Ethers-buliding-blocks

Some common heterocyclic compound, 175278-17-8, name is 2-Bromo-4-(trifluoromethoxy)aniline, molecular formula is C7H5BrF3NO, 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. Computed Properties of C7H5BrF3NO

To a cooled (0C) solution of phosgene (20% solution in toluene, 2.76 ml, 5.52 MMOL) in dry DICHLOROMETHANE (75 ml) was added, under an argon atmosphere, methyl 4-amino-2- methoxybenzoate (1 G, 5.52 MMOL) in one portion, followed by a dropwise addition of diisopropylethylamine (1.92 ML, 11.04 MMOL). The mixture was stirred for 15 minutes at 0C prior to the addition of 2-bromo-4 (trifluoromethoxy) aniline (0.83 ML, 5.52 MMOL). The reaction mixture was stirred at 0C for a further 2 hours and then was allowed to stir at room temperature overnight. The organic phase was washed with 1 N aq. HCI (2x), sat. aq. NAHCO3, dried over MGS04 and concentrated in vacuo to give a solid residue which was recrystallized in hot acetonitrile. The fine crystalline solid was filtered off, washed with cold acetonitrile and dried in vacuo to give the title compound Ex 106 as a pale-orange solid (1. 64G, 3.54 mmol, 64%). ‘H-NMR (DMSO-d6) : 6 3.74 (s, 3H), 3.80 (s, 3H), 7.02 (d, 1H), 7.38 (s, 1H), 7.42 (d, 1H), 7.69 (d, 1H), 7.74 (s, 1H), 8.17 (d, 1H), 8.36 (s, 1H), 9.85 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 175278-17-8, its application will become more common.

Reference:
Patent; 7TM PHARMA A/S; LITTLE, Paul Brian; WO2004/48319; (2004); A1;,
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Reference of 1758-46-9, These common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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.

[Example 6] Compound D (150 mg, 483 mumol), 2-phenoxyethylamine (127 mul) and sodium hydrogencarbonate (400 mg) were added to DMSO (3 ml), and the mixture was stirred at 100°C for 27 hr. After stirring, the reaction mixture was added dropwise to cold water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and concentrated, and the residue was washed by suspending in ethyl acetate to give the object compound of 2-(2-phenoxyethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-(pyridin-3-yl)nicotinonitrile (82 mg). 1H-NMR (400MHz, DMSO-d6) delta (ppm): 12.06 (1H,br-s), 10.22 (1H,br-s), 8.72-8.69(2H,m), 7.98(1H,dd), 7.65(1H,dd), 7.29-7.23(2H,m), 6.96-6.90(3H,m),6.16(1H,br-s),4.23(2H,t),3.67(2H,t),2.22(3H,s). m/z=412 (M+H)

The synthetic route of 1758-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1876178; (2008); A1;,
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Application of 5905-69-1, 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. 5905-69-1, name is 1-Bromo-4-(difluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Bromo-4-(difluoromethoxy)benzene 6 (2.23 g, 10 mmol), potassium acetate (30.0 mmol), 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l,3,2-dioxaborolane (11.0 mmol) and Pd(PPh3)4 (0.5 mmol) are added to a 40-mL Schlenk flask equipped with a stir bar. The flask is evacuated and backfilled with nitrogen several times. 1,4-Dioxane (10 mL) is added by syringe. The Schlenk flask is sealed and heated at 1500C for 20 min in a microwave oven. After the reaction is complete, the solvent is removed under vacuum. The residue is dissolved in DCM (200 mL) and washed with water. The organic phase is dried with anhydrous Na2SO4, filtered and concentrated to yield a crude product. Purification by silica gel column chromatography (EtOAc : hexanes, gradient from 0% to 20%) affords 2-(4- (difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane 7. 1H NMR (400MHz, CDCl3) delta 7.74 (d, J = 8.4 Hz, 2H), 7.02 (d, J = 8.4 Hz, 2H), 6.48 (t, J = 73.6 Hz, IH), 1.27 (s, 12H). MS (m/z) (M+l)+: 271.1.

The synthetic route of 1-Bromo-4-(difluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2009/26276; (2009); A1;,
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Synthetic Route of 29578-39-0, A common heterocyclic compound, 29578-39-0, name is 1-Bromo-3-fluoro-5-methoxybenzene, molecular formula is C7H6BrFO, 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.

Step 1: Preparation of 8-(3-fluoro-5-methoxy-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane A mixture of 3-bromo-5-fluoroanisole (87.6 g, 0.49 mol), 1,4-dioxa-8-azaspiro[4.5]decane hydrochloride (100.0 g, 0.49 mol), t-BuONa (117.2 g, 1.22 mol), BINAP (12.1 g, 0.02 mol) and Pd2(dba)3 (8.9 g, 0.01 mol) in toluene (1.3 L) was heated at 100 oC with stirring under nitrogen for 16 hrs. The reaction mixture was cooled down to rt and filtered. The filtrate was diluted with DCM (3.0 L), and washed with H2O (500 mL) and brine (200 mL). The organic layer was dried over anhydrous Na2SO4, concentrated in vacuo and purified by the flash column chromatography to give 8-(3-fluoro-5-methoxy-phenyl)-1,4-dioxa-8-azaspiro[4.5]decane (78.2 g) as a yellow oil.

The synthetic route of 29578-39-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; WANG, Yongguang; YANG, Song; (319 pag.)WO2016/177655; (2016); A1;,
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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. 35896-58-3, name is 1,2,3,4-Tetramethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., SDS of cas: 35896-58-3

General procedure: A solution of compounds 1, 4, 5 (2.5 mmol) in THF (10 mL) was diluted with water (5 mL), and an excess solution of cerricammonium nitrate (CAN) (3.9 g, 7 mmol) in 10 mL water was added at 0 C. The mixture was stirred at room temperature for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the THF was removed under a vacuum at 40 C, and the crude mixture was extracted with three portions of CH2Cl2 (20 mL). The orange extracts were washed with brine until neutrality, then dried over anhydrous Na2SO4 and concentrated in vacuo. The crude products were purified by a silica-gel column chromatography with petroleum ether and EtOAc as eluent to give the desired benzoquinones 2, 7, 6.

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:
Article; Wang, Jin; Li, Shuo; Yang, Tao; Yang, Jian; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 710 – 713;,
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54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, 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. Safety of 1-Bromo-2-(2-methoxyethoxy)ethane

To a solution of alkyl bromide in dry DMF would be added sodium azide, and the reaction mixture would be stirred at room temperature for 16 h. After completion of the reaction, the contents would be diluted with ethyl acetate and washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo.; 1-Azido-2-(2-methoxy-ethoxy)-ethane (607 mg) was prepared by following General Procedure U starting from 1-bromo-2-(2-methoxy-ethoxy)-ethane (1.0 g) and sodium azide (1.07 g). The crude product was used in the next step without further purification.

The synthetic route of 54149-17-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HIGH POINT PHARMACEUTICALS, LLC; US2011/201604; (2011); A1;,
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Electric Literature of 103-50-4, 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. 103-50-4, name is Benzyl ether belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}-ethoxy)-ethoxy]-ethoxy}-hexanoic acid ethyl ester (4). Substantially monodispersed benzyl ether 3 (1.03 g, 2.0 mmol) was dissolved in 25 ml ethanol. To this solution was added 270 mg 10% Pd/C, and the mixture was placed under a hydrogen atmosphere and stirred for four hours, at which time TLC showed the complete disappearance of the starting material. The reaction mixture was filtered through Celite 545 to remove the catalyst, and the filtrate was concentrated in vacuo to yield the monodispersed compound 4 as a clear oil (0.67 g, 79%). FAB MS: m/e 425 (M+H), 447 (M+Na).

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, Benzyl ether, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soltero, Richard; Radhakrishnan, Balasingam; Ekwuribe, Nnochiri N.; Rehlaender, Bruce; Hickey, Anthony; Bovet, Li Li; US2004/38866; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 111-95-5, name is Bis(2-methoxyethyl)amine, A new synthetic method of this compound is introduced below., COA of Formula: C6H15NO2

Zu einer Loesung von 75g (0.56 Mol) Bis-(2-methoxy-ethyl)-amin und 50,6g (0.50 Mol)Triethyl amin in 700ml Methylenchlorid laesst man bei 10 C eine Loesung von 162,5g (0.50Mol) 2-Propyl-pentanoyl chlorid in 300ml Methylenchlorid zutropfen. Man ruehrt das Reaktionsgemisch ca 12h bei Raumtemperatur und waescht danach die Reaktionsloesung mit je 250ml H2O, 1 N NaOH, 1 N HCl und waessriger Kochsalzloesung. Anschliessend wird die organische Phase abgetrennt und eingedampft und der Rueckstand im Hochvakuum (0,1 Torr) ueber eine Vigreux Kolonne destilliert (Siedtemperatur: 108-112 C). Man erhaelt 121g (93%) eines farb- und geruchlosen Gels. Wie bereits ausgefuehrt handelt es sich bei den Verbindungen der Formel ( I ) um farblose bis hellgelbe, geschmacksneutrale Oele, die relativ leicht fluechtig sind.

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; Novartis AG; EP1431277; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, 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 707-07-3, Safety of (Trimethoxymethyl)benzene

Title compound 471 (0.8 g, 5.53 mmol) and Trimethyl orthobenzoate (5 mL, 29.1 mmol) were combined and the reaction mixture was stirred at 120 C. for 3 h. The mixture was cooled to room temperature and the solid was filtered and washed with hexanes to afford title compound 472 (1.35 g, 100%) as a beige solid. MS (m/z): 231.1 (M+H)

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, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Forum Pharmaceuticals, Inc.; Rogers, Kathryn; Patzke, Holger; (315 pag.)US2017/749; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 262587-05-3, name is 1-Bromo-3-(difluoromethoxy)benzene, molecular formula is C7H5BrF2O, 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. SDS of cas: 262587-05-3

General procedure: To a mixture of l-bromo-3-(difluoromethoxy) benzene (1 g, 4.5 mmol), bis(tri-tert- butylphosphine) palladium(O) (460 mg, 0.9 mmol) in 1,4-dioxane (30 ml) under argon atmosphere was added 0.5 M of 2-tert-butoxy-2-oxoethyl zinc chloride in ether (22.5 ml). The resulting mixture was stirred at room temperature overnight. The mixture was partitioned between saturated NH4C1 and EtOAc. The organic extract was washed with brine, dried over sodium sulfate, filtered and evaporated. The crude material was purified by silica gel chromatography eluting with 0-10% EtOAc in Hexane to afford 1119.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 262587-05-3, its application will become more common.

Reference:
Patent; CALITHERA BIOSCIENCES INC.; LI, Jim; CHEN, Lijing; GOYAL, Bindu; LAIDIG, Guy; STANTON, Timothy, Friend; SJOGREN, Eric, Brian; WO2013/78123; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem