Tag: M.W=100-200

Reference of 103-64-0, The chemical industry reduces the impact on the environment during synthesis 103-64-0, name is (2-Bromovinyl)benzene, I believe this compound will play a more active role in future production and life.

An oven-dried vial equipped with a stir bar was dessicated. To a solution of CoBr2 (22 mg, 0.10 mmol, 10 mol%), bis-1,2-diphenylphosphinohexane (43.2 mg, 0.10 mmol, 10 mol%), and manganese powder (165 mg, 3 mmol, 3 equiv) in acetonitrile (5 mL) was added the alkenyl bromide (1.5 mmol, 1.5 equiv) at 50 oC. A solution of the chlorodehydropiperidine (1 mmol, 1 equiv) in acetonitrile (5 mL) was added slowly. After completion (as judged by TLC and GC-MS), the reaction mixture was treated with a mild acid such as 10% H3PO4 (aq) and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to afford the desired coupling product as an oil. Purification was carried out by flash chromatography on silica (pretreated with 1% Et3N).

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-Bromovinyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Farah, Abdikani Omar; Archibald, Ryan; Rodriguez, Morgan J.; Moreno, Antonio; Dondji, Blaise; Beng, Timothy K.; Tetrahedron Letters; vol. 59; 38; (2018); p. 3495 – 3498;,
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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-3-isopropylbenzene

To 1.2 g (50 mmol) of magnesium turnings in 15 mL of dry THF is added a small crystal of iodine followed by 40 pL of dibromoethane. This mixture is placed in a water bath at 50 C and 3-isopropylbromobenzene (5.0 g, 25 mmol) in 15 mL of dry tetrahydrofuran (THF) is added dropwise over 20 min, while the bath temperature is raised to 70 C. The mixture is stirred and refluxed for 40 additional min. The solution is cooled in an ice-water bath and cyclohexanone (2.0 mL, 19 mmol) in 10 mL of dry THF is added dropwise over 15 min. The ice bath is removed and the mixture is allowed to warm to ambient temperature over 1 h. The solution is decanted into aqueous saturated NH4C1 and combined with an ether wash of the residual magnesium turnings. The organic phase is washed twice more with aqueous NH4CI, dried over anhydrous sodium sulfate, filtered and concentrated. Chromatography on silica gel, eluting with 10% ethyl acetate in heptane, affords 2.7 g (12 mmol, 60%) of 1- (3-isopropylphenyl) cyclohexanol 5 as an oil : 1H NMR (CDC13) 8 7.39 (m, 1 H), 7.3 (m, 2 H), 7.12 (m, 1 H), 2.92 (m, 1 H), 1.84-1. 54 (m, 10 H), 1.26 (d, J = 7 Hz, 6 H).

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; ELAN PHARMACEUTICALS, INC.; WO2005/70407; (2005); 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. 59907-13-0, name is 2-Bromo-1-fluoro-3-methylbenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C7H6BrF

General procedure: To a mixture of the appropriate amine F-1 (1 eq), the appropriate halide (1.2 eq) and sodium tert-butoxide (2 eq) in toluene (3 mL/mmol) under N2, was added BINAP (0.2 eq) and Pd2(dba)3 (0.1 eq) (see Table 4). The rxn mixture was flushed with N2, heated to 100C in a sealed vial and stirred for 24h. It was partitioned between water and EtOAc and the org. phase was washed with brine, dried over MgS04 and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

The synthetic route of 59907-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (97 pag.)WO2019/141808; (2019); 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. 2044-08-8, name is 1-Bromocyclohex-1-ene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromocyclohex-1-ene

Example 3; Preparation of Hexafluorophosphate of Compound No. 14; In a reaction flask were put 0.050 mol of 1,2,3-trimethylindole, 0.058 mol of 2-bromocyclohexene, and 16.0 g of ethanol and caused to react at room temperature for 21 hours. The reaction mixture was concentrated, and 30 ml of acetone was slowly added to the residue. The crystals thus precipitated were collected by filtration and dried in vacuo at 80 C. for 2.5 hours to afford an intermediate, 1,2,3-trimethyl-3-cyclohexenylindolenium bromide, as white crystals in a yield of 47.2%.

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 2044-08-8.

