorophenol (1 g, 5.23 mmol) in DMF (5 mL) under argon atmosphere were added cesium carbonate (5 g, 15.69 mmol), potassium iodide (130 mg, 0.78 mmol) and bromocyclopropane (1.2 mL, 15.70 mmol) at RT. The reaction mixture was stirred at 180-220C for 3 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by column chromatography using 5% EtOAc:hexanes to afford l-bromo-2-cyclopropoxy-4-fluorobenzene (1 g, 83%) as colorless oil. 1H-NMR (OMSO-de, 400 MHz): delta 7.60 (t, 1H), 7.27 (d, 1H), 6.80 (t, 1H), 4.00-3.96 (m, 1H), 0.87-0.82 (m, 2H), 0.72-0.69 (m, 2H); TLC: 10% EtOAc/hexane (R 0.7).

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, Bromocyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1647-26-3,Some common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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.

Into a flask under an inert atmosphere of N2, were placed magnesium (0.4 g, 16.25 mmol) and iodine (0.02 g, 0.072mmol) in THF (5 mL), then (2-bromoethyl)cyclohexane (2.1 g, 10.83 mmol) in THF (10 mL) was added dropwise at 80 C and the reaction was stirred for 1.5 h, then cooled to RT. Into another flask under an inert atmosphere of N2, was placed zinc (II) bromide (2.4 g, 10.83 mmol) in THF (35 mL), followed by the dropwise addition of the Grignard reagent (preparedabove) at 0 C. The mixture was stirred at RT for 1 h, then bis(triphenylphosphine)palladium chloride (0.5 g, 0.72 mmol) and 6,8-dibromoimidazo[1,2-a]pyrazine (2 g, 7.22 mmol) were added and stirred at RT for 1.5 h. The reaction was quenched by the addition of sat. aq. NH4C1 (50 mL) and extracted with EtOAc (3 x 50 mL). The combined organic layer was washed with brine (2 x 100 mL), dried over anhydr. Na2SO4, filtered, concentrated to drynessin vacuo, and the residue purified by column chromatography with EtOAc/petroleum ether (10-45%) to afford the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-2-cyclohexylethane, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WHITEHEAD, Alan; ORNOSKI, Olga; RAGHAVAN, Subharekha; BERGER, Raphaelle; GARFUNKLE, Joie; YANG, Zhiqiang; JI, Gang; JIANG, Falong; FU, Jianmin; (132 pag.)WO2017/197555; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 2550-36-9, 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. 2550-36-9, name is (Bromomethyl)cyclohexane, This compound has unique chemical properties. The synthetic route is as follows.

4-(4-chlorophenyl)-1 -(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-carboxylic acid (example 74, 75 mg, 0.23 mmol) was dissolved in anhydrous DMF (1 mL) then cesium carbonate (1 14 mg, 0.35 mmol) and cyclohexylmethylbromide (49 muIota_, 0.35 mmol) were added. The reaction mixture was stirred at 50 C for 24 h. The solvent was removed under reduced pressure. The residue was dissolved in EtOAc and water. The aqueous phase was extracted with EtOAc. The organic layers were assembled, washed with brine and dried over MgS04. The solvent was removed under reduced pressure to give the desired [cyclohexylmethyl 4-(4- chlorophenyl)-1 -(2-methoxyethyl)-6-methyl-2-oxo-3,4-dihydropyridine-5-c a r b o x y l a t e a s a yellowish oil (95 mg, 99 %). 1 H N MR (300 MHz, CDCI3) delta 0.71 -1 .18 (m, 5H), 1 .46-1 .63 (m, 6H), 2.61 (s, 3H), 2.71 (dd, J = 15.7, 2.3 Hz, 1 H), 2.92 (dd, J = 15.7, 7.5 Hz, 1 H), 3.32 (s, 3H), 3.38 (ddd, J = 9.8, 8.5, 3.7 Hz, 1 H), 3.47 (dt, J = 9.8, 3.9 Hz, 1 H), 3.75 (ddd, J = 14.6, 8.5, 3.9 Hz, 1 H), 3.81 -3.91 (m, 2H), 4.13-4.21 (m, 2H), 7.1 1 (d, J = 8.5 Hz, 2H), 7.22 (d, J = 8.5 Hz, 2H). MS [M+H]+ 420. HRMS : calcd for C23H3i N04CI, [M+H]+ 420.1942, found 420.1937.

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

Reference:
Patent; UNIVERSITE DE LILLE 2 DROIT ET SANTE; INSTITUT PASTEUR DE LILLE; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); CHARTON, Julie; DEPREZ, Benoit; LEROUX, Florence; STAELS, Bart; MUHR-TAILLEUX, Anne; HENNUYER, Nathalie; LESTAVEL, Sophie; PICON, Sylvain; AKNIN, Karen; BOULAHJAR, Rajaa; DUBANCHET, Barbara; (234 pag.)WO2016/16238; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary