Category: 36865-41-5

Electric Literature of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of Mg (911 mg, 37.5 mmol) and of iodine (one crystal) in dry THF (30 mL) was added dropwise 5% of the total amount of 1-bromo-3-methoxypropane (4.59 g, 30.0 mmol). The mixture was heated to reflux with the help of a heat gun until the Grignard formation had started. The rest of the 1-bromo-3-methoxypropane was added slowly, while an exothermic reaction proceeded. After the end of the addition, the reaction mixture was stirred under reflux for 20 min, and was allowed to cool to rt. This Grignard sol. (1M in THF, 23.5 mL, 23.5 mmol) was added dropwise to a mixture of 2-bromo-5-chloro-4-dimethoxymethyl-pyridine (2.50 g, 9.38 mmol) and Ni(dppp)Cl2 (495 mg, 0.938 mmol) in THF (50 mL) at 0 C. The reaction mixture was stirred at rt for 30 min, and was then heated to reflux for 2 h. The mixture was allowed to cool to rt, and was dissolved with EtOAc. This mixture was washed with aq. sat. NaHCO3. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (heptane o EtOAc/heptane 1:1) yielded the title compound (1.51 g, 62%). LC-MS: tR=0.80 min; ES+: 260.15.

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

Reference:
Patent; Actelion Pharmaceuticals, Ltd.; US2009/88457; (2009); A1;,
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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 36865-41-5 as follows. Quality Control of 1-Bromo-3-methoxypropane

A solution of PPh3 (42.8 g, 163.2 mmol) and 1-bromo-3-methoxypropane (25 g, 163.3 mmol) in toluene (70 mL) is heated at 150C in an autoclave for 44 h. After completion of the reaction, the mixture is filtered and the precipitate washed with toluene and dried under high vacuum for 4 h affording the title compound as a white powder: Rt (HPLC, Nucleosil C18, 10: 90-100: 0 CH3CN/H20 + 0. 1 % TFA within 5 min, then 100% CH3CN + 0. 1% TFA): 5.06 min.

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/51911; (2005); A1;,
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Electric Literature of 36865-41-5, A common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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.

To a stirred solution of 3-hydroxy-4-methoxybenzaldehyde (40 g,0.17 mol) in MeCN (500 ml) were added 1-bromo-3-methoxypropane (32 g, 0.21 mol) andK2C03 (70 g, 0.51 mol). The mixture was refluxed overnight, cooled to room temperatureand quenched with H20, and extracted with Et0Ac(1 00 ml x 3). The combined organiclayers were washed with brine, dried over Na2S04, and concentrated to give crude 4-methoxy-3-(3-methoxypropoxy)benzaldehyde (50 g, 84% yield) as a white solid. LCMS(ESI) m/z: 225.3 (M + 1t.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CATALANO, John G.; DICKSON, Hamilton D.; KAZMIERSKI, Wieslaw Mieczyslaw; LEIVERS, Martin R.; WEATHERHEAD, John Gordon; (389 pag.)WO2018/154466; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 36865-41-5, name is 1-Bromo-3-methoxypropane, 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 36865-41-5, Recommanded Product: 1-Bromo-3-methoxypropane

Step 2: N’-Isopropylidene-N-(3-methoxypropyl)-hydrazinecarboxylic acid tert-butyl ester To a solution of hydrazinecarboxylic acid tert-butyl ester (4.67 g, 27.16 mmol) in toluene (90 mL) was added pulverized potassium hydroxide (1.98 g, 35.3 mmol) and tetrabutylammonium hydrogensulfate (904 mg, 2.72 mmol). The solution was heated to 50 C. in a preheated oil bath and 1-bromo-3-methoxypropane (3.67 mL, 32.6 mmol) was added drop-wise over 45 minutes. The solution was then heated to 80 C. for 3 h. The solution was cooled to room temperature and washed with water (3*150 mL) until the water layer was neutral. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to provide N’-isopropylidene-N-(3-methoxypropyl)-hydrazinecarboxylic acid tert-butyl ester as a viscous oil (6.49 g, 98%), which was used without further purification. Mass spectrum: m/z: 245.4 (M+1).

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

Reference:
Patent; Anderson, Kevin William; Fotouhi, Nader; Gillespie, Paul; Goodnow, Robert Alan; Guertin, Kevin Richard; Haynes, Nancy-Ellen; Myers, Michael Paul; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Rossman, Pamela Loreen; Scott, Nathan Robert; Thakkar, Kshitij Chhabilbhai; Tilley, Jefferson Wright; Zhang, Qiang; US2007/225280; (2007); A1;,
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Some common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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. Quality Control of 1-Bromo-3-methoxypropane

To a 50 Ljacket reactor containing 5-bromo-2-methoxy-phenol (1.185 kg, 5.78mo1), 1- bromo-3-methoxy-propane (1.028 kg, 6.52 mol) and acetonitrile (12 L) was added anhydrousK2C03 (1.212 kg, 8.68 mol) in one portion at room temperature. The resulting mixture was heated to 75 C and the agitation was maintained for 16 hours. The reaction mixture was slowly cooled to room temperature, and to the mixture was added water (6 L) and EA (8 L). The organic phase was separated and washed with 5% brine (6 L) again. The organic layer was filtered through a Na2504 pad, and concentrated under reduced pressure to give 1.6 Kg of 4-bromo- 1-methoxy-2-(3-methoxypropoxy)benzene as a light brown solid, which was used directly in thenext step without further purification. The yield was 98 %, the purity was 99.3 %, and MS obsd.(ESIj [(M+H)i: 275.1. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.84 – 2.04 (m, 2 H) 3.25 (s, 3H) 3.33 (s, 1 H) 3.46 (t, J=6.27 Hz, 2 H) 4.01 (t, J=6.27 Hz, 2 H) 5.58 – 9.80 (m, 3 H) 5.58 – 9.80(m, 3 H) 6.92 (d, J=8.53 Hz, 1 H) 7.04 – 7.13 (m, 2 H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36865-41-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DU, Zhengming; WANG, Lin; (43 pag.)WO2017/16960; (2017); A1;,
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Reference of 36865-41-5, These common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, 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 a stirred solution of [2], X=Br (1 wt, 1 mol eq.) in DMF (5 vol.) was added (0229) portionwise CS2CO3 (2.34 wt, 1.5 mol eq.) at room temperature, and then the reaction mixture was continued on stirring for 10 min. Then, l-bromo-3-methoxypropane (0.65 wt, 1.2 mol eq.) was added dropwise to the reaction mixture at room temperature and stirred for 16 h at the same temperature. The reaction was monitored by TLC. After completion of reaction, the resultant reaction mixture was diluted with water (3.2 vol.), and stirring was continued for 30 min to produce the solid, which was filtered, washed with water and dried under reduced pressure to obtain the product 5-bromo-2-chloro-3-(3-methoxypropoxy)pyridine [3], X=Br as off-white solid. 1H-NMR [300MHz, DMSO-d6]: d 8.10 (d, 1H, J= 1.5 Hz), 7.87 (d, 1H, J= 1.5 Hz), 4.15 (t, 2H, J= 6.0 Hz), 3.45(t, 2H, J= 6.4 Hz), 3.22 (s, 3H), 1.95 (quint, 2H, 7=6.4, 12.4 Hz).

Statistics shows that 1-Bromo-3-methoxypropane is playing an increasingly important role. we look forward to future research findings about 36865-41-5.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; CHEN, Shuai; DORSEY, Bruce D.; GOTCHEV, Dimitar B.; NGUYEN, Duyan; PALLERLA, Mahesh Kumar; PAMULAPATI, Ganapati Reddy; (76 pag.)WO2019/200109; (2019); A1;,
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Electric Literature of 36865-41-5, The chemical industry reduces the impact on the environment during synthesis 36865-41-5, name is 1-Bromo-3-methoxypropane, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 7 (4.02 g, 20.7 minol) in DMF (50 mL) sodium hydride 60% in mineral oil (992 mg, 22.7 minol) was added carefully at 0 00. The ice bath was removed and the mixture was stirred for 30 min at room temperature. The resulting suspension was cooled at 00 and 1-bromo-3-methoxypropane (2.3 mL, 20.7 minol) was added. The reaction mixture wasstirred over night at room temperature. The mixture was poured into water and extracted three times with ethyl acetate. The combined organic extracts were washes with brine, dried over Na2SO4 and evaporated. The crude material was purified by flash-chromatography on silica gel to yield the desired product (4.6 g, 85%).1H-NMR (400MHz, DMSO-d6): oe [ppm]= 1.02 (d, 3H), 1.80 (quin, 2H), 2.24 (dd, IH), 2.62 (dd, IH), 3.21 (s, 3H), 3.24-3.36 (m, 3H), 3.57-3.68 (m, IH), 3.82-3.93 (m, IH), 5.55 (s, 2H), 6.53- 6.61 (m, 2H), 7.42 – 7.56 (m, 2H).UPLO (Method 2): R = 0.79; MS (ESIpos): mz [M÷H] 276.

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; GIESE, Anja; QUANZ-SCHOEFFEL, Maria; MUeLLER, Thomas; GUeNTHER, Judith; BOeHNKE, Niels; GRIEBENOW, Nils; BARAK, Naomi; BOeMER, Ulf; NEUHAUS, Roland; OSMERS, Maren; KOPITZ, Charlotte Christine; KAULFUSS, Stefan; REHWINKEL, Hartmut; WEISKE, Joerg; BADER, Benjamin; CHRISTIAN, Sven; HILLIG, Roman; (426 pag.)WO2018/86703; (2018); A1;,
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Electric Literature of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromo-2-methoxy-phenol (67.00 g, 330.00 mmol, 1.00 eq) and 1- bromo-3-methoxy-propane (100.99 g, 660.00 mmol, 2.00 eq) in DMF (300.00 mL) was added K2C03 (136.83 g, 990.00 mmol, 3.00 eq). The mixture was stirred at 25 C for 8 h. Desired product was observed on LC-MS. The reaction mixture was concentrated in vacuo and extracted with ethyl acetate (4OmL*3). The crude product was purified by flash column (Petroleum ether/Ethyl acetate=5/1) to give 4-bromo-1-methoxy-2-(3- methoxypropoxy)benzene (90.00 g, 327.11 mmol, 99.12 % yield) as a colorless oil. LC-MS:EW6 108-59-P 1Z (M+H=274.9, M+2+H=276.9)

The synthetic route of 1-Bromo-3-methoxypropane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (81 pag.)WO2018/22282; (2018); A1;,
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Application of 36865-41-5, The chemical industry reduces the impact on the environment during synthesis 36865-41-5, name is 1-Bromo-3-methoxypropane, I believe this compound will play a more active role in future production and life.

To a solution of the compound of Reference Example 76-1 (94.0 mg, 0.21 mmol) in DMF (5 mL), potassium carbonate (87.0 mg, 0.63 mmol) and 1-bromo-3-methoxypropane (48.0 mg, 0.31 mmol) were added, and the mixture was stirred at room temperature overnight. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of ammonium chloride twice and with a saturated saline solution once, then dried over sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain the title compound (105.0 mg, 96%). MS (ESI+) 522 (M+1, 100%)

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

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; IKUMA Yohei; FUKUDA Nobuhisa; IWATA Masato; KIMURA Hidenori; SUZUKI Kuniko; EP2876105; (2015); A1;,
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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 36865-41-5 as follows. Quality Control of 1-Bromo-3-methoxypropane

b) To a solution of the compound obtained in the previous section (250 mg, 0.78 mmol) in DMF (10 ml_), potassium carbonate (217 mg, 1 .57 mmol) and 1 – bromo-3-methoxypropane (181 mg, 1 .18 mmol) were added. The reaction mixture was stirred at 60 5C overnight. The reaction mixture was diluted by adding EtAcO and saturated NH4CI aqueous solution (15 ml_) and extracted with EtAcO (3×15 ml_). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated. The crude residue was chromatographed on a silica gel flash system (Biotage SP1 ) using hexanes/EtAcO mixtures of increasing polarity as eluent, to afford the desired product in quantitative yield.LC-MS (method 4): tR = 3.09 [M+H]+= 390

According to the analysis of related databases, 36865-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; DRACONIS PHARMA, S.L.; ALMIRALL, S.A.; TORRENS JOVER, Andoni; MERCE VIDAL, Ramon; CALDENTEY FRONTERA, Francesc Xavier; RODRIGUEZ GARRIDO, Antonio, David; CARCELLER GONZALEZ, Elena; SALAS SOLANA, Jordi; WO2013/37960; (2013); A1;,
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