Reference:
Patent; ADEKA CORPORATION; US2008/33179; (2008); 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. 583-70-0, name is 2,4-Dimethylbromobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H9Br

Step 2: to a suspension of magnesium powder (239 mg, 9.79 mmol) in dry THF (small amount) was added dropwise 1 -bromo-2,4-dimethylbenzene (1.64 g, 8.86 mmol) diluted in dry THF (20 mL) and the reaction was heated at 40C. After completion of Grignard reagent, 2-methyl-N-[(5-methylfuran-2-yl)methylidene]propane-2-sulfinamide Ex.8a (995 mg, 4.66 mmol) diluted in THF Ex.8b (10 mL) was added to the solution. The reaction mixture was stirred at rt overnight. Water was added to quench the reaction. The two layers were partitionated and the organic layer was dried over MgSO4, filtered and the solution was concentrated under reduced pressure. The crude material was purified by silica gel column chromatography using a gradient of hexanes/EtOAc ([5:1 ] to [4:1 ]) to afford N-[(2,4-dimethylphenyl)(5-methylfuran-2-yl)methyl]-2-methylpropane-2-sulfinamide (1.27 g, 85%) as yellowish oil.

According to the analysis of related databases, 583-70-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; BONNET, Pascal; FOGHA, Jade; (76 pag.)WO2018/138356; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 452-74-4, 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. 452-74-4, name is 1-Bromo-2-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

[000891j To a stirred solution of compound 1 (8 g, 1 eq) in Conc. H2S04 (35 mL), nitrating mixture (13.2 mL Conc. HN03 + 5 mL Conc. H2S04) was added at 0 C and stirred at same temperature for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was poured onto ice water and basified to pH 9 using 2N NaOH. The precipitated solid was filtered, washed with water and dried under reduced pressure to afford the title compound 2. LCMS (mlz): 235 (M + 1).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-fluoro-4-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; BHAGWAT, Shripad; WANG, Bing; LUEDTKE, Gregory R.; SPYVEE, Mark; (490 pag.)WO2016/57834; (2016); 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 1647-26-3 as follows. Recommanded Product: 1647-26-3

Into a 250-mE 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed magnesium (420 mg, 17.50 mmol, 1.10 equiv), a solution of (2-bromoethyl)cyclohexane (3 g, 15.71 mmol, 1.00 equiv) in tetrahydroffiran (50 mE). The solutionwas refluxed for 3 hours, then cooled to room temperature. Into another 250-mE 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a solution of trimethyl borate (2.46 g, 23.65 mmol, 1.50 equiv) in tetrahydroffiran (50 mE) with stirring at -78 C. To this mixture was added the above prepared solution. The resulting mixture was stirred for 3 hours at room temperature. To the resulting mixture was then added KHF2 (4.926 g, 63.15 mmol, 4.00 equiv) and water (80 mE). The resulting solution was stirred overnight at room temperature. The solvent was removed under reduced pressure. The residue was washed with 3×100 mE of propan-2-one and the resulting filtrate was then concentrated under vacuum to yield potassium (2-cyclohexylethyl)trifluoroborate as a white solid.

According to the analysis of related databases, 1647-26-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Gaul, Micheal; Xu, Guozhang; Yang, Shyh-Ming; Lu, Tianbao; Zhang, Rui; Song, Fengbin; (75 pag.)US2018/65934; (2018); 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. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1073-39-8

EXAMPLE 4 Preparation of 4-Vinylbenzocyclobutane STR20 Into a 450 ml Parr pressure reactor, 100 ml of acetonitrile, and 0.6 g of freshly distilled triethylamine are added. The mixture is purged with nitrogen gas through a sparge tube for 15 minutes to remove air. To the reactor, 0.98 g of 4-bromobenzocyclobutane, 0.04 g of palladium (II) acetate, 0.17 g of tri-o-tolylphosphine are added and the reactor is sealed. The reactor is then pressurized with 250 psig ethylene, and is then vented. The reactor is pressurized with 2 more charges of 250 psig ethylene and is vented after each charge. The vessel is then pressurized to 250 psig ethylene, and held there. The mixture is then heated to 125 C. and is mechanically stirred for 16 hours. The reaction mixture is allowed to cool and the remaining ethylene is vented. The reaction mixture is worked up by washing in 100 ml diethyl ether, and this mixture is washed twice with 100 ml of water, once with 100 ml of 5 percent hydrochloric acid, once more with 100 ml of water, and is then dried over magnesium sulfate. The solvent is removed. The product is analyzed by gas chromatography, and it is determined that approximately 70 percent of the 4-bromopbenzocyclobutane is converted to 4-vinylbenzocyclobutene. The reaction mixture is passed through a 100 ml column of silica gel in the presence of hexane as an eluent. The hexane is removed on a rotary evaporator and the product is recovered.

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 1073-39-8.

Reference:
Patent; The Dow Chemical Company; US4724260; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

51437-00-4, name is 4-Bromo-1-fluoro-2-methylbenzene, 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. Formula: C7H6BrF

In an atmosphere of nitrogen gas, 74.1 ml of a 1.57 M solution of n-butyllithium in hexane was added to a solution of 16.3 ml of N,N-diisopropylamine in 400 ml tetrahydrofuran at 0C, and the mixture was stirred at the same temperature for 30 minutes. After cooling to -78C, a solution of 20.0 g of 5-bromo-2-fluorotoluene in 40 ml tetrahydrofuran was added dropwise. After stirring at the same temperature for 1 hour, 11.2 ml of 3-fluorobenzaldehyde was added dropwise and the mixture was stirred at the same temperature for 3 hours. The reaction mixture was neutralized with 1 N hydrochloric acid and diluted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated. The crude product was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane = 1:20), to give 20.6 g of the title compound as a colorless oil.1H-NMR ( 400 MHz, CDCl3 ) d 2.23 ( 3H, s ), 2.34 ( 1H, d, J = 4.0 Hz ), 6.06 ( 1H, d, J = 4.0 Hz ), 6.98 ( 1H, dt, J = 2.4, 8.0 Hz ), 7.12 ( 1H, d, J = 8.0 Hz), 7.17 ( 1H, d, J = 8.0 Hz ), 7.25 ( 1H, d, J = 6.0 Hz ), 7.31 ( 1H, dt, J = 6.0, 8.0 Hz ), 7.50 ( 1H, dd, J = 2.4, 6.0 Hz )

The synthetic route of 51437-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); 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 1647-23-0 as follows. name: 1-Bromo-3,3-dimethylbutane

Step 5. 5-amino-6-chloro-N-{[1-(3,3-dimethylbutyl)piperidin-4-yl]methyl}-2-ethylimidazo[1,2-a]pyridine-8-carboxamide To a stirred mixture of 5-amino-6-chloro-2-ethyl-N-(piperidin-4-ylmethyl)imidazo [1,2-a]pyridine-8-carboxamide (EXAMPLE 28, Step 4, 450 mg, 1.34 mmol) and 1-bromo-3,3-dimethylbutane (606 mg, 3.35 mmol) in N,N-dimethylformamide (6 mL) were added potassium carbonate (648 mg, 4.69 mmol) and sodium iodide (502 mg, 3.35 mmol). After stirring at 90 C. for 42 h, the reaction mixture was cooled and evaporated. The residue was diluted with dichloromethane (30 mL) and water (20 mL). The water phase was extracted with dichloromethane (2*30 mL). The combined extract was washed with brine, dried over magnesium sulfate, and concentrated. Flash chromatography (NH-silica gel) of the residue eluding with hexane/ethyl acetate (1:1 to 1:2) afforded a brown solid (296 mg), which was recrystallized from ethyl acetate to give 191 mg (34%) of the title compound as a pale brown solid. MS (ESI) m/z: 420 (M+H)+, 418 (M-H)-. m.p. (TG/DTA): 234 C. IR (KBr) nu: 3136, 2947, 1636, 1607, 1558 cm-1. 1H-NMR (CDCl3) delta: 0.89 (9H, s), 1.36 (3H, t, J=7.5 Hz), 1.98-1.36 (9H, m), 2.37-2.26 (2H, m), 2.83 (2H, q, J=7.5 Hz), 3.02-2.92 (2H, m), 3.45 (2H, t, J=6.2 Hz), 4.96 (2H, bsv), 7.12 (1H, s), 8.20 (1H, s), 10.17 (1H, bs). Anal. Calcd. for C22H34ClN5O: C, 62.91; H, 8.16; N, 16.68. Found: C, 62.71; H, 8.20; N, 16.62.

According to the analysis of related databases, 1647-23-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Uchida, Chikara; Noguchi, Hirohide; Stobie, Alan; Gymer, Geoffrey; Fenwick, David; US2003/92699; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary