Author: Jessica.F

Related Products of 33786-90-2, 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. 33786-90-2, name is 5-Bromobenzene-1,3-diamine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a mixture of 5-substituted-2,4-dichloropyrimidines 1a-j (1.00g, 5.52mmol) and benzene-1, 3-diamines 2a-j (0.59g, 5.52mmol) was dissolved in n-butanol (10mL) and DIPEA (1.42g, 11.04mmol) was added and the reaction mixture was stirred at room temperature. The reaction was continued until complete consumption of starting material, monitored by TLC, for 2?8h. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc. Organic layer was washed with water, dried over Na2SO4 and evaporated to dryness. The residue was purified by flash column chromatography (SiO2, Hexanes/EtOAc) to afford the compounds 3a-j.

The chemical industry reduces the impact on the environment during synthesis 5-Bromobenzene-1,3-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Addepalli, Yesu; Yang, Xiaohong; Zhou, Minghui; Reddy, D. Prabhakar; Zhang, Shao-Lin; Wang, Zhen; He, Yun; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 214 – 225;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5,Some common heterocyclic compound, 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, molecular formula is C6H5BrN4, 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.

The bromopyrazole (prepared according to WO2009/132135) (0.5 g, 2.4 mmol) was suspended in anhydrous THF (10 mL) under N2(g). The suspension was stirred and TMSC1 (0.67 mL, 5.28 mmol) was added. The mixture was stirred for 20 min. at RT and then cooled to -78 C after which time a solution of n-BuLi (6 mL, 1.6 N in hexanes, 9.6 mmol) was added slowly. The reaction mixture was stirred for 10 min. at -78 C and then the lactone (1 g, 2.4 mmol) was added via syringe. When the reaction was complete as measured by LCMS, AcOH was added to quench the reaction. The mixture was concentrated under reduced pressure and the residue dissolved in a mixture of CH2C12 and H20 (100 mL, 1 :1). The organic layer was separated and washed with H20 (50 mL). The organic layer was then dried over anhydrous MgSC>4, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with0-50% EtOAc in hexanes to provide the product as a 1 :1 mixture of anomers (345 mg, 26% yield).LCMS m/z 553 [M+H].

The synthetic route of 937046-98-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; MACKMAN, Richard, L.; PARRISH, Jay, P.; RAY, Adrian, S.; THEODORE, Dorothy, Agnes; WO2012/12776; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 76153-06-5, name is 5-Bromo-3-methylbenzene-1,2-diamine, 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 5-Bromo-3-methylbenzene-1,2-diamine

A mixture of 5-bromo-3-methylbenzene-l , 2-diamine (2.5 mmol, 0.5 g) , was suspended in trimethylorthoformate (1042) (34 mL) and para-toluene sulfonic acid monohydrate (0.17 g) was added. The suspension was heated at 115 C for 1.5 hours, and then cooled to room temperature. The mixture was diluted with dichloromethane and washed with (1043) saturated sodium bicarbonate solution and brine. The organic extracts were combined, passed through a phase separator cartridge and concentrated under reduced pressure to afford the crude title compound as a brown solid (0.78 g, >100%) which was used without further purification.

The synthetic route of 5-Bromo-3-methylbenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 40161-54-4, A common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

Example 43: N-(5-Fluorothiazol-2-yl)-5-(2-(5-methyl-lH-imidazol-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide Step 1 : l-(2-Bromo-5-(trifluoromethyl)phenyl)-5-methyl-lH-imidazole A solution of 4-methyl-lH-imidazole (1.352 g, 16.46 mmol) in 20 mL THF was treated with lithium tert-butoxide IN in hexane (16.46 ml, 16.46 mmol) and was allowed to stir for one hour. The reaction mixture was concentrated and then transferred to a microwave vial charged with l-bromo-2-fluoro-4-(trifluoromethyl)benzene (2.360 ml, 16.46 mmol) and 10 mL dioxane. The reaction mixture was heated to 180 C in a microwave reactor for one hour. After cooling to room temperature, the reaction mixture was poured into saturated NH4CI solution and was extracted with DCM. The organics were concentrated, then purified directly by silica gel column chromatography (0 to 50% EtO Ac/heptane) yielding l-(2- bromo-5-(trifluoromethyl)phenyl)-5-methyl-lH-imidazole (0.710 g, 2.327 mmol).

The synthetic route of 40161-54-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 656-64-4, The chemical industry reduces the impact on the environment during synthesis 656-64-4, name is 3-Bromo-4-fluoroaniline, I believe this compound will play a more active role in future production and life.

Step 1: To 3-bromo-4~fluoroaniline (0.76 g, 4.0 mmol) and 2-chloro-4-(trifluoromethyl)pyrimidine (0.73 g, 4.0 mmol) was added dioxane (13.33 mL) and p-TSA (0.761 g, 4.0 mmol). The reaction was sealed and was heated at reflux overnight The reaction was cooled to room temperature and was diluted with ethyl acetate, washed with saturated aqueous NaHC03, and the organic was dried over sodium sulfate and filtered before concentration. The crude product was purified by flash chromatography (25:75 ethyl acetate: hexanes) to afford N- (3-bromo-4-fluoiOphenyl)-4-(trifluoromethyl)pyrimidin-2-amine (1.2 g, 3.57 mmol, 89%) as a pale yellowish solid. NMR (500 MHz, CDCI3): delta 8.68 (d, J – 4.9 Hz, 1 H); 7.99-7.96 (m, 1H); 7.51 (d, J= 8.4 Hz, 1 H); 7.29 (s} 1 H); 7.14 (t, J- 8.5 Hz, 1 H); 7.10 (d, J= 4.9 Hz, 1 H). rhSYK activity = +

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-Bromo-4-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ALTMAN, Michael, D.; ANDRESEN, Brian, M.; ARRINGTON, Kenneth, L.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; GUERIN, David Joseph; HAIDLE, Andrew, M.; KATTAR, Solomon; KNOWLES, Sandra Lee; LI, Chaomin; LIM, Jongwon; MACHACEK, MIchelle, R.; NORTHRUP, Alan, B.; O’BOYLE, Brendan, M.; OTTE, Ryan, D.; PETROCCHI, Alessia; REUTERSHAN, Michael, H.; ROMEO, Eric; SIU, Tony; TAOKA, Brandon, M.; TROTTER, B. Wesley; ZHOU, Hua; BURCH, Jason; COTE, Bernard; DUPONT-GAUDET, Kristina; FOURNIER, Jean-Francois; GAUTHIER, Jacques Yves; GUAY, Daniel; ROBICHAUD, Joel, S.; GRIMM, Jonathan; MADDESS, Matthew, L.; SCHELL, Adam, J.; SPENCER, Kerrie, B.; WOO, Hyun Chong; BHAT, Sathesh; WO2011/75515; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 4333-56-6, 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. 4333-56-6, name is Bromocyclopropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Tert-butyl N-ftert-butoxycarbonylamino)-N-cvclopropyl-carbamate To a stirred suspension of magnesium (1.34g, 55mmol) and catalytic iodine in tetrahydrofuran (5ml)was added 5ml of a 45ml solution of cyclopropyl bromide (4.0ml) in tetrahydrofuran (50ml). The mixture was heated to initiate Grignard formation then the remaining solution of cyclopropyl bromide was added dropwise over 30mins with heating (70C). The Grignard solution was heated at reflux for a further 30 minutes then cooled to 0C. To a stirred solution of di-tert-butyl azodicarboxylate in THF (50ml) at -78C was added the solution of cyclopropylmagnesium bromide dropwise via cannula. The resulting solution was stirred at -78C for 30mins then quenched with acetic acid. The mixture was allowed to warm to room temperature then water (150 ml) was added and the mixture extracted three times with diethyl ether. The combined organic extracts were dried, filtered and concentrated in vacuo. The crude product was purified by column chromatography on silica, eluting with ethyl acetate/hexane, to give the product as a white solid (6.68g). IH NMR (400 MHz, Chloroform) delta ppm 0.7 (4H, br s), 1.5 (18H, s), 2.9-3.0 (IH, br m), 6.1 and 6.4 (IH, br s)

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; SYNGENTA LIMITED; BHONOAH, Yunas; ELLIOTT, Alison Clare; GAULIER, Steven; LING, Kenneth; MITCHELL, Glynn; MORRIS, James Alan; RZEPA, Paula Rocha; VINER, Russell Colin; WO2013/50421; (2013); 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. 66417-30-9, name is 2-Bromo-1-methyl-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Safety of 2-Bromo-1-methyl-4-(trifluoromethyl)benzene

A mixture of 2-bromo-1-methyl-4-(trifluoromethyl)benzene (5.5 g, 23.0 mmol, CAS RN 128-08-5), benzoyl peroxide (835 mg, 3.45 mmol) and NBS (4.07 g, 23.01 mmol) in CC4 (50.0 mL,23.0 mmol) was stirred at 70 C for 5 h. The mixture was poured into water (20 mL) andextracted twice with DCM (20 mL each). The combined organic layer was washed with brine(20 mL), dried over Na2SO4, filtered and concentrated in vacuum to give the desired compoundas light yellow oil which was used in the next step without further purification (7.1 g, 97%).

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; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ANSELM, Lilli; BENZ, Joerg; GRETHER, Uwe; GROEBKE ZBINDEN, Katrin; HEER, Dominik; HORNSPERGER, Benoit; KROLL, Carsten; KUHN, Bernd; O`HARA, Fionn; RICHTER, Hans; (268 pag.)WO2020/35425; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 3638-73-1, name is 2,5-Dibromoaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3638-73-1

Intermediate 42: 5-Bromo-methyl-benzofuran-3-carboxylic acid 41.1 : l ,4-Dibromo-2-iodo-benzene To a stirred mixture of 2.50 g (9.96 mmol) 2,5-dibromoaniline in 7 mL cone, sulfuric acid and 20 mL water, was added a solution of 1.00 g (14.5 mmol) sodium nitrite in 10 mL water dropwise at 0 C and the mixture was stirred at this temperature for 1.25 h. A solution of 2.15 g (13.0 mmol) potassium iodide in 20 mL water was added dropwise under ice cooling. The ice bath was removed and the reaction mixture was heated to 65 C for 30 min. After cooling to RT, the mixture was worked up by adding aqueous sodium thiosulfate solution, followed by extraction with PE/EtOAc. The combined organic phases were washed with aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc = 100 -> 96/4). yield: 1.8 g (47 %); ESI-MS: m/z = 360 (M+); Rt(HPLC): 1.69 min (method 1)

The synthetic route of 3638-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HEIMANN, Annekatrin; DAHMANN, Georg; GRUNDL, Marc; MUELLER, Stephan Georg; WELLENZOHN, Bernd; WO2013/87805; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4333-56-6, 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. 4333-56-6 name is Bromocyclopropane, 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.

Preparation of 1.1-cyclopropyl-1hydro-naphthalene [2,3-bis]imidazole-4,9-dione: Naphthyl imidazole (396 mg, 2.0 mmol) was dissolved in dimethyl sulfoxide (10 mL). Further, sodium hydride (376 mg, 6.0 mmol) was added, and the mixture was stirred at room temperature for 30 min to give a brown-yellow liquid, and then bromocyclopropane (4.8 mL, 60 mmol) was added and stirring was continued for 24 hours. The reaction solution was poured into ice water (50 g), and the pH was adjusted to 9 with dilute hydrochloric acid (1.0M). After extracting 5 times with chloroform (20 mL/time), the organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, filtered and evaporated to remove solvent.By silica gel column chromatographyThe yellow solid was 422 mg, yield 87%.

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

Reference:
Patent; Shanghai Jiao Tong University; Yan Deyue; Zhang Wanbin; Zhang Zhenfeng; Liu Zhanxiong; (21 pag.)CN108794403; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route 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.

Example 4A 3-(Cyclohexylmethoxy)pyridine-2-amine At RT, 96 g of sodium hydroxide, 45% strength in water (1081 mmol, 1 equivalent), were initially charged in 1170 ml of methanol, 119 g of 2-amino-3-hydroxypyridine (1080 mmol, 1 equivalent) were added and the mixture was stirred at RT for another 10 min. The reaction mixture was concentrated under reduced pressure, the residue was taken up in 2900 ml of DMSO and 101 g of cyclohexylmethyl bromide (1135 mmol, 1.05 equivalents) were added. After 16 h at RT, the reaction mixture was slowly added to 6 l of water and the aqueous solution was extracted twice with in each case 2 l of ethyl acetate. The combined organic phases were washed with in each case 1 l of saturated aqueous sodium bicarbonate solution and water, dried, filtered and concentrated. The residue was stirred with 500 ml of n-pentane, filtered and dried under reduced pressure. This gave 130 g (58% of theory) of the title compound. LC-MS (Method 3): Rt=1.41 min MS (ESpos): m/z=207.1 (M+H)+

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; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary