Month: March 2021

Synthetic Route of 1647-26-3, 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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00319] A reaction vial was charged with N-(quinolin-3-yl)-5,6,7,8-tetrahydro-2,6-naphthyridin-1-amine (15.00 mg, 0.05428 mmol), 2-bromo ethylcyclohexane (10.4 mg, 0.0000543 mol), NN- diisopropylethylamine (0.0189 mL, 0.000108 mol) and acetonitrile (1 mL, 0.02 mol) and the reaction heated in a microwave at 120 0C for 1 h. The reaction was then quenched with water and extracted with dichloromethane. The solvent was removed and the residue purified by prep HPLC to get the product as peach colored solid. MS (M+H)= 386.9;1H-NMR (DMSOd6I3): (400 MHz) 59.09 (d, J=2.12Hz, IH), 8.70 (d, J=I .87 Hz, IH), 8.26 (s, IH), 7.98 (d, J=5.34 Hz, IH), 7.90 (d, J=8.85 Hz, IH), 7.83 (d, J=7.58 Hz, IH), 7.56-7.48 (m, 2H), 6.64 (d, 7=5.38 Hz, IH), 3.49 (s, 2H), 2.74 (s, 4H), 1.80-0.85 (m, 15 H)

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-Bromo-2-cyclohexylethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RENOVIS, INC.; WO2009/11904; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3972-64-3, These common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, 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.

Preparation 36: 3-t-butyl benzaldehyde3-t-butyl phenylbromide was dissolved in THF and n-BuLi was added thereto, followed by addition of DMF and stirring at 0¡ãC for 3 hours. After the reaction was complete, NH4Cl was added to the reaction mixture, followed by extraction with EtOAc. The organic extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: EtOAc: n-Hex = 1/3) to afford the title compound (339 mg, 80percent).MS|M+1] = 163 (M+1)

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38412; (2009); A2;,
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. 626-39-1, name is 1,3,5-Tribromobenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 626-39-1

n-Butyllithium (2.5 mL of a 2.5 mol/l solution in n-hexane,6.3 mmol) was added to a solution of 1,3,5-tribromobenzene (7) (2.00 g, 6.35 mmol) in Et2O (40mL) at -78 C under inert atmosphere. After 10 min, CuCN (282 mg, 3.18 mmol) was added andthe reaction mixture was allowed to warm up to -60 C within 90 min. Nitrobenzene (0.98 mL,9.53 mmol) was then added in one portion and the dark solution stirred while warming toambient temperature (16 h). An aqueous solution of NH3 (12.5% w/w, 80 mL) was slowly addedand the resulting mixture was extracted with MTBE (3 x 50 mL). The combined organic layerswere washed with water (50 mL) and brine (50 mL), dried over MgSO4, filtered and the solventwas removed in vacuum. Further purification was accomplished by column chromatography(SiO2, n-hexane, Rf 0.69). The resulting material was washed with acetone (20 mL) to give theproduct 8 as a colorless solid (722 mg, 1.54 mmol, 48%), mp 190 C (ref.22 190-191 C). 1HNMR (500 MHz, CDCl3): delta 7.70 (t, J 1.7 Hz, 2 H), 7.59 (d, J 1.7 Hz, 4 H) ppm. 13C{1H} NMR(126 MHz, CDCl3): delta 141.8 (2 C), 133.9 (2 CH), 129.0 (4 CH), 123.6 (4 C) ppm. IR (ATR):3103 (w), 3068 (m), 1579 (m), 1541 (s), 1407 (m), 1387 (m), 1098 (m), 1068 (m), 847 (s), 752(s), 672 (m), 653 (m) cm-1. MS (EI, 70 eV), m/z (%): 466 (95) [M+], 308 (25), 150 (25), 84(100). Anal. calcd. for C12H6Br4 (469.80): C 30.68, H 1.29; found C 30.68, H 1.30.

According to the analysis of related databases, 626-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Behler, Florian; Wickleder, Mathias S.; Christoffers, Jens; ARKIVOC; vol. 2015; 2; (2014); p. 64 – 75;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 827-08-7, name is 1,2-Dibromo-3,4,5,6-tetrafluorobenzene, molecular formula is C6Br2F4, 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 827-08-7

Butyllithium (1.6 M in hexanes, 12.6 mL, 20.16 mmol) was added dropwise to a stirred solution of 1,2-dibromotetrafluorobenzene (2.6 g, 8.44 mmol) in ether (50 mL) at -78 C. After 2 hours this solution was slowly added to a pre-cooled solution (-78 C.) of trimethylborate (2.3 mL, 20.52 mmol) in ether (25 mL). The resulting suspension was stirred at -78 C. for two hours then gradually warmed to room temperature and hydrolyzed with 20 mL of 10% HCl. The yellow organic phase was separated and the aqueous phase was extracted with dichloromethane (3*15 mL). The combined organic phases were washed with water (3*10 mL) and dried over magnesium sulfate. Removal of solvent under reduced pressure gave a yellow oil that was recrystallized from water at a pH of 4 to afford a crystalline solid. (1.5 g, 75%) 19F NMR (D2O/HCl) delta: -136.6 (d, JF-F=28.3 Hz, 2F, C6F4), -156.5 (d, JF-F=28.3 Hz, 2F, C6F4). 11B NMR (D2O/HCl) delta: 16.9 (br).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 827-08-7, its application will become more common.

Reference:
Patent; Piers, Warren Edward; Chase, Preston A.; Henderson, Lee Douglas; US2005/222463; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, 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 51437-00-4, category: bromides-buliding-blocks

Under N2 atmosphere, an oven-dried 4 mL vial was charged with 2-fluoro-5- bromotoluene (56.7 mg, 38.3 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol ), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol ), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 with 1% triethylamine), to afford 71.0 mg of the mixture of the title compounds as a yellow solid (63% yield). [00232] The products could not readily be separated by silica gel chromatography or preparative TLC, so they were characterized as a mixture. Compounds 2p-2p-IV were assigned through a combination of 1-D TOCSY and NOESY experiments (see page S92- S93). Data for 2p and 2p-II and 2p-III: [00233] R/= 0.57 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 8.07 (d, J = 8.2 Hz, 1.3H), 8.00 (d, J = 8.2 Hz, 4H), 7.96 (d, J = 8.2 Hz, 0.4H), 7.91 (d, J = 8.2 Hz, 0.6H), 7.72-7.68 (m, 2.9H), 7.66-7.62 (m, 0.3H), 7.59-7.54 (m, 5.7H), 7.53-7.49 (m, 0.7H), 7.46-7.42 (m, 1.5H), 7.31-7.27 (m, 0.2H), 7.25-7.22 (m, 0.2H), 7.01 (dd, J = 8.7, 8.7 Hz, 0.45H), 6.87 (dd, J = 9.6, 9.6 Hz, 0.2H), 6.81 (d, J = 9.6 Hz, 1H), 5.01 (s, 0.3H), 2.30 (s, 3H), 2.21 (s, 0.2H), 1.84 (s, 1.0H). 13C NMR (125 MHz, CDC13, 23 C, delta): Peaks are not listed because the mixture of four compounds, as well as splitting of aryl carbons by 19F, precluded assignment. See S91 for spectrum. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for Ci9H15BrNNa04S2 ([M + Na]+), 505.9504, found, 505.9502.

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; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; NGAI, Ming-Yu; BOURSALIAN, Gregory, Bagrad; MCNEILL, Eric, Andrew; RITTER, Tobias; WO2015/31725; (2015); 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. 558-13-4, name is Carbontetrabromide, A new synthetic method of this compound is introduced below., Application In Synthesis of Carbontetrabromide

b 3-(Fluoro)phenethyl bromide To a solution of 3-(fluoro)phenethyl alcohol (3.8 g, 27.0 mmol), in anhydrous dichloromethane (100 ml), cooled to 0 C., was added carbon tetrabromide (11.25 g, 34.0 mmol) and triphenylphosphine (10.62 g, 41.0 mmol). After stirring for 0.5 h the solvent was removed in vacuo and diethyl ether (100 ml) was added to the residue. The resultant precipitate was removed by filtration, the filtrate evaporated under reduced pressure and the crude product chromatographed on silica-gel eluding with ethyl acetate/hexane (1:1) to give 3-(fluoro)phenethyl bromide (5.51 g, 100%), delta (250 MHz, CDCl3) 3.16 (2H, t, J=7.4 Hz, CH2), 3.57 (2H, t, J=7.4 Hz, CH2), 6.91-7.01 (3H, m, Ar–H), 7.24-7.33 (1H, m, Ar–H).

The synthetic route of 558-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5889008; (1999); 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. 69038-76-2, name is 4-Bromo-N1-methylbenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Bromo-N1-methylbenzene-1,2-diamine

Ste 3. 5-Bromo-l-methyl-7H-benzo[Patent; BIOENERGENIX; MCCALL, John M.; ROMERO, Donna L.; KELLY, Robert C.; WO2012/119046; (2012); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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 203302-95-8, Safety of 4-Bromo-3,5-difluoroaniline

4-bromo-2.6-difluoro-aniline 1 g (4.81 mmol) and p-isopropylbenzene borate 788 mg (4.81 mmol. 1 eq)Potassium carbonate (4.82 g 24.88 mmol 6 eq) [1,1′-bis(diphenylphosphino)ferrocene]palladium dichloride (425.35 mg481 mmol 6 eq) was placed in a 100 ml two-necked flask, and 30 ml (dioxane: water = 3:1) was injected with nitrogen to protect the solution, and 80 was allowed to react for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 690 mg, yield 69%.

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, 4-Bromo-3,5-difluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan University; Zhao Yinglan; Luo Youfu; Wei Yuquan; (63 pag.)CN108467370; (2018); A;,
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. 1003-98-1, name is 2-Bromo-4-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

Example (III-1) Preparation of Starting Materials of the Formula (III) Under an atmosphere of inert gas (argon), 4.5 ml of a saturated sodium carbonate solution and 0.1 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium(0) are added to a suspension consisting of 0.9 g (4.8 mmol) of 2-bromo-4-fluoroaniline and 1.0 g (5.1 mmol) of [3-fluoro-4-(methoxycarbonyl)phenyl]-boronic acid in 5 ml of toluene and 0.5 ml of ethanol. The reaction mixture is stirred at 80 C. for 16 hours and then poured into 10 ml of water and extracted with 20 ml of toluene. The combined organic phases are dried over magnesium sulphate, filtered and concentrated under reduced pressure. Column chromatography (gradient cyclohexane/ethyl acetate) gives 0.5 g (1.76 mmol, 37% of theory) of methyl 2′-amino-3,5′-difluorobiphenyl-4-carboxylate [log P (pH 2.3) 2.73].

The synthetic route of 1003-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience AG; US2009/76113; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

14659-58-6, name is 2-Bromo-5-fluoro-1,3-dimethylbenzene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Bromo-5-fluoro-1,3-dimethylbenzene

A 1L three-necked round-bottomed flask equipped with a magnetic stir bar was charged with di-tert-butyl (2′, 4′, 6′-triisopropyl- [1, 1′-biphenyl] -2-yl) phosphine (8.37 g, 19.70 mmol) , tris (dibenzylideneacetone) dipalladium (4.51 g, 4.92 mmol) and potassium hydroxide (41.4 g, 739 mmol) . The flask was evacuated and backfilled with nitrogen. Separately, dioxane (150 mL) , 2-bromo-5-fluoro-1, 3-dimethylbenzene (50 g, 246 mmol) and water (150 mL) were flow purged with nitrogen for about 30 minutes and were transferred to the reaction flask via a cannula. The reaction vessel was heated to about 100 C and stirred overnight. The reaction mixture was cooled to ambient temperature. The reaction mixture was acidified to pH 2 by adding 6N HCl and the product was extracted with dichloromethane (3 x 250 mL) . The combined organic layers were stirred with mercaptopropyl silica gel for about 30 minutes, dried over anhydrous magnesium sulfate, filtered, and concentrated to afford the title compound as a white solid. (31.2 g, 223 mmol, 90% yield)

The synthetic route of 14659-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; COWART, Marlon; FIDANZE, Steven; HASVOLD, Lisa; LIU, Dachun; MCDANIEL, Keith; PRATT, John; SHEPPARD, George; WANG, Le; (241 pag.)WO2018/68283; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary