Month: March 2021

Electric Literature of 29086-41-7, 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. 29086-41-7, name is 1,1-Bis(bromomethyl)cyclopropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 2-(5-chioro-6-(2,2,2-trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3- yl)acetate (0.6 g, 1.36 mmol) was dissolved in anhydrous DMF (30mL), NaH (60% wt. in paraffin oil, 0.136 g, 3,4 mmol) was added at 0C. The reaction mixture was stirred for 30 rmn at room temperature and 1 , 1 -bis(bromomethyl)cyclopropane (0.482 g, 1 .4 mmol, for preparation see J. Org. Chem 1993, 58, 4122-26) was added drop wise at 0 C. The reaction mixture was stirred an additional Ih at 0 C and saturated NH4CI solution (lOmL) was added. The reaction mixture was extracted with EtOAc (3x20mL) and the combined organic phases were washed with water (3x20mL) and brine (20mL), and dried over MgS04. The volatiles were removed under reduced pressure and the residue was purified by flash column chromatograplivto yield compound ethyl 5-(5-chloro-6-(2,2,2- trifluoroethoxy)-4′-(trifluoromethyl)biphenyl-3-yl)- spiro[2,3]hexane-5-carboxylate (150 mg) as a low melting solid.

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, 1,1-Bis(bromomethyl)cyclopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; KOENIG, Gerhard; BLAIN, Jean-francois; WO2013/106328; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 876-53-9, name is 1,3-Dibromoadamantane, 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. COA of Formula: C10H14Br2

A compound of 1,3-dibromo-adamantane (3 g, 10 mmol) was dissolved in 30 mL of toluene, and then 250 mgof AIBN (1.5 mmol), 7 g of tri-n-butyl tin (24 mmol), 3 g of 2-ethyl methacrylate were added in order. The reaction wasrefluxed at 110C under nitrogen for 3 hours. The reaction solution was cooled to room temperature, and was poured into 30 mL of 0.2 M aqueous ammonia. After being stirred fully, the organic layer was separated, the aqueous layer wasextracted with ethyl acetate (20 mL34). The organic layers were combined, and washed with 30 mL of water and 30mL of saturated sodium chloride solution, dried with anhydrous sodium sulfate. The solvent was evaporated underreduced pressure to give a crude product as a colorless oil, which was separated by silica column chromatography(petroleum ether : ethyl acetate = 10:1) to obtain NM-012a as a colorless oil (1.6 g, 43.1%). ESI-MS: m/z 337.4 ([M+H]+). 1H-NMR (DMSO-d6, ppm): 0.97 (s, 2 H), 1.02-1.08 (m, 8 H), 1.15-1.20 (m, 7 H), 1.22-1.40 (m, 7 H), 1.50 (s, 2 H),1.57-1.65 (m, 2 H), 1.93 (s, 2 H), 2.39-2.47 (m, 2 H), 3.98-4.11 (m, 4 H).

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

Reference:
Patent; Guangzhou Magpie Pharmaceuticals Co., Ltd.; WANG, Yuqiang; LIU, Zheng; YU, Pei; SUN, Yewei; ZHANG, Zaijun; ZHANG, Gaoxiao; SHAN, Luchen; YI, Peng; LARRICK, James; (27 pag.)EP3150574; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10269-01-9, These common heterocyclic compound, 10269-01-9, name is (3-Bromophenyl)methanamine, 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.

Step 3. Preparation of (2R,3R,4R)-2-(6-(3-bromobenzylamino)-2-chloro-9H-purin-9-yl)tetrahydrofuro-3,4-diol After dissolving (2R,3S,4S)-2-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuro-3,4-diol (1 eq.) prepared in the step 2 and 3-bromobenzylamine (1.5 eq.) in ethanol (5 ml) at room temperature, the reaction mixture was stirred at room temperature for 2-3 h. After completion of the reaction, the reaction mixture was concentrated under reduced pressure, and the residue was subjected to silica gel column chromatography using a dichloromethane:methanol mixed solvent (20:1, v/v) as an eluent to obtain the target compound (0.12 g, 82%). mp 181.5-181.7 C.;

Statistics shows that (3-Bromophenyl)methanamine is playing an increasingly important role. we look forward to future research findings about 10269-01-9.

Reference:
Patent; FUTURE MEDICINE CO., LTD.; LEE, Sang Koo; PARK, Chong Woo; KIM, Hea Ok; LEE, Hee Woo; YU, Mi Ra; US2020/16186; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, 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 6274-57-3, Safety of 1-(4-Bromophenyl)-N,N-dimethylmethanamine

General procedure: At room temperature, organic carbonyl acid 3 (R-COOH, 0.5 mmol) was added into a reaction tube equipped with a small magnet. Then a solution of tertiary amine 1 (R1CH2-NR2R3, 0.5 mmol ) in DCM (2.5 mL) was added dropwise in 2 min. After the mixture was stirred at room temperature for a few minutes, 1 equivalents of dimethyl acetylenedicarboxylate (DMAD, 2) was added. The reaction was stirred overnight at room temperature, and then monitored by TLC with silica gel coated plates. After being stirred for 14 h, the solvent was removed and the residue was purified by a flash column chromatography with silica gel with ethyl acetate/hexane (1:25-30) as eluent to give the desired products 4, 5, and 7. Most of compounds are known and confirmed by NMR, ESI-MS, IR.

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-(4-Bromophenyl)-N,N-dimethylmethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shen, Hao; Lu, Xing; Jiang, Ke-Zhi; Yang, Ke-Fang; Lu, Yixin; Zheng, Zhan-Jiang; Lai, Guo-Qiao; Xu, Li-Wen; Tetrahedron; vol. 68; 43; (2012); p. 8916 – 8923;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 6911-87-1, 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. 6911-87-1, name is 4-Bromo-N-methylaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In air, K2HPO4 (10 mol %, 4.35mg), PMHS (242 mul), amine (0.25 mmol), formic acid (4.6equiv ,43.3mul), 18-crown-6 (20mol %, 13.2mg) 4A MS(10mg) and 2 ml THF were added into a tube equipped with a water condenser. The reaction mixturewas stirred at 80C for 12 hours. The yields of isolated products were reported. The mixture was filtered through a silica gelcolumn with petroleum ether and ethyl acetate as the eluent. The resultant solution was concentrated and purified by silica gelcolumn chromatography to give the corresponding product.

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

Reference:
Article; Huang, Yan; Deng, Wei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

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 7073-94-1 as follows. Quality Control of 1-Bromo-2-isopropylbenzene

To a solution of 1-bromo-2-isopropylbenzene (388 mg, 298 muL, 1.95 mmol) in dry THF, n-butyllithium (2.5 M in hexanes, 858 muL, 2.14 mmol) was added dropwise at -78 C. After 20 min at -78 C, dimethylformamide (157 mg, 166 muL, 2.14 mmol) was added and the reaction mixture was stirred at -78 C for 20 min and allowed to heat up to -10 C and stirred for 3 h more. Reaction was stopped by adding water (2.5 mL) and extracted with diethyl ether (3 * 100 mL). Combined organic layers were dried over anhydrous MgSO4, filtered, and evaporated, affording 2 with quantitative yield as a colorless oil (277 mg) showing spectral data according to its structure ( Ewing, 1974). It was used with no further purification.

According to the analysis of related databases, 7073-94-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Moreno-Ortega, Ana J.; Martinez-Sanz, Francisco J.; Lajarin-Cuesta, Rocio; De Los Rios, Cristobal; Cano-Abad, Maria F.; Neuropharmacology; vol. 95; (2015); p. 503 – 510;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference 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.

General procedure: Vinyl halide (0.3mmol, if it is solid), CuI (0.0001 mol%, 20 muL in DMSO), PPh3 (2mol%), K2CO3 (0.6mmol), and tetra n-butylammonium acetate were added to a screw-capped test tube with 3 mL of deoxygenated water. The tube was evacuated and backfilled with argon (3 cycles). Under the argon atmosphere, the alkyne (0.4 mmol) and vinyl halide (if it is liquid) were added by syringe at room temperature. The mixture was heated to 100C and stirred for 24 h. After cooling to room temperature, the mixture was extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, and concentrated to yield the crude product, which was further purified by silica gel chromatography, using petroleum ether and ethyl acetate as eluent to provide the desired product.

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; Sun, Peng; Yan, Hong; Lu, Linhua; Liu, Defu; Rong, Guangwei; Mao, Jincheng; Tetrahedron; vol. 69; 34; (2013); p. 6969 – 6974;,
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. 502496-36-8, name is 3-Bromo-5-fluoro-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 502496-36-8

A suspension of 3-bromo-5-fluoro-2-methyl-aniline [24] (725 mg, 3.55 mmol), bis(pinacolato)diboron (1.1 g, 4.26 mmol) and potassium acetate (1.0 g, 10.66 mmol) in 1,4-dioxane (35 mL) was sparged with nitrogen for 5 min. Pd(dppf)Cl2¡¤DCM (174 mg, 0.21 mmol) was added and the mixture was heated under reflux for 4 h. The reaction was cooled to room temperature and concentrated under reduced pressure. The residue was diluted with EtOAc, filtered through Celite, then concentrated under reduced pressure to return the crude product which was purified by flash column chromatography, eluting with 0-50% EtOAc in isohexane, to return 49i (761 mg, 78%). 1H NMR (300 MHz, CDCl3) delta 6.90 (dd, J = 2.68, 9.18 Hz, 1H), 6.49 (dd, J = 2.64, 10.17 Hz, 1H), 2.33 (s, 3H), 1.36 (s, 12H).

According to the analysis of related databases, 502496-36-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Newton, Rebecca; Bowler, Katherine A.; Burns, Emily M.; Chapman, Philip J.; Fairweather, Emma E.; Fritzl, Samantha J.R.; Goldberg, Kristin M.; Hamilton, Niall M.; Holt, Sarah V.; Hopkins, Gemma V.; Jones, Stuart D.; Jordan, Allan M.; Lyons, Amanda J.; Nikki March; McDonald, Neil Q.; Maguire, Laura A.; Mould, Daniel P.; Purkiss, Andrew G.; Small, Helen F.; Stowell, Alexandra I.J.; Thomson, Graeme J.; Waddell, Ian D.; Waszkowycz, Bohdan; Watson, Amanda J.; Ogilvie, Donald J.; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 20 – 32;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 583-70-0, name is 2,4-Dimethylbromobenzene, 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 583-70-0, Safety of 2,4-Dimethylbromobenzene

General procedure: A solution of 4-methoxybromobenzene (2.67 mmol)and cyclopent-2-en-1-one (3.2 mmol) in DMSO was stirred at ambient temperaturefor 10 min under nitrogen, and treated with Na2CO3 (8.01mmol) and tri-tert-butylphosphonium tetrafluoroborate (0.53 mmol).The reaction mixture was degassed with nitrogen for 10 min and treated withPd(PPh3)2Cl2 (0.13 mmol) and X-Phos (0.26mol), and stirred at 100 0C for 12 h. The reaction mixture was cooledto ambient temperature, diluted with water, and extracted with AcOEt (3 x 50ml). The combined organic layers were washed with brine, dried over anhydrousNa2SO4, and evaporated. Flash chromatograph on silica gel(AcOEt:cyclohexane 1:3) provided the Heck coupling product as brown solid (340mg, 68%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dimethylbromobenzene, and friends who are interested can also refer to it.

Reference:
Article; Gowala, Tarak Nath; Pabba, Jagadish; Tetrahedron Letters; vol. 56; 14; (2015); p. 1801 – 1804;,
Bromide – Wikipedia,
bromide – Wiktionary