Ethers-buliding-blocks

701-07-5, name is 2-(2′-Bromophenoxy)propane, 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. 701-07-5

N-{2-chloro-2′-[(l-methyIethyl)oxy]-4-biphenylyI}-2-[4~(ethylsuIfonyI)phenyl]acetamideA mixture of l-bromo-2-[(l-methylethyl)oxy]benzene (38 mg), N-[3-chloro-4-(4,4,5,5- tetramethyl-l}3,2-dioxaborolan-2-yl)phenyl]-2-[4-(ethylsulfonyl)phenyl]acetamide (intermediate 6b, 90 mg), PdCl2(dppf)-CH2Cl2 adduct (10 mg) and Cs2C03 (69.1 mg) in acetonitrile (1.5 mL) and water (0.5 mL) was sealed in a vessel and heated in die microwave at 100C for 30 mins. The reaction mixture was filtered through celite. The filtrate was concentrated under reduced pressure, and the residue was purified by MDAP to afford N-{2-chloro-2′-[(l-methylethyl)oxy]-4-biphenylyl}-2-[4- (etliylsulfonyl)phenyl]acetamide (12 mg) as a yellow solid. ?-NuMuKappa (600 MHz, DMSO-c ) delta ppm 1.11 (m, 9H), 3.28 (q, J= 7.2 Hz, 2H), 3.83 (s, 2H), 4.51 (m, 1H), 6.96 (t, J= 7.8 Hz, 1H), 7.09 (m, 2H), 7.22 (d, J= 6.4 Hz, 1H), 7.33 (m, 1H), 7.48 (m, 1H), 7.63 (d, J= 7.8 Hz, 2H), 7.86 (d, J= 7.8 Hz, 2H), 10.49 (s, 1H); MS(ES+) m/z Ml (MH^>.

Statistics shows that 701-07-5 is playing an increasingly important role. we look forward to future research findings about 2-(2′-Bromophenoxy)propane.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; MENG, Qinghua; CHENG, Yaobang; YANG, Ting; ZHANG, Guifeng; XIANG, Jianing; WU, Chengde; WO2013/29338; (2013); A1;,
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Adding some certain compound to certain chemical reactions, such as: 20469-65-2, name is 1-Bromo-3,5-dimethoxybenzene, 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 20469-65-2. 20469-65-2

As follows are specific steps of: adding 3,5-dimethoxy-bromobenzene (1.74 g, 8.0 mmol, 1.0 equivalent (hereinafter referred to as ?eq?)) and a catalyst PdCl(PPh)(281 mg, 0.4 mmol, 0.05 eq) into a 100 mL Schlenk reaction flask; performing a cycle of vacuumizing and filling nitrogen gas in the flask for three times; adding dried and redistilled 1,2-dichloroethane (20 ml), triethylamine (7 ml, 40 mmol, 5.0 eq) and pinacol borane (HBpin) (3.5 ml, 24.0 mmol, 3.0 eq) into the reaction flask by a syringe; heating the reaction system to 90 C. and performing a reflux reaction for 4 hours; cooling the reaction system down to room temperature, then pouring the reaction solution into 20 ml water to terminate the reaction; extracting aqueous phases with ethyl acetate for several times and combining organic phases; washing the organic phases with a saturated saline solution and water for one time, respectively; drying with anhydrous magnesium sulfate and spin-drying the solvent; recrystallizing an obtained product in n-hexane/ethyl acetate to obtain a 1.8 g white solid with the yield of 85%. H NMR (400 MHz, CDCl) delta (ppm) 7.03 (s, 2H, benzene), 6.90 (s, 1H, benzene), 3.84 (s, 6H, -OCH3), 1.33 (s, 12H, -CH3).

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 1-Bromo-3,5-dimethoxybenzene.

Reference:
Patent; TECHNICAL INSTITUTE OF PHYSICS AND CHEMISTRY OF THE CHINESE ACADEMY OF SCIENCES; Li, Yi; Hao, Qingshan; Chen, Jinping; Zeng, Yi; Yu, Tianjun; US2015/353468; (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 658-89-9 as follows. 658-89-9

To a solution of 4-trifluoromethoxy-benzene-1, 2-diamine 2 (4.5 g, 23.4 itimol) and triethylamine (5.0 g, 49.5 iranol) in methylene chloride (100 ml) was added dropwise a solution of diphosgene (2.4 g, 12.1 mmol) in methylene chloride (10 ml) at 0-5C. The resulting suspension was stirred for 1 h at rt and filtered. The collected white solid was washed with water and dried to give 3.85 g (75%), mp 260-2620C.

According to the analysis of related databases, 658-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES, LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2006/50148; (2006); A2;,
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Some common heterocyclic compound, 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, molecular formula is C10H12O2, 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. 2930-05-4

General procedure: In a 20 mL pressure tube (for volatile amines) was combined epoxide (1.0 mmol, 1.0 equiv) and amine (1.5 mmol, 1.5 equiv) 6.7 mL of reagent grade DMF. The reaction vessel fitted with a stirbar, sealed, and heated at 60C for 12 h after which the vessel was allowed to cool to ambient temperature (not necessary for reactions not ran in pressure vessels) before receiving deionized water (50 equiv) in one portion. The vessel was resealed and stirred at 60C for an additional 12 h. Solvent was removed on a rotary evaporator (22.5 mbar at 35C) and the crude residue loaded directly onto a silica gel column.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2930-05-4, its application will become more common.

Reference:
Article; Lizza, Joseph R.; Moura-Letts, Gustavo; Synthesis; vol. 49; 6; (2017); p. 1231 – 1242;,
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Adding some certain compound to certain chemical reactions, such as: 19056-41-8, name is 3-Bromo-4-methoxyaniline, 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 19056-41-8. 19056-41-8

2-Amino-3′-methoxybenzophenone. In a flame-dried round bottom flask, anthranilic acid N-methoxyl-N-methylamide (8.00 g, 44.4 mmol) and m-bromoanisidine (8.31 g, 44.4 g) were dissolved in 250 mL of THF and the resulting solution was cooled to -78 C. With vigorous stirring, 2 equiv of nBuLi in hexanes (55.5 mL, 1.6 M, 88.8 mmol) was added dropwise by a syringe pump at 0.6 mL/min. After 20 min, 80 mL of 1 N hydrochloric acid was carefully added, the mixture was extracted with ethyl acetate (600 mL), and the ethyl acetate was washed with water (300 mL) and brine (300 mL), dried over sodium sulfate and concentrated in vacuo. Flash chromatography with 95:5 hexanes/ethyl acetate afforded 6.92 g (69% yield) of 2-amino-3′-methoxybenzophenone as a yellow oil.

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 3-Bromo-4-methoxyaniline.

Reference:
Patent; Board of Regents, The University of Texas System; The Regents of the University of California; US6100254; (2000); A;,
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1535-73-5, A common heterocyclic compound, 1535-73-5, name is 3-Trifluoromethoxyaniline, molecular formula is C7H6F3NO, 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 a-7 (0.001 mol), meta- (OCF3)-aniline (0.0015 mol), supported cyano-borohydride (0.0021 mol) and acetic acid (6 drops) in methanol was stirred at room temperature for 48 hours, and then filtered. The filtrate was evaporated. The residue was taken up in CH2Cl2/methanol. The organic layer was washed with a solution of K2C03 10percent, dried over magnesium sulfate, filtered and the solvent was evaporated. The residue (0.42g) was purified by column chromatography over silica gel (eluent: CH2Ck/CH30H/NH4OH 93/7/0. 5 ; 15-35 pm). The pure fractions were collected and the solvent was evaporated. The residue (0. 15g, 32percent) was crystallized from CH3CN/methanol. The precipitate was filtered off and dried, yielding 0.085g (18percent, compound 4, melting point: 156¡ãC) of 2-{2-Amino-6-[(3-trifluoromethoxy- phenylamino)-methyl]-benzoimidazol-1-ylmethyl}-6-methyl-pyridin-3-ol.

The synthetic route of 1535-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2005/58869; (2005); A1;,
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51388-20-6, 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. 51388-20-6, name is 4-(Benzyloxy)aniline hydrochloride belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 29: 6-(at) f 2-((at)2- f (2-aminoethyl)oxyl ethyl(at) oxy)ethyll oxy)-1-ethyl-4-oxo-1,4-dihydro-3- quinolinecarboxylic acid formate a) Ethyl 4-oxo-6-[(phenylmethyl)oxy]-1,4-dihydro-3-quinolinecarboxylate p-Benzyloxy aniline hydrochloride (25 g) was shaken with 1M NaOH (120 mL) and diethyl ether (200 mL). The organic layer was washed with brine, dried (MgS04) and evaporated to a solid (21.3 g). This material was heated with ethoxymethylene malonate (27.9 g) at 130C for 1.5 h using a Dean and Stark condenser. Dowtherm (100 mL) was added and the mixture heated to 250C using a Dean and Stark condenser for 70 min. The mixture was cooled and treated with petroleum ether (bp 60-80C) to precipitate a brown solid. This was slurried in dichloromethane, the pale yellow solid was filtered and dried to give the title compound (11.06 g). (at)H-NMR(400 MHz, DMSO-d6) No.: 1.28 (3H, t, J = 7.2 Hz), 4.21 (2H, q, J = 7.2 Hz), 5.21 (2H, s), 7.3 (1H, m), 7.4 (3H, m), 7.4 (2H, m), 7.59 (1H, d, J=8.8 Hz), 7.66 (1H, d, J= 2.8 Hz) , 8.49 (1H, s) and 12.3 (lH, br).

The synthetic route of 4-(Benzyloxy)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLIVA-ISTRAZIVACKI INSTITUT D.O.O.; WO2005/108413; (2005); A1;,
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29578-83-4, 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. 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, A new synthetic method of this compound is introduced below.

A mixture of 5-bromo-3-methoxytoluene (20 g, 0.1 m), N-bromosuccinimide (17.8 g, 0.1 m) and dibenzoyl peroxide in carbon tetrachloride (200 ml) is heated to reflux and irradiated with a sunlamp. The mixture is cooled, filtered and concentrated in vacuo to give 5-bromo-3-methoxybenzyl bromide.

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; SmithKline Beckman Corporation; US4824839; (1989); A;,
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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. 321-28-8, name is 1-Fluoro-2-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 321-28-8

Step 1: Preparation of 3′-fluoro-4′-methoxy-acetophenone. Acetyl chloride (51.0 g, 0.65 mol) was added dropwise to a stirred solution of aluminum chloride (80.0 g, 0.6 mol) and chloroform (750 mL), maintaining the temperature between 5-10 C. The mixture was stirred for 10 minutes at 5 C. before the dropwise addition of 2-fluoroanisole (62.6 g, 0.5 mol). The mixture was stirred at 0-10 C. for 1 hour and poured into ice (1 L). The resultant layers were separated and the aqueous layer was extracted with dichloromethane (2*250 mL). The combined organic layers were washed with water (2*150 mL), dried over anhydrous MgSO4, filtered and concentrated in vacuo to a volume of 300 mL. Hexanes were added and a white solid formed which was isolated by filtration and air dried. This material was recrystallized from a mixture of dichloromethane and hexanes to afford (77.2 g, 92%) of material suitable for use in the next step: mp 92-94 C.

The synthetic route of 321-28-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; G.D. Searle & Co.; US5990148; (1999); A;,
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