Category: bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 5433-01-2, name is 1-Bromo-3-isopropylbenzene, 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 5433-01-2, Product Details of 5433-01-2

A. (E)-3-(3-lsorhoropyl-phenyl)-propenal; 1-Btauomo-3-isopropylbenzene (14.5 g, 69 mmol), acrolein-diethylacetal (33.5 mL, 208 mmol), Bu4NOAc (44 g, 138 mmol), K2CO3 (14.5 g, 104 mmol), KCI (5.2 g, 70 mmol) and Pd(OAc)2 (0.5 g, 2 mmol) are suspended in 290 mL DMF and heated for 24 h at 900C. The reaction mixture is cooled to ambient temperature, diluted with water (10OmL) and acidified with 2N HCI. After extraction with TBME, the organic layer is washed with water, dried over Na2SO4, filtered and concentrated. The crude product is purified by flash chromatography on silica gel (eluent: hexane/AcOEt 19/1) to give the titie compound. TLC, Rf (hexane/AcOEt 10/1) = 0.56. MS(EI+): 175 (M+1).

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; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/66896; (2006); A2;,
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 608-30-0 as follows. name: 2,6-Dibromoaniline

Example 51 trans-N- (6-Bromo-2, 3,4, 14b-tetrahydro-1 H-dibenzo [b, qpyrido [1, 2-d] [1,4] oxazepin- 1-yl)-2, 2, 2-trifluoroacetamide (Structure 36 of scheme IX where X = O, R1 = H, R2 = H, R3 = H, R4 = Br, R5 = H, R10 = H) 2-[(2,6-Dibromophenyl)iminomethyl]phenol (Structure 30 of scheme VIII where R2 = H) General method 19: Formation of an imine of Structure 30 out of an amine and an aldehyde. A solution of 2, 6-dibromoaniline (9 g, 35.9 mmol), salicylaldehyde (2.79 mL, 35.9 mmol) and p-toluenesulfonic acid (20 mg, 0.1 mmol) in toluene (180 mL) was heated to reflux in a Dean-Stark apparatus for 2 h. After adding some triethylamine the reaction mixture was evaporated resulting in crude compound 2- 6- dibromophenyl) iminomethyllphenol (14 g, 100%).

According to the analysis of related databases, 608-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AKZO NOBEL N.V.; WO2003/84963; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 10485-09-3, 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. 10485-09-3, name is 2-Bromoindene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 9.49 g (48.7 mmol) of 2-bromo-lH-indene in 490 ml of ether, 12.3 g (46.3 mmol) of Zr(NMe2)4 was added. The reaction mixture was stirred for 12 h and then evaporated to dryness. The residue was dissolved in 500 ml of toluene, and 23.1 g (151 mmol) of bromotrimethylsilane was added. The mixture was stirred for 24 h at room temperature, evaporated to a volume equal to ca. 250 ml, and filtered through a glass frit (G4). Crystals that precipitated at a temperature of 3O0C from the filtrate were separated, washed with 3 x 20 ml of cold dichloromethane, and dried in vacuum. Yield 16.1 g (66%) of yellow crystalline product.Anal. calc. for C9H6Br4Zr: C, 20.59; H, 1.15. Found: C, 20.68; H, 1.20.1H NMR (CDCl3): delta 7.75 (dd, 2H, J = 6.5 Hz, J = 3.0 Hz, 5,6-H), 7.43 (dd, J = 6.5 Hz, J = 3.0 Hz, 2H, 4,7-H), 7.13 (s, 2H, 1,3-H).

The chemical industry reduces the impact on the environment during synthesis 2-Bromoindene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EXXONMOBIL CHEMICAL PATENTS, INC.; WO2007/70040; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-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. Safety of 5-Bromo-4-fluoro-2-methylaniline

A mixture of 5-bromo-4-fluoro-2-methylaniline (2.04 g, 10.0 mmol), CuCN (889 mg, 10.0 mmol) and Cul (1 .9 g, 10.0 mmol) in NMP was purged with N2 for 5 minutes and then sealed and heated at 195 C for 30 minutes under microwave condition. The mixture was subjected to standard aqueous workup to give a residue which was purified by silica chromatography to yield 5-amino-2-fluoro-4-methylbenzonitrile (51 ) (540 mg, 36% yield). MS m/z 151 .0 (M+1 ) +.

The synthetic route of 5-Bromo-4-fluoro-2-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; LOREN, Jon; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; NABAKKA, Juliet; NGUYEN, Bao; PETRASSI, Hank Michael James; YEH, Vince; RUCKER, Paul Vincent; WO2013/33203; (2013); 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. 3814-30-0, name is (Bromomethyl)cyclopentane, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3814-30-0

A mixture of Compound 74A (5 g, 30.6 mmol), (bromomethyl)cyclopentane (10 g, 61.3 mmol), and C52CO3 (30 g, 92 mmol) in DMF (100 mL) was stirred at room temperature for 18 hours. The reaction mixture was treated with H20 (50 mL) and ethyl acetate (50 mL), washed with water (500 mL x 3), dried over anhydrous sodium sulfate, filtered, and concentrated. The crude product was purified by silica gel column chromatography to furnish Compound 74B and Compound 74C.Compound 74B: LC-MS (ESI) m/z: 246 [M+H] ?H-NMR (CDC13, 400 IVIHz): (5(ppm) 1.30-1.31 (m, 2H), 1.57-1.60 (m, 2H), 1.58-1.78 (m, 4H), 2.55-2.59 (m, 1H), 4.39 (d, J 7.6 Hz, 2H), 7.75 (d, J 9.6 Hz, 1H), 8.10 (d, J= 9.6 Hz, 1H), 8.21 (s, 1H), 8.73 (s, 1H). Compound 74C: LC-MS (ESI) m/z: 246 [M+H] ?H-NIVIR (CDC13, 400 IVIHz): (5(ppm) 0.80-0.89 (m, 2H), 1.26-1.36 (m, 2H), 1.60-1.78 (m, 4H), 2.63-2.65 (m, 1H), 4.39 (d, J 7.6 Hz, 2H), 7.75 (d, J 9.6 Hz, 1H), 8.10 (d, J= 9.6 Hz, 1H), 8.21 (s, 1H), 8.73 (s, 1H).

According to the analysis of related databases, 3814-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; (377 pag.)WO2018/118838; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-53-6,Some common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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 10b (0873) 28.5 g (0.1 12 mol) 1 ,3-dibromo-4-fluorobezene, 23.5 g (0.1 12 mol) N-phenyl-1 H-benzimidazol- 2-amine and 59.6 g (0.281 mol) potassium phosphate tribasic in 250 ml DMA were stirred at 160 C for 20 h under nitrogen. The reaction mixture was poured on water. The product was filtered off washed with water and ethanol. (0874) Yield 38.9 g (97.6 %). (0875) 1H NMR (400 M Hz, CDCI3): delta =7.78-7.83 (m, 4H), 7.64-7.70 (m, 4H), 7.48-7.52 (m, 2 H), 7.40 (dt, 1 H), 7.33 (dt, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dibromo-1-fluorobenzene, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; FLORES, Jean-Charles; NAGASHIMA, Hideaki; (236 pag.)WO2017/93958; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 17247-58-4, name is (Bromomethyl)cyclobutane, 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 17247-58-4, Product Details of 17247-58-4

To a stirred solution of 14 (100 mg, 0.32 mmol) in DMF (1 mL) were added K2CO3 (310 mg, 2.22 mmol) and (bromomethyl)cyclobutane (150 muL, 1.27 mmol), and stirred at 60 C under an Ar atmosphere. After 24 h with stirring, the reaction mixture was evaporated in vacuo. The resulting mixture was basified (pH 9) with saturated NaHCO3 aqueous solution and extracted with CHCl3 three times. The combined organic extracts were washed with brine, dried over Na2SO4, and evaporated in vacuo. The residue was purified by preparative TLC (CHCl3/MeOH = 10/1) to give 17 (79 mg, 65%) as a colorless oil. IR (neat): 2936, 1611, 1497 cm-1; 1H NMR (CDCl3, 400 MHz) delta: 1.30-1.38 (1H, m), 1.40-1.53 (2H, m), 1.57 (1H, d, J = 14.4 Hz), 1.60-1.92 (8H, m), 1.93-2.12 (3H, m), 2.40-2.62 (5H, m), 2.63 (1H, dd, J = 6.4, 18.0 Hz), 2.92-2.98 (1H, m), 2.94 (1H, d, J = 18.0 Hz), 3.72-3.79 (1H, m), 3.76 (3H, s), 3.80-3.86 (2H, m), 3.89-3.96 (1H, m), 6.68 (1H, dd, J = 2.8, 8.4 Hz), 6.81 (1H, d, J = 2.8 Hz), 6.98 (1H, d, J = 8.4 Hz). MS (ESI) m/z = 384 [M+H]+. HRMS (ESI) Calcd for C24H34NO3 [M+H]+: 384.2539. Found 384.2548.

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:
Article; Ida, Yoshihiro; Nemoto, Toru; Hirayama, Shigeto; Fujii, Hideaki; Osa, Yumiko; Imai, Masayuki; Nakamura, Takashi; Kanemasa, Toshiyuki; Kato, Akira; Nagase, Hiroshi; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 949 – 961;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 630-17-1, name is 1-Bromo-2,2-dimethylpropane, 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 630-17-1, Quality Control of 1-Bromo-2,2-dimethylpropane

Intermediate 7A: 6-{(E)-2-[3-(Difluoromethoxy)-2-(2,2-dimethylpropoxy)phenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylic acid; Step 1 Ethyl 6-{(E)-2-[3-(difluoromethoxy)-2-(2,2-dimethylpropoxy)phenyl]vinyl}imidazo[2,1-b][1,3]thiazole-5-carboxylate: To a stirred solution of Intermediate 6 (1.60 g, 4.209 mmol) in anhydrous N,N-dimethylformamide (10 mL) was added cesium carbonate (2.74 g, 8.418 mmol) followed by 1-bromo-2,2-dimethylpropane (1.60 mL, 12.629 mmol) at room temperature. The resulting suspension was stirred at 110 C. overnight under nitrogen atmosphere. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (200 mL) and water (100 mL). The layers were separated. Aqueous layer was extracted with ethyl acetate (2×50 mL) and the combined organic layers were washed with brine (2×50 mL), dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure. The residue obtained after the evaporation of the solvent was purified by silica gel column chromatography using 10% ethyl acetate in petroleum ether to obtain 1.20 g of the product as an off-white solid; 1H NMR (300 MHz, DMSO-d6) delta 1.07 (s, 9H), 1.39 (t, J=6.9 Hz, 3H), 3.57 (s, 2H), 4.35-4.42 (m, 2H), 7.18 (t, J=74.7 Hz, 1H), 7.20-7.25 (m, 2H), 7.47 (d, J=3.9 Hz, 1H), 7.52-7.58 (m, 1H), 7.73 (d, J=16.2 Hz, 1H), 7.90 (d, J=16.2 Hz, 1H), 8.10-8.16 (m, 1H); APCI-MS (m/z) 451.10 (MH)+.

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

Reference:
Patent; Glenmark Pharmaceuticals S.A; US2010/152192; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1073-06-9, 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. 1073-06-9, name is 1-Bromo-3-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Magnesium chips (13.2 g) were placed into a 1L flask equipped with mechanical stirrer, nitrogen inlet, 500 ml pressure-equilibrated dropping funnel, thermometer and reflux condenser connected to the inert gas outlet. The flask was flushed with nitrogen and minor flow was held during whole reaction time. 1-Bromo-3-fluorobenzene (95 g, 0.542 mol) and dry tetrahydrofurane (300 ml) was placed in dropping funnel. Magnesium was moistened with few milliliters of the solution from dropping funnel and an iodine crystal was added. When exothermic reaction starts 1-bromo-3-fluorobenzene solution was added dropwise to keep the boiling temperature of the mixture. After dropping all of the solution, the mixture was refluxed for 2 hours. Then the mixture was cooled down to -78 C. in a dry ice/acetone bath and propionaldehyde was added dropwise while mixture temperature was kept below -70 C. After adding all of the aldehyde, the mixture was left overnight at room temperature. Then the tetrahydrofurane was evaporated and the residue was acidified with hydrochloric acid. The organic phase was separated, washed twice with water and dried over magnesium sulfate. The raw 1-(3-fluorophenyl)propanol was distilled under reduced pressure of 20 mbar at 117 C. Alcohol 60 g, 66% of theor. yield was obtained. The alcohol and toluene (250 ml) and p-toluenesulfonic acid (0.2 g) were placed in (500 ml) round-bottom flask equipped with Dean-Stark trap. The mixture was refluxed. After the water stopped appearing, toluene was evaporated at reduced pressure. The obtained 1-(3-fluorophenyl)propene was placed in a three-necked flask and acetic acid (30 ml), ethyl acetate (50 ml) and catalyst-palladium on active carbon (2 g) were added. The flask was filled with hydrogen from gas burette at room temperature and the mixture was stirred. Reaction temperature increased spontaneously to 30 C. When the absorption of hydrogen was stopped, the catalyst was filtered off, the solution was washed off with water, dried over MgSO4 and the solvent was evaporated. The 1-fluoro-3-propylbenzene was distilled under atmospheric pressure, collecting the fraction boiling at 160 C. 32 g of 1-fluoro-3-propylbenzene were obtained, 42% of theor. yield.

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

Reference:
Patent; Dabrowski, Roman Slawomir; Kula, Przemyslaw; Choluj, Artur; Dziaduszek, Jerzy; Garbat, Katarzyna; US2013/20532; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58971-11-2, A common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, molecular formula is C8H10BrN, 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 mixture of 3-bromobenzeneethanamine (2.00 g, 10.0 mmol) and 2,6-lutidine (1.2 mL, 10.3 mmol) in dry CH2C12 (40 mL) was cooled to 0 C. Trifluoroacetic anhydride (1.4 mL, 9.9 mmol) was added dropwise, and the reaction was then warmed to room temperature and allowed to stir for 16 h. Water (40 mL) was added to the reaction, the phases were separated, and the aqueous layer was extracted with CHZCLZ (2 x 40 mL). The combined organic phases were washed successively with 1 M HCl (40 mL) and saturated NAHC03 (40 mL), and then dried over NazS04, filtered, and concentrated in vacuo to provide the title compound (2.93 g, 100%). The crude compound was used in subsequent steps. 1H-NMR (CDCl3): 8 7.40 (d, J=8. 0 Hz, 1H), 7.36 (s, 1H), 7.21 (t, J=7. 6 Hz, 1H), 7.12 (d, J=7. 6 Hz, 1H), 6.33 (br s, 1H), 3.59 (q, J=6. 8 Hz, 2H), 2.87 (t, J=7. 2 Hz, 2H). MS (ESI) (M+H) += 296/298.

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2004/60882; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary