Category: 36865-41-5

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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Synthetic Route 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;,
Ether – Wikipedia,
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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. category: ethers-buliding-blocks

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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Related Products 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.

A stirred solution of intermediate 23 (0.21 g, 0.53 mmol) in DMF (4.0 ml) at ambienttemperature was treated with sodium hydride (60% in mineral oil, 0.023 g, 0.58 mmol). After 5 minutes, the mixture was treated with 1 -bromo-3-methoxypropane (0.09 g, 0.58 mmol) and the resulting mixture was stirred at 50 C for 2.0 hours. The mixture was cooled to ambient temperature and partitioned between EtOAc and brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. Trituration of the residue withEt20 afforded the desired product as a yellow solid (0.21 g, 88%). LCMS (Method B): R= 4.43 mi mlz [M+Hjb = 466/468/470.

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; JANSSEN PHARMACEUTICA NV; HYND, George; TISSELLI, Patrizia; MACLEOD, Calum; MANN, Samuel, Edward; PANCHAL, Terry, Aaron; MONTANA, John, Gary; PRICE, Stephen, Colin; (74 pag.)WO2016/62790; (2016); 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. Recommanded Product: 36865-41-5

76.4 m76.4 mmol), l-bromo-3-methoxy-propane ( 12.9 g, 84 mmol ), K2CO3 (22 g, 21 53 mmol) and DMF (50 ml.). The resultant mixture was stirred at 50 C for 3 hours, and then to the resulting mixture was added ethyl acetate and water. The organic phase was separated, and then dried over anhydrous a2S04 and concentrated to give 4-bromo- 1 -methoxy-2-(3- methoxypropoxy)benzene (23 g).mol), l-bromo-3-methoxy-propane ( 12.9 g, 84 mmol ), K2CO3 (22 g, 21 53 mmol) and DMF (50 ml.). The resultant mixture was stirred at 50 C for 3 hours, and then to the resulting mixture was added ethyl acetate and water. The organic phase was separated, and then dried over anhydrous a2S04 and concentrated to give 4-bromo- 1 -methoxy-2-(3- methoxypropoxy)benzene (23 g).

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.; HAN, Xingchun; JIANG, Min; WANG, Jianhua; ZHOU, Chengang; WANG, Yongguang; YANG, Song; (135 pag.)WO2016/71215; (2016); A1;,
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Related Products of 36865-41-5, 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. 36865-41-5 name is 1-Bromo-3-methoxypropane, 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.

A mixture of l-bromo-3-methoxypropane (2.5 g, 16.34 mmol) and sodium sulfite (2.06 g, 16.34 mmol) in water (25 mL) was heated at reflux for 24 h. The solvent was evaporated and the formed solid was washed with a mixture of diethyl ether/toluene (8:2) and dried in vacuo. The solid was added in portions to phosphorus oxychloride (25 mL) and heated at 80 0C for 5 h and then at 100 0C for 2 h. The mixture was cooled to room temperature, diluted with dichloromethane and filtrated. The filtrate was concentrated, ethyl acetate was added followed by ice. The ice was allowed to melt and the organic phase was collected, washed with water and brine, dried over sodium sulfate and concentrated to give 2.8 g (100% yield) of the title compound: 3.35 (t, J= 6.53 Hz, 2 H), 3.20 (s, 3 H), 2.44 – 2.49 (m, 2 H), 1.74 – 1.81 (m, 2 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-3-methoxypropane, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTEX THERAPEUTICS LTD; WO2007/58602; (2007); A2;,
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Ether | (C2H5)2O – PubChem

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, Application In Synthesis of 1-Bromo-3-methoxypropane

To a solution of ethyl (2E) -3- (2-{ [3-chloro-5- (trifluoromethyl) pyridin-2-yl] oxy}-4-hydroxyphenyl) acrylate (5.10 g) in N, N-dimethylformamide (26 ml); were added potassium carbonate (2.75 g) , sodium iodide (5.90 g) and l-bromo-3- methoxypropane (2.61 g) , and the mixture was stirred at 500C for 1 hr. After allowing to cool to room temperature, IN hydrochloric acid was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried (MgSCM) r filtrated and concentrated. The obtained residue was subjected to silica gel column chromatography, and eluted with ethyl ? acetate-hexane (1:19 – 2:3, v/v) to give a white solid. Recrystallization from ethyl acetate-hexane gave ethyl (2E) -3- [2-{ [3-chloro-5- (trifluoromethyl) pyridin-2-yl] oxy}-4- (3- methoxypropoxy) phenyl] acrylate (4.22 g, yield: 70%) as white ‘ crystals, melting point 86.4-86.5C.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 36865-41-5, 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.

A mixture of 327 mg (2.00 mmole) OF 7-HYDROXY-3, 4-DIHYDRO-LH-QUINOLIN-2-ONE (prepared as detailed in WO 01/77100 utilizing 3-aminophenol in place of 4-aminophenol) and 415 mg (3.0 mmole) of potassium carbonate in 8 ML of CH3CN was heated at reflux for 22 hr. After cooling to room temperature, the mixture was diluted with EtOAc, filtered through celite, and concentrated. Purification by flash column chromatography (SiO2, 20% EtOAc/hexanes gradient to 70% ETOAC/HEXANES) GAVE 380 mg (75%) of 7-BENZYLOXY-3, 4-DIHYDRO-1H-QUINOLIN- 2-one as a white solid. MS : M/Z 254.1 (M+1) 7-BENZYLOXY-3, 4-DIHYDRO-LH-QUINOLIN-2-ONE (379 mg, 1.50 mmole) was dissolved in 8 ML of anhydrous DMF under a N2 atmosphere and cooled in an ice bath. NaH (57 mg, 2.24 mmole) was added in a single portion, and the resulting gray suspension was stirred at 0 C for 10 min. 3-BROMO-L-METHOXYPROPANE (275 mg, 1. 8 mmole) was added, and the reaction mixture was stirred at room temperature for 3 hr. Excess hydride was quenched by the addition of a large excess of H2O, and the aqueous layer was extracted with EtOAc (3x). The combined organic layers were washed with H20 (2X) and brine, dried over MGS04, filtered, and concentrated. Purification by flash column chromatography (SIO2, 10% EtOAc/hexanes gradient to 40% ETOAC/HEXANES) provided 382 mg (78%) of 7-BENZYLOXY-L- (3-METHOXYPROPYL)- 3, 4-DIHYDRO-LH-QUINOLIN-2-ONE as a clear viscous oil. MS : M/Z 326.1 (M+1) 7-BENZYLOXY-1- (3-METHOXYPROPYL)-3, 4-DIHYDRO-LH-QUINOLIN-2-ONE (355 mg, 1.09 mmole) was dissolved in 50 mL of MEOH and hydrogenated over 0.1 g of 20% Pd/C at 50 psi for 16 hr. The catalyst was removed by filtration through celite, and the solution was concentrated to dryness to afford 259 mg (100%) of 7-HYDROXY-L- (3-METHOXYPROPYL)-3, 4- DIHYDRO-LH-QUINOLIN-2-ONE as a light brown viscous oil which was used without further purification. MS: NIEZ 236. 1 (M+1)

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; WARNER-LAMBERT COMPANY LLC; WO2004/89915; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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.

A mixture of 5-bromo-2-chloro-phenol (10.00 g, 48.20 mmol, 1.00 eq), 1-bromo-3- methoxy-propane (14.75 g, 96.41 mmol, 2.00 eq) and K2C03 (19.99 g, 144.61 mmol, 3.00 eq) in acetone (100.00 mL) was stirred at 50 C for 15 h. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography eluted with PE to PE :EA=5: 1. 4-bromo- 1 -chloro-2-(3 -methoxypropoxy)benzene (13.40 g, 47.93 mmol, 99.44% yield) was obtained as a colorless oil which was confirmed by LC-MS and used directly in the next step. LC-MS: EW5403-239-P1ZO (M+H=278.9, M+2+H=280.9)

The synthetic route of 36865-41-5 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;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 36865-41-5,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.

To a stirred solution of ethyl isonipecotate (22.0 grams, 140 mmol) in acetonitrile (250 mL) at room temperature was added cesium carbonate (97 grams, 298 mmol) followed by l-brom -3-methoxypropane (20 mL, 154 mmol) and the reaction mixture was heated to reflux for 4 hours. The reaction mixture was cooled to room temperature and filtered through a small pad of celite. The volatiles were removed under reduced pressure to obtain ethyl l-(3-methoxy propyl) piperidin-4-carboxylate (31.0 grams).Yield: 99 %.? – NMR (CDCI3): delta 4.12 (q, 2H), 3.41 (t, J = 6.4 Hz, 2H), 2.90 – 2.85 (m, 2H), 2.38 (t, J = 7.4 Hz, 2H), 2.34 – 2.20 (m, 1H), 2.05 – 1.93 (m, 2H), 1.92 – 1.85 (m, 2H), 1.80 – 1.70 (m, 4H), 1.23 (t, J = 7.1 Hz, 3H); Mass (m/z): 230 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-methoxypropane, its application will become more common.

Reference:
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; MOHAMMED, Abdul Rasheed; YARLGADDA, Suresh; RAVELLA, Srinivasa Rao; SHINDE, Anil Karbhari; KAMBHAMPATI, Ramasastri; ROAYALLEY, Praveen Kumar; JAYARAJAN, Pradeep; BHYRAPUNENI, Gopinadh; PATNALA, Sriramachandra Murthy; RAVULA, Jyothsna; JASTI, Venkateswarlu; WO2013/42135; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem