Tag: M.W=200-300

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. HPLC of Formula: C6H2BrF3

EXAMPLE 1 2,4,5-Trifluorobenzoic Acid To a stirred suspension, under argon, of 9 g of magnesium chips in 150 ml of tetrahydrofuran containing a crystal of iodine and cooled to 0 C. was added a solution of 60 g of 2,4,5-trifluorophenyl bromide in 80 ml of tetrahydrofuran dropwise over 1.5 hours. The temperature was kept below 35 C. during the addition and kept at 35 C. for an additional hour then cooled to 0 C. A gentle stream of carbon dioxide was bubbled through the reaction mixture for one hour at 0 C., one hour at room temperature and one hour at reflux. The reaction mixture was cooled to 0 C. and poured into a beaker containing 300 ml of 2N hydrochloric acid and 200 ml of ice water. The aqueous mixture was filtered and the filtrate extracted with 3*335 ml of methylene chloride. The combined organic extracts were dried and the volatiles removed in vacuo to give 49.4 g of the desired compound. Crystallization from hexanes gave the desired product as light yellow crystals, mp 92-95 C.

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4923868; (1990); A;,
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 52548-00-2 as follows. Safety of 1-Bromo-4-fluoro-2,3-dimethylbenzene

6-Bromo-3-fluoro-o-xylene (5.00 g, 24.6 mmol) was dissolved in 75 mL carbon tetrachloride. N-Bromosuccinimide (8.76 g, 49.2 mmol) and benzoyl peroxide (0.089 g, 0.37 mmol) were added and the resulting white suspension was refluxed for 18 h. The reaction mixture was filtered and the filtrate concentrated to an oily suspension. The residue was purified by column chromatography on silica gel (eluting with hexanes) and concentrated to give 1-bromo-2,3-bis(bromomethyl)-4-fluorobenzene (8.40 g, 94% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3, ppm) delta 7.55 (dd, J=8.9, 5.2 Hz, 1 H), 6.97 (t, J=8.9 Hz, 1 H), 4.78 (s, 3 H), and 4.67 (s, 3 H).

According to the analysis of related databases, 52548-00-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Holloway, M. Katharine; Liverton, Nigel J.; Ludmerer, Steven W.; McCauley, John A.; Olsen, David B.; Rudd, Michael T.; Vacca, Joseph P.; McIntyre, Charles J.; US2007/27071; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 345965-54-0, These common heterocyclic compound, 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, 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.

[1-(4-Bromophenyl)-cyclopropyl]-dipropylamine (Intermediate 121) To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0 C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after Shours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc-hexanes). 1H NMR (CDCl3) delta: 7.42 (2H, d, J=8.3 Hz), 7.18 (2H, d, J=8.3 Hz), 2.39 (4H, t, J=7.3 Hz), 1.62-1.40 (4H, m), 0.96 (2H, m), 0.86 (6H, t, J=7.3 Hz), 0.80 (2H, m).

Statistics shows that 1-(4-Bromophenyl)cyclopropanamine is playing an increasingly important role. we look forward to future research findings about 345965-54-0.

Reference:
Patent; Allergan Sales, Inc.; US6252090; (2001); B1;,
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 103273-01-4 as follows. Formula: C10H14BrN

General procedure: A Schlenk tube containing Pd(OAc)2 (24.3 mg, 0.108 mmol), K2CO3 (759mg, 5.49 mmol), tricyclohexylphosphine (61.7 mg, 0.220 mmol), anddiphenylacetylene (470 mg, 2.58 mmol) was flushed with N2. NMP (21mL) and 2-bromo-5-tert-butylaniline (525 mg, 2.30 mmol) was added andthe resulting mixture was heated to 110 C. After stirred for 18 h, themixture was cooled to room temperature and then filtered through a shortpad of Celite with EtOAc. The eluent was washed with water and brine,dried over anhydrous Na2SO4, and evaporated to dryness. Purification bysilica-gel column chromatography (hexane/EtOAc as an eluent) afforded1a (460 mg, 1.42 mmol) in 62% yield.

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shigeno, Ami; Matsuno, Takashi; Hiroto, Satoru; Shinokubo, Hiroshi; Chemistry Letters; vol. 44; 12; (2015); p. 1703 – 1705;,
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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H2BrF3

To a solution of (ls,3s)-3-(4-fluorophenyl)cyclobutanol (0.13 g, 0.782 mmol, 1 equiv) and 5-bromo-l,2,3-trifluorobenzene (0.198 g, 0.939 mmol, 1.2 equiv) in DMF (8 mL) was added 60% NaH (0.038 g, 0.939 mmol, 1.2 equiv). After 1 h, the reaction was diluted with EtOAc and washed with saturated aqueous sodium bicarbonate and brine. The organic layer was dried (NaiSOr) and concentrated in vacuo. The crude product was purified by silica gel flash chromatography (0-30% EtO Ac/hexane) to provide 5-bromo-l,2-difluoro-3-((3-(4- fluorophenyl)cyclobutoxy)benzene (0.17 g, 61%) as a colorless oil. NMR (500 MHz, CDCb) d 7.26 – 7.20 (m, 2H), 7.07 – 7.01 (m, 2H), 6.98 (ddd, J= 9.3, 6.1, 2.3 Hz, 1H), 6.83 (dt, J= 6.3, 2.2 Hz, 1H), 4.69 (quin, J= 7.2 Hz, 1H), 3.24 – 3.11 (m, 1H), 3.04 – 2.92 (m, 2H), 2.40 – 2.29 (m, 2H).

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; GILLIS, Eric P.; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; (367 pag.)WO2019/244066; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 25017-13-4, A common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, molecular formula is C8H8BrF, 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.

To 2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethanesulfonic acid 4-cyano- benzylamide dihydrochloride (0.127 g, 0.30 mmol; prep P above), 1-(2- bromo-ethyl) -3-fluoro-benzene (0.064 g, 0.315 mmol) and potassium carbonate (0.145 g, 1.05 mmol) was added acetonitrile (4 mL) and water (0.1 mL). The mixture was stirred for 20 minutes before it was heated by microwave irradiation (10 minutes, 160C) and was then filtered and evaporated. The crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 43 mg (30.3%) of the title compound. ¹3C NMR (125.7 MHz, CDCl3) 8 163.90,161.94, 144.35,141.66, 132.65, 130.03,129.96, 128.11,123.86, 118.70,115.12, 114.95,113.51, 113.34, 111.76, 68.34, 60.85, 56.85, 56.41, 54.40, 47.82, 47.47, 31.35

The synthetic route of 25017-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/123748; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 393-37-3, 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. 393-37-3, name is 5-Bromo-2-fluorobenzotrifluoride belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-(4-fluorophenyl)ethanol (1.02 g, 7.31 mmol, 1.2 equiv) in DMF (20 mL) was added KOtBu (0.96 g, 5.99 mmol, 1.4 equiv) and 4-bromo-1-fluoro-2-(tnfluoromethyl)benzene (1.48 g, 6.09 mmol, 1.2 equiv). After stirring 2 h, the reactionwas dilute with ether. The ether solution was washed with water, brine, dried (Na2SO4),and concentrated in vacuo. The crude product was purified by silica gel flashchromatography (0-30% EtOAc in hexane) to provide the product (1.36 g, 62%) as awhite solid. ?H NMR (500 MHz, CDC13) 7.69 (d, J= 2.5 Hz, 1H), 7.57 (dd, J= 8.8, 2.5 Hz, 1H), 7.28 – 7.25 (m, 2H), 7.02 (t, J=8.3 Hz, 2H), 6.85 (d, J 8.8 Hz, 1H), 4.21 (t, J6.5 Hz, 2H), 3.12 (t,J 6.5 Hz, 2H).

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

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 14922-91-9, The chemical industry reduces the impact on the environment during synthesis 14922-91-9, name is 5-Bromo-2-ethylaniline, I believe this compound will play a more active role in future production and life.

To a stirred mixture of 5-bromo-2-ethylaniline (3.39 g, 200 mmol) in distilled water (1 10 ml) is added concentrated sulfuric acid (5.60 ml), followed by brief heating at reflux until dissolution. The mixture is allowed to cool to room temperature, producing a fine precipitate, then further cooled to approximately 0 0C in an ice/salt bath. To this slurry is added an aqueous solution of sodium nitrite (1.17 g, 16.94 mmol) in distilled water (10 ml) dropwise over 15 minutes, maintaining a temperature below 5 0C, followed by additional stirring for 30 minutes. The reaction mixture is next filtered then added to a second solution of aqueous potassium iodide (8.44 g, 50.83 mmol) in distilled water (45 ml) dropwise at room temperature. After the addition is complete the solution is briefly heated to 80 0C then allowed to cool to room temperature again. The reaction mixture is extracted with ethyl acetate (3 x 50 ml), and the organic phase is washed with 1 M aqueous hydrochloric acid (30 ml) and aqueous sodium thiosulfate (2 x 30 ml). After drying over anhydrous magnesium sulfate and concentration in vacuo 4-bromo-1-ethyl-2-iodobenzene (4.90 g) is furnished as an orange liquid.

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

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2009/150093; (2009); A1;,
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 13633-25-5 as follows. Recommanded Product: 1-Bromo-4-phenylbutane

General procedure: To a solution of 4a-4e (0.1 mmol) in dry DCM (5 mL) was addedDIPEA (0.17 mmol) in a Schlenk tube. The tube was screwed down,stirred and heated at 75 C for 10 min, and the reaction mixturewas cooled to room temperature and benzyl bromide (1.7 mmol)was added to the solution. The reaction mixture was stirred andheated at 75 C for 48 h. After cooling the mixture, silica gel wasadded to the crude mixture, the solvent was evaporated underreduced pressure and the residue was purified by flash chromatography with a mixture of hexanes/EtOAc/TEA (95:5:1).

According to the analysis of related databases, 13633-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Djigoue, Guy Bertrand; Kenmogne, Lucie Carolle; Roy, Jenny; Maltais, Rene; Poirier, Donald; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5433 – 5451;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Bromo-2,4,5-trifluorobenzene

Into a 100 mL three-necked flask were added 4.62 g 1-bromo-2,4,5-trifluorobenzene (0.022 mol) and anhydrous tetrahydrofuran (50 mL). The resulting mixture was cooled to -20 C. The solution of isopropylmagnesium bromide (22 mmol) in tetrahydrofuran (22 ml, 1M THF) was slowly added dropwise under nitrogen. After the addition was complete, the reactants were maintained at -20 C. for later use. Cuprous bromide-dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. The resulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise under nitrogen. After 15 min, a solution of the aziridine compound as shown in the above reaction formula (4.16 g, 0.015 mol) in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammonia chloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separated water layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together and further was washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed by filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtain a compound (4.98 g, 0.0128 mol, yield 85%). 1H NMR (400 MHz, CDCl3) delta 7.877.61 (m, 5H), 7.156.94 (m, 1H), 6.88 (d, J=6.8 Hz, 1H), 5.02 (d, J=8.9 Hz, 1H), 4.00-3.80 (m, 1H), 2.922.76 (m, 1H), 2.762.64 (m, 1H), 2.642.44 (m, 2H), 2.06 (d, J=14.6 Hz, 3H), 1.84 (s, 1H), 1.62 (s, 1H). Ms (M++1): 390.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary