Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene, 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 138526-69-9, Product Details of 138526-69-9

At room temperature, dry diethyl malonate (1140.2 g, 7.12 mol) is initially charged in a 1.6 l apparatus with anchor stirrer, and sodium ethoxide (244.5 g, 3.59 mol) is added as a solid. Owing to the energy of reaction released, the internal temperature increases to about 60 C. After the reaction has ended, the ethanol formed is distilled off under reduced pressure (400 mbar) and simultaneous increase of the temperature from 60 to 80 C. At 80 C., the pressure is gradually reduced to 10 mbar. At atmospheric pressure, the residue is then cooled to 75 C., and CuBr (53.4 g, 0.37 mol) and 3,4,5-trifluorobromobenzene (338.4 g, 1.60 mol) are then added successively over a period of 20 minutes, and the mixture is kept at 75 C. for another 18 hours. After the reaction has ended, the reaction mixture is cooled to 15 C. and, with stirring, added to a mixture, cooled to 10 C., of hydrochloric acid (36% strength, 260.9 g) and water (512.8 g). The reaction mixture obtained is filtered. Following separation of the phases of the filtrate, water (512.8 g) is added to the organic phase, and the pH is adjusted to 3.8 by addition of potassium carbonate (5.9 g, 50% strength solution in water). The phases are separated again, and the organic phase is then freed from volatile components under reduced pressure (0.5 mbar) up to an internal temperature of 127 C. According to quantitative 19F-NMR spectroscopy, 79.6% of the residue (478.4 g) consisted of diethyl 3,4,5-trifluorophenylmalonate. This corresponds to a diethyl 3,4,5-trifluorophenyl-malonate yield of 82.0%.

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

Reference:
Patent; BASF SE; US2010/56820; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 937046-98-5, 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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

f. Preparation of Compound 407. To a dry, argon purged round bottom flask (100 mL) were added 7-bromo-pyrrolo[2, 1 – f][1 ,2,4]triazin-4-ylamine (234 mg, 1.10 mmol) (prepared according to WO2007056170) and anhydrous THF (1.5 mL). TMSCI (276 iL, 2.2 mmol) was then added and the reaction mixture stirred for 2 hours. The flask was placed into a dry ice/acetone bath (-78 C) and BuLi (2.5 mL, 4.0 mmol, 1.6M in hexanes) was added dropwise. After 1 hour, a solution of compound 406 (432.5 mg, 1.0 mmol) in THF was cooled to 0 C and then added to the reaction flask dropwise. After 1 hour of stirring at -78 C, the flask was warmed to 0 C and sat. NH4CI (5 mL) was added to quench the reaction. The organics were extracted using EtOAc (3 x 10 mL) and the combined organic layers were dried using MgS0 . The solvent was removed under reduced pressure and the crude material was purified using flash chromatography (hexanes / EtOAc). 560 mg (90 %) of compound 407 was isolated as a mixture of two anomers. LC/MS = 567.2 (M + H+). H NMR (300 MHz, CDCI3): delta 7.85 (m, 1 H), 7.27 (m, 15H), 7.01 (m, 1 H), 6.51 (m, 1 H), 4.66 (m, 8H), 4.40 (m, 2H), 3.79 (m, 3H), 1.62 (s, 2′-CH3 from the one anomer), 1.18 (s, 2′-CH3 from the other anomer).

The synthetic route of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; RAY, Adrian S.; WATKINS, William J.; LINK, John O.; OLDACH, David W.; DELANEY, IV, William E.; WO2013/40492; (2013); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 5003-71-4, These common heterocyclic compound, 5003-71-4, name is 3-Bromopropan-1-amine hydrobromide, 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.

di-tert-Butyl dicarbonate (3.71 g, 16.9 mmol) and triethylamine (10 mL) were added to a solution of 3-bromopropylamine hydrobromide 7b (3.72 g, 16.9 mmol) in dichloromethane (100 mL). The reaction mixture was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After this time, reaction was complete. The solvent was removed under reduced pressure. A saturated solution of sodium chloride (100 mL) was added to this residue and the mixture was extracted with diethyl ether (2×50 mL). The organic phases were combined, washed with a saturated solution of sodium chloride (3×50 mL) and dried over sodium sulfate. After filtration, the solvent was removed under reduced pressure to give compound 8 in the form of a slightly brown solid. The compound was sufficiently pure to be used in the rest of the synthesis without additional purification (3.50 g, 87%). M.p.: 32-33 C. 1H NMR (200 MHz, CDCl3) delta: 4.63 (s, 1H), 3.42 (t, J=6.5 Hz, 2H), 3.26 (td, J=6.5; 6.5 Hz, 2H), 2.03 (m, J=6.5 Hz, 2H), 1.43 (s, 9H); 13C NMR (125 MHz, CDCl3) delta: 156.09, 79.54, 39.96, 32.82, 30.90, 28.48. HRMS (ESI+) calculated for C8H16NO2Br [M+H]+, m/z 255.0703. found: 255.0695. Rf=0.59 (silica; cyclohexane-ethyl acetate 50:50).

The synthetic route of 5003-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CISBIO BIOASSAYS; LAMARQUE, Laurent; PARKER, David; BUTLER, Stephen J.; DELBIANCO, Martina; US2015/361116; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, 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 327-51-5, Application In Synthesis of 1,4-Dibromo-2,5-difluorobenzene

To the solution of XLVII-1 (13.55 g, 50 mmol), in Et2O (150 mL) was added n-BuLi (2.5 N, 20 mL) at -78 C. The reaction mixture was stirred at -78 C. under Ar for 30 min and CO2 was bubbled into the solution. The mixture was warmed up to rt. The precipitate was collected by filtration and washed with Et2O. The obtained solid was treated with water and HCl (1N) to pH=2. The mixture was extracted with t-BuOMe. The combined organic layers were washed with brine, dried over MgSO4, and concentrated to afford XLVII-2 (10.0 g, yield 84.4%), which was used next step without purification.

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-Dibromo-2,5-difluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/200215; (2014); 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. 49764-63-8, name is 4,5-Dibromobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H6Br2N2

To a Schlenk flask containing a mixed solution of 1,4-dioxane and water (100 mL, 1,4-dioxane/water = 10/1, V/V) under nitrogen, sequentially added4,5-dibromo-o-phenylenediamine(1g, 3.76mmol),4-boronic acid triphenylamine(2.72g, 9.4mmol),K2CO3 (2.08 g, 15.04 mmol) and Pd(PPh3) 4 (87 mg, 0.075 mmol),The mixture was heated with stirring and allowed to react at 90 C overnight. After the reaction is completed, cool to room temperature.The reaction solution was poured into 100 mL of water and extracted with dichloromethane (DCM) (3×100 mL).The organic layer was collected and dried over anhydrous sodium sulfate.(petroleum ether/ethyl acetate, 2/1, V/V) afforded a pale yellow solid.That isN4,N4,N4″,N4″-tetraphenyl[1,1′:2′,1″-terphenyl]-4,4′,4″,5′-tetraamine(The compound of the formula A1 above, 1.79 g, 80%).

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 49764-63-8.

Reference:
Patent; Soochow University (Suzhou); Ran Quan; Zhu Huifang; Fan Jian; (34 pag.)CN109928936; (2019); 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-3-(tert-butyl)benzene

A 1.6M solution of”butyllithium (1.7 mL, 2.72 mmol) was added to a solution of dicyclohexylamine (0.52 mL, 2.61 mmol) in toluene (10 mL). After stirring for 5 min, a mixture of cisltrans isomers of 4-methyl-cyclohexanecarboxylic acid methyl ester (342 mg, 2.19 mmol) was added. After stirring for 10 min, 1-bromo-3-tert- butyl-benzene (428 mg, 2.01 mmol) and bis (tri-tert-butylphosphine) palladium (0) (52 mg, 102 umol) was sequentially added. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 484 mg (84percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)-4-methyl-cyclohexanecarboxylic acid methyl ester as a light yellow oil. 1H NMR (300 MHz, CDC13) b 7.51 and 7.40 (t and m, J=1.9 Hz, 1H), 7.33-7. 13 (m, 3 H), 3.65 (s, 3 H), 2.62 (m, 2H), 1.77-1. 02 (broad m, 7 H), 1.30 (s, 9H), 0.91 (d, J=6.5 Hz, 3 H).

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

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 57190-17-7, name is 2-Bromo-1,3-diisopropylbenzene, 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 57190-17-7, name: 2-Bromo-1,3-diisopropylbenzene

To a flask was added o-phenyldiamine (0.17 g, 1.6 mmol), (1-Bromo-2,6-diisopropylbenzene) (0.31 g, 1.3 mmol), Pd(t-Bu3P)2 (0.082 g, 0.16 mmol), NaOtBu G, 3.2 mmol) and toluene (11 mL). Reflux at 100C for 3 hours; The reaction mixture was cooled, filtered using dry silica, and washed with ethyl acetate. After drying all the solvent, the compound 1a was separated by Hx: EA = 4: 1 using column chromatography to obtain Compound 1a (0.21 g, 60%).

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-Bromo-1,3-diisopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LG Chemical Co., Ltd.; Lee, Hay Gyung; Jeon, Sang Jin; Lee, In Sun; Jung, Jae Yeop; (18 pag.)KR2015/85626; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112734-22-2, The chemical industry reduces the impact on the environment during synthesis 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, I believe this compound will play a more active role in future production and life.

To a solution of ethyl 2-((2-fluorobenzyl)oxy)-4-formylnicotinate (2.10 g) obtained in Reference Example 183 and (4-bromo-2-fluorophenyl)methanamine (1.48 g) in methanol (13 mL)-THF (13 mL) was added magnesium sulfate (1.67 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature for 1 hr. The insoluble material was filtered off, and the filtrate was concentrated. To a solution of the residue in acetic acid (13 mL) was added sodium triacetoxyhydroborate (2.20 g) at room temperature, and the mixture was stirred under a nitrogen atmosphere at room temperature for 3 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel chromatography (hexane-ethyl acetate) to give the title compound (1.06 g). MS: [M+H]+ 445.0 1H NMR (300 MHz, CDCl3) delta 4.32 (2H, s), 4.76 (2H, s), 5.67 (2H, s), 6.93-7.20 (3H, m), 7.22-7.38 (4H, m), 7.71 (1H, t, J = 7.4 Hz), 8.27 (1H, d, J = 5.1 Hz).

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-2-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; SUZUKI, Shinkichi; YAMADA, Masami; KAMATA, Makoto; KOJIMA, Takuto; FUJIMORI, Ikuo; SHIMOKAWA, Kenichiro; EP2921480; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 6274-57-3, These common heterocyclic compound, 6274-57-3, name is 1-(4-Bromophenyl)-N,N-dimethylmethanamine, 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.

Magnesium strips (0.36 g, 15 mmol), a small amount of iodine, 4-bromo-N,N-dimethylbenzylamine (0.21 g, 1 mmol), tetrahydrofuran (25 mL) were added to a round bottom flask, and the mixture was heated to reflux. The reaction is initiated.A solution of 4-bromo-N,N-dimethylbenzylamine (2.98 g, 14 mmol) in THF (5 mL) was then added dropwise over 30 min.After the addition is completed, the reflux is continued for 2 hours.Then cooled to room temperature, and slowly added the compound a derived from amino acid within 30 min.(2-[(tert-Butoxycarbonyl)amino]-3-phenylpropanoic acid methyl ester) (1.40 g, 5 mmol) in THF (5 mL)The saturated ammonium chloride solution was quenched, extracted with ethyl acetate and washed with saturated brine.After drying over anhydrous sodium sulfate, a crude Boc-protected amino alcohol b was obtained, which was used directly in the next step.

The synthetic route of 6274-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Science and Technology of China; Wang Zhiyong; Gui Yang; (28 pag.)CN108821995; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 626-40-4, 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 626-40-4 as follows.

Compound II (2.52 g, 10 mmol), compound III (2.51 g, 10 mmol) and diisopropylethylamine (DIPEA,3.88 g, 30 mmol) was dissolved in 50 mL of dry xylene and refluxed under nitrogen atmosphere until the reaction was completeUsually 5 hours). The reaction mixture was carefully poured into 200 mL of ice water, stirred, extracted with 50 mL of X3CH2C12, the combined phases were combined,Washed successively with 1% dilute hydrochloric acid (200 mL) and brine (100 mL), and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtrationEvaporated on a rotary evaporator to give compound IV, a white solid.

According to the analysis of related databases, 626-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Sai Bo Technology Co., Ltd.; Guo Huijun; (11 pag.)CN106831835; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary