Category: 592-55-2

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 592-55-2 as follows. Recommanded Product: 1-Bromo-2-ethoxyethane

In a similar manner 1d was obtained from sodium (diglyme)2 3,4,5-triphenyl-1,2-diphosphacyclopentadienide (0.94 g, 1.52 mmol) and 1-bromo-2-ethoxyethane BrCH2CH2OEt (0.26 g, 1.90 mmol, 25% excess) as a light-yellow oil; yield 0.36 g (59%). 1H NMR (CDCl3): 0.59 (t, 3H, 3JHH = 6.9, 3), 1.42-1.47 (m, 2H, OCH2), 1.51-1.57 (m, 2H, OCH2), 1.88-1.93 (m, 2H, PCH2), 6.85 (d, 4H, 3JHH = 3.42), 6.90 (d, 2H, 3JHH = 7.34), 6.96 (d, 4H, 3JHH = 6.85), 6.99-7.07 (m, 1H, 3JHH = 5.38), 7.20 (d, 2H, 3JHH = 7.34), 7.29 (d, 2H, 3JHH = 5.87). 31P NMR (CDCl3): 51.9 (d, 1JPP = 407.3), 214.1 (d, 1JPP = 407.3). 13 NMR (CDCl3): 16.7 (s, CH3), 25.6 (s, CH2), 27.3 (d, 2JCP = 9.7, CH2), 37.8 (dd, 1JCP = 16.3, 2JCP = 5.8, CH2), 126.4 (s, p-Ph), 126.5 (s, p-Ph), 126.8 (s, p-Ph), 127.4 (s, m-Ph), 128.2 (s, m-Ph), 128.3 (s, m-Ph), 128.5 (s, o-Ph), 129.2 (s, o-Ph), 130.5 (d, 3JCP = 1.4, o-Ph), 131.7 (s, o-Ph), 133.5 (s, o-Ph), 137.6 (d, 3JCP = 6.2, ipso-Ph), 138.24 (dd, 3JCP = 10.4, 3JCP = 3.8, ipso-Ph), 142.8 (d, 3JCP = 9.8, ipso-Ph), 149.7 (ps.tr, 3JCP = 15.51, C4), 164.5 (dd, 1JCP = 7.3, 2JCP = 3.1, C5), 185.8 (dd, 1JCP = 47.1, 2JCP = 14.9, C3).

According to the analysis of related databases, 592-55-2, the application of this compound in the production field has become more and more popular.

592-55-2, name is 1-Bromo-2-ethoxyethane, belongs to ethers-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. COA of Formula: C4H9BrO

A mixture of (S)-2-({2-[3-(3-hydroxy-phenyl)-propylamino]-4,6-dimethyl-pyrimidine-5- carbonyl}-amino)-3-[(thiophene-2-carbonyl)-amino]-propionic acid (0.20g, 0.40mmol), 2- bromoethyl ethyl ether (0.3 lg, 2.0mmol), sodium iodide (0.30g, 2.0mmol) and triethylamine (0.20g, 2.0 mmol) in DMF (2.5ml) was microwaved at 120C for 20 minutes. The mixture was diluted with EtOAc, washed with brine, dried over Na2S04, filtered, concentrated in the presence of silica gel and chromatographed (30-100% EtOAc in hexane) to give the title compound (124. lmg, 54% yield). MS m/e 570.2 (M+H+).

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Computed Properties of C4H9BrO

Example 65 Preparation of 2-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,6-diisopropyl-3-(2-ethoxyethyloxy) phenyl)acetamide: 2-Bromoethyl ethyl ether (2 ml) and potassium fluoride catalyst carried on alumina (40 wt %, 225 mg, 1.51 mmol) were added to a solution of 2-[4-[2-(benzoxazol-2ylthio)ethyl]piperazin-1-yl]-N-(2,6-diisopropyl-3hydroxyphenyl)acetamide (150 mg, 0.30 mmol) in acetonitrile (3 ml) followed by stirring for 41 hours. The catalyst was filtered off and the filtrate was diluted with water and extracted with ethyl acetate. The organic layer was washed with a sodium chloride solution and dried over anhydrous sodium sulfate and the solvent was evaporated therefrom. The residue was purified by a preparative thin layer chromatography (developing solvent, chloroform:ammonia-saturated methanol=20:1) and the resulting crude crystals were recrystallized from ethyl acetate-hexane to provide 120 mg (yield 70%) of the desired compound as colorless powdery crystals. Melting point: 100-103 C. IR (KBr) cm-1: 3282, 2960, 1661, 1498, 1454. 1H-NMR (CDCl3) delta: 1.17 (6H, d, J=6.9 Hz), 1.23 (3H, t, J=7.0 Hz), 1.32 (6H, d, J=6.9 Hz), 2.62-2.79 (8H, m), 2.86 (2H, t, J=6.2 Hz), 2.93 (1H, sept, J=6.9 Hz), 3.19 (1H, sept, J=6.9 Hz), 3.21 (2H, s), 3.50 (2H, t, J=6.2 Hz), 3.59 (2H, q, J=7.0 Hz), 3.81 (2H, t, J=5.1 Hz), 4.09 (2H, t, J=5.9 Hz), 6.83 (1H, d, J=8.7 Hz), 7.09 (1H, d, J=8.7 Hz), 7.22-7.30 (2H, m), 7.43 (1H, m), 7.58 (1H, m), 8.56 (1H, br s). EIMS m/Z (relative intensity): 568 (M+), 276 (100).

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; Kowa Company, Ltd.; US2004/38987; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 592-55-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 592-55-2 name is 1-Bromo-2-ethoxyethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under ice-cooling, sodium hydride (60% in oil, 1.44 g, 36.0 mmol) was added to a solution of 3-bromo-2-methyl-1H-indole (6.30 g, 30.0 mmol) in N,N-dimethylformamide (30 mL) by small portions, and the mixture was stirred under a nitrogen atmosphere at the same temperature for 1 hr. 2-Bromoethyl ethyl ether (5.07 mL, 45.0 mmol) and sodium iodide (0.747 g, 4.50 mmol) were added to the reaction mixture, and the mixture was stirred at 70C for 6 hr. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-25% ethyl acetate/hexane) to give the title compound (6.30 g, yield 74%) as a dark-purple oil. MS m/z 282 (MH+).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1731505; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 592-55-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 592-55-2 name is 1-Bromo-2-ethoxyethane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under ice-cooling, sodium hydride (60% in oil, 1.44 g, 36.0 mmol) was added to a solution of 3-bromo-2-methyl-1H-indole (6.30 g, 30.0 mmol) in N,N-dimethylformamide (30 mL) by small portions, and the mixture was stirred under a nitrogen atmosphere at the same temperature for 1 hr. 2-Bromoethyl ethyl ether (5.07 mL, 45.0 mmol) and sodium iodide (0.747 g, 4.50 mmol) were added to the reaction mixture, and the mixture was stirred at 70C for 6 hr. The reaction mixture was concentrated under reduced pressure, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-25% ethyl acetate/hexane) to give the title compound (6.30 g, yield 74%) as a dark-purple oil. MS m/z 282 (MH+).

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1731505; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 592-55-2, 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 592-55-2 as follows.

To a solution of methyl 4-(hydroxymethyl)benzoate (500 mg, 3.0 mmol) and 2-bromoethyl ethyl ether (2.0 mL, 18 mmol) in dry DMF (25 mL) was added dropwise KHMDS (18 mL, 0.5 M in toluene, 9.0 mmol). After being stirred at 70 C was 2 h the mixture was treated with water and extracted with CH2Cl2. The combined organic layers were washed with brine and dried over MgSO4. After evaporation the crude product was purified by flash chromatography (hexane/EtOAc 5:1) to give 10a in 49% yield (350 mg). EI-MS: m/z 238 (M+); 1H NMR: (CDCl3, 600 MHz) delta (ppm): 1.23 (t, J = 7.0 Hz, 3H), 3.55 (q, J = 7.0 Hz, 2H), 3.61-3.67 (m, 4H), 3.91 (s, 3H), 4.64 (s, 2H), 7.42 (m, 2H), 8.01 (m, 2H); 13C NMR: (CDCl3, 90 MHz) delta (ppm): 15.2, 52.0, 66.7, 69.9, 69.9, 72.6, 127.2, 129.3, 129.7, 143.7, 167.0; IR: (NaCl) nu (cm-1): 2868, 1692, 1426, 1292, 1119, 764.

According to the analysis of related databases, 592-55-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 455 – 466;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 592-55-2, name is 1-Bromo-2-ethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2-ethoxyethane

1-Boc-piperazine (1.86 g, 10.0 mmol), 2-bromoethyl ethyl ether (1.92 g, 12.5 mmol) and K2CO3 (2.07 g, 15.0 mmol) in CH3CN (25 mL) were stirred at 70 C for 19 h. The mixture was allowed to cool to room temperature. The solids were filtered off and the filtrate was diluted with EtOAc (60 mL). The organic phase was washed with water (6 mL) and brine (6 mL), dried over Na2SO4, and evaporated to yield 2.45 g (95%) of tert-butyl 4-(2- ethoxyethyl)piperazine-1-carboxylate.1H NMR (600 MHz, DMSO-d6) delta ppm 3.46 (t, J=6.0 Hz, 2 H) 3.40 (q, J=7.0 Hz, 2 H) 3.28 (br. s., 4 H) 2.46 (t, J=6.0 Hz, 2 H) 2.34 (t, J=5.2 Hz, 4 H) 1.39 (s, 9 H) 1.09 (t, J=7.0 Hz, 3 H). MS (ESI+) m/z 259 [M+H]+ .

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 592-55-2.

Reference:
Patent; KANCERA AB; MELLSTEDT, Hakan; BYSTROeM, Styrbjoern; VAGBERG, Jan; OLSSON, Elisabeth; (302 pag.)WO2018/11138; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 592-55-2, These common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, 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. 2-Ethoxyethoxynitrobenzene 2-Nitrophenol (91.0 g., 0.65 mole), 2-bromoethyl ethyl ether (100.0 g., 0.65 mole), anhydrous potassium carbonate (9.0 g, 0.72 mole) and acetone (1 liter) were refluxed for 65 hours. The reaction mixture was filtered, and the acetone removed by rotary evaporation. The residue was partitioned between 200 ml. of dichloromethane and 100 ml water. The organic phase was further washed with 200 ml. of 10% sodium hydroxide followed by 100 cc of water. The product (58.0 g) was obtained in 42% yield by a vacuum distillation (100-120 C./0.5 mm).

Statistics shows that 1-Bromo-2-ethoxyethane is playing an increasingly important role. we look forward to future research findings about 592-55-2.

Reference:
Patent; GAF Corporation; US4203901; (1980); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 592-55-2, A common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, molecular formula is C4H9BrO, 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 suspension of methyl 3-hydroxybenzoate (104 mg, 0.68 mmol), 2-bromoethyl ethyl ether (0.22 mL, 2.0 mmol) and K2CO3 (550 mg, 4.0 mmol) in DMF (13 mL) was stirred for 16 h at 70 C. After addition of a saturated solution of NaHCO3 the mixture was extracted with EtOAc. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography (hexane/EtOAc 5:1) to give 4a in 89% yield (136 mg). EI-MS: m/z 224 (M+); 1H NMR: (CDCl3, 360 MHz) delta (ppm): 1.25 (t, J = 7.0 Hz, 3H), 3.61 (q, J = 7.0 Hz, 2H), 3.78-3.83 (m, 2H), 3.91 (s, 3H), 4.14-4.19 (m, 2H), 7.11-7.15 (m, 1H), 7.33 (t, J = 8.0 Hz, 1H), 7.58-7.60 (m, 1H), 7.61-7.65 (m, 1H); 13C NMR: (CDCl3, 90 MHz) delta (ppm): 15.1, 52.1, 66.9, 67.7, 68.9, 114.8, 120.2, 122.2, 129.4, 131.4, 158.9, 167.0; IR: (NaCl) nu (cm-1): 2872, 1724, 1445, 1289, 1230, 1109, 756.

The synthetic route of 592-55-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 455 – 466;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 592-55-2, name is 1-Bromo-2-ethoxyethane, belongs to ethers-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 592-55-2, Application In Synthesis of 1-Bromo-2-ethoxyethane

To a solution of methyl 4-methyl-3-(4-methyl-5-oxo-2,5-dihydro-1H-pyrazol- 3-yl)benzoate (600 mg, 2.44 mmol, 1.00 equiv) in DMA (20 mL) was added 1-bromo- 2-ethoxyethane (2.60 g, 17.1 mmol, 7 equiv) and potassium carbonate (1.68 g, 12.2 mmol, 5 equiv). The resulting solution was stirred for 4 h at 25oC, then diluted with 50 mL of H2O. The aqueous extracted with 3×50 mL of ethyl acetate and the combined organic layers were washed with 2×50 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product (600 mg) was purified by Prep-HPLC with the following conditions (Prep-HPLC-020): Column, Sunfire Prep C18 OBD Column, 19*150mm 5um 10nm; mobile phase, water with 0.05%TFA and ACN (35.0% ACN up to 75.0% in 9 min, up to 95.0% in 1 min,down to 35.0% in 1 min); Detector, waters2489 254&220nm. This resulted in 320 mg (41 %) of methyl 3- (3-(2-ethoxyethoxy)-4-methyl-1H-pyrazol-5-yl)-4-methylbenzoate as a white solid.

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-ethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3-V BIOSCIENCES, INC.; WAGMAN, Allan S.; JOHNSON, Russell J.; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; DUKE, Greg; OHOL, Yamini; HEUER, Timothy; O’FARRELL, Marie; (82 pag.)WO2015/105860; (2015); A9;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem