Ethers-buliding-blocks

Application of 321-28-8, These common heterocyclic compound, 321-28-8, name is 1-Fluoro-2-methoxybenzene, 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.

[PENTAMETHYLENEDIETHYLENETETRAMINE] (31. [2ML)] was added to a solution of 2-fluoroanisole [(15.] 0g) in THF [(450ML).] The reaction mixture was cooled [TO-78C] and n-butyllithium (59. [6ML,] 2. 5M solution in hexanes) was added dropwise. Stirring was maintained for 2h before the solution was added in a dropwise fashion to a flask containing solid carbon dioxide pellets. Upon complete addition (30min) the mixture was allowed to warm to room temperature before removal of the volatiles in vacuo. The residue was dissolved in 10% sodium hydroxide solution [(300ML)] and extracted with Et20 (3x). The aqueous was acidified to pH 1 with concentrated hydrochloric acid before extracting with DCM. The organics were washed with [H20,] dried (MgS04) and concentrated in vacuo to afford the subtitle compound as a yellow solid. Yield: 7. [1G.] [LH NMR 6 (CDC13)] 7.50 [(1H,] [M),] 7.12 (2H, [M),] 3.91 (3H, s).

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/11443; (2004); A1;,
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929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, 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. HPLC of Formula: C8H20N2O3

General procedure: Diester1 (1mmol) and the appropriate diamine2-6 (1mmol) were dissolved in dry methanol (50mL) and sodium methoxide (2mmol) was added. A mixture was stirring for 72hat room temperature. After completion of the reaction (controlled by TLC), the solvent was evaporated under reduced pressure and the oily residue was purified by column chromatography (1-5% MeOH in CH2Cl2). All the macrocyclic products obtained in this way are colourless solids, stable to air.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pikus, Grzegorz; Jurczak, Janusz; Tetrahedron; vol. 72; 16; (2016); p. 1928 – 1932;,
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Synthetic Route of 707-07-3, 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. 707-07-3, name is (Trimethoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a cooled (-78C) solution of 25 (200mg, 0.26mmol), in dry THF (2.6mL), was slowly added a solution of LiAlH4 (2M in THF, 130muL, 0.26mmol). The reaction mixture was stirred 30min at -78C, warmed to room temperature, and stirred 1h at room temperature. The reaction mixture was quenched with saturated aqueous NH4Cl and then extracted with t-BuOMe. The combined organic layer was washed with brine, dried (Na2SO4), and then concentrated under reduced pressure (water bath at room temperature). The residue was dissolved in dry CH2Cl2 (1mL) and CSA (6mg, 0.026mmol) and PhC(OMe)3 (160muL, 1.3mmol) were added. The reaction mixture was stirred overnight at room temperature, quenched with aqueous saturated NaHCO3, and then extracted with CH2Cl2. The combined organic layer was washed with brine, dried (Na2SO4), and then concentrated under reduced pressure (water bath at room temperature) and dried under strong vacuum. The residue was dissolved in dry CH2Cl2 (3mL), cooled at 0C, and then TMSCN (326muL, 2.6mmol) was added followed by the addition of BF3-Et2O (27muL, 0.26mmol). The reaction mixture was stirred 2h at 0C, warmed to room temperature and stirred 2h at room temperature. The reaction mixture was quenched with saturated aqueous NaHCO3 and then extracted with CH2Cl2. The combined organic layer was washed with brine, dried (MgSO4), and then concentrated under reduced pressure. The crude was purified on silica gel (10% t-BuOMe in heptane) to give 4 (160mg, 74%) as a clear viscous oil:

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:
Article; Picard, Sebastien; Crich, David; Tetrahedron; vol. 69; 26; (2013); p. 5501 – 5510;,
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Reference of 592-55-2, 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.

4-Nitro-1 H-pyrazole-3, 5-dicarboxylic acid dimethyl ester (2. 0g, 8. 83MMOL) was added to a solution of 2-ethoxyethyl bromide (1. 18ML, 10. 45mmol) and potassium carbonate (1.32g, 9. 56MMOL) in N, N-dimethylformamide (35mL) and the reaction mixture stirred-for 48 hours at room temperature. The reaction mixture was concentrated IN VACUO and partitioned between ethyl acetate (200mL) and water (100ML). The organic layer was separated, dried over magnesium sulphate and concentrated in vacuo The crude product was purified by column chromatography on silica gel eluting with pentane: ethyl acetate 100: 0 to 70: 30 to yield the title product, 1.63g. ‘H NMR (CDCI3, 400MHZ) B : 1.07 (t, 3H), 3.41 (q, 2H), 3.73 (t, 2H), 3.89 (s, 3H), 3.94 (s, 3H), 4.76 (t, 2H). LRMS: m/z APCI+ 302, [MH] +

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2-ethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/96810; (2004); A1;,
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Synthetic Route of 3616-56-6, 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. 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate IV andBromo-2,3-dihydro-1H-pyrrolo (2,3-b) pyridine to give d,React with (S) -3-hydroxytetrahydrofuran,A dark yellow solid VId was obtained.The intermediate d with activated carbon,Ferric chloride and hydrazine hydrate reduction,Obtained as an off-white solid VIId.Then VIId and diethyl phosphoric acid condensation,Compound VIIId is obtained,In the condensation with (dimethylamino) acetaldehyde diethyl acetal,The target compound was obtained. Yield: 48.7percent.

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, 2,2-Diethoxy-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Ouyang Yiqiang; Tang Qidong; Xu Shan; Tu Yuanbiao; Duan Yongli; Lei Huajun; Wang Caolin; (23 pag.)CN106831725; (2017); A;,
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These common heterocyclic compound, 17061-62-0, name is Bis(4-methoxybenzyl)amine, 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. SDS of cas: 17061-62-0

To a solution of Example 4.11 (210 g, 816 mmol) in DCM (2000 mL) was added TEA (385 mL, 2856 mmol) and a solution of 2-chloroethanesulfonyl chloride (146 g, 898 mmol) in DCM (1000 mL) at 0 C, and the mixture was stirred for 2 h. The reaction mixture was then quenched with ice cold water (1000 mL) and extracted with DCM (2 x 1000 mL). The organic layer was washed with brine solution (1000 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was absorbed onto a plug of silica gel (60-120 mesh) and purified by column chromatography over silica gel (60-120 mesh) using 50% to 80% EtOAc in hexanes as an eluent to give (0968) Example 144.11 (255 g, 90% yield) as an off-white solid. NMR (400 MHz, DMSO- ck) delta 7.16 (d, J = 8.8 Hz, 4H), 6.90 (d, J = 8.8 Hz, 4H), 6.73 (dd, J = 16.4, 10.0 Hz, 1H), 6.11 (d, 3.75 (m, 6H).

The synthetic route of Bis(4-methoxybenzyl)amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul John; HARVEY, James S.; MA, Zhihua; SHARMA, Ankit; (281 pag.)WO2019/89335; (2019); A1;,
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Some common heterocyclic compound, 454-90-0, name is 3-(Trifluoromethyl)anisole, molecular formula is C8H7F3O, 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. COA of Formula: C8H7F3O

A solution of n-butyllithium (20.4 mL, 51.1 mmol) and TMEDA (9.00 mL, 59.6 mmol) in anhydrous THF (50 mL) was cooled to -78 C. 1-Methoxy-3-(trifluoromethyl)benzene (1) (10 g, 57 mmol) was added dropwise and the reaction mixture was stirred at -78 C. for 15 min then allowed to warm to RT and stirred for 10 min. The reaction mixture was cooled to -78 C. and trimethyl borate (16.1 mL, 142 mmol) was added slowly, dropwise, and the reaction mixture was stirred at -78 C. for 15 min then allowed to warm to RT and stirred for 20 h. 7N NH3/MeOH (20 mL) was added and the solvent was removed in vacuo. The residue was dissolved in formic acid (20 mL) and cooled to 0 C. before hydrogen peroxide (6.00 mL, 68.5 mmol) was added and the solution was allowed to warm to RT and stirred for 2 h. The product was extracted with EtOAc (3*50 mL), and then the combined organics were shaken with NaOH (2*50 mL). The aq phase was acidified with 1M HCl and the product was extracted with DCM (2*30 mL). The organic solution was washed with brine (2*30 mL), dried over MgSO4 and filtered. The solvent was removed in vacuo and the residue was purified by silica gel chromatography (120 g, 0-5% MeOH in DCM) to afford 2-methoxy-6-(trifluoromethyl)phenol (2) (4.95 g, 45%) as a colourless oil: m/z 191 [M-H]- (ES-); 1H NMR (400 MHz, CDCl3) delta: 7.15-7.09 (1H, m), 7.04-6.98 (1H, m), 6.89 (1H, td), 6.14 (1H, br s), 3.91 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 454-90-0, its application will become more common.

Reference:
Patent; KING’S COLLEGE LONDON; US2012/149737; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, 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 6358-77-6, Recommanded Product: 5-Bromo-2-methoxyaniline

a) 4-bromo-2-isocvanato-1 -methoxybenzene5-bromo-2-methoxyaniline (11.4 g, 56.4 mmols) was dissolved in dioxane (115 mL) and a solution of trichloromethyl chloroformate (3.4 mL) in the same solvent (30 mL) was added dropwise. It was stirred at 6O0C for 18 hours. It was concentrated in vacuo and diethyl ether was added. The solid precipitated was filtered off and the mother liquors were concentrated in vacuo to give the title compound (13 g).

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, 5-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL PRODESFARMA, SA; WO2006/133802; (2006); A1;,
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Application of 658-89-9, 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. 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 18 (SV2-Nitro-6-f4-(5-trifluoromethoxy-1H-benzoimida2ol-2-yl)-benzyloxy1 -6.7-dihvdro-5H-imidazor2.1-bin .3l oxazine (23)23In an inert atmosphere, 4-((S)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b)[1 ,3]oxazin-6- yloxymethyl)-benzoic acid (100 mol%) is dissolved in anhydrous CH2CI2 (0.20 M) and added HATU (120 mol%) and DIEA (120 mol%). Reaction is stirred at room temperature for 5 min followed by addition of 1,2-diamino-substituted benzene (120 mol%). Resulting reaction mixture is stirred at room temperature overnight. Reaction is concentrated and dissolved in EtOAc and washed with water three times. Organic layer is dried under anhydrous Na2SO4 and concentrated to yield pale brown solid, which is dissolved in glacial acetic acid (0.36 M). Reaction mixture is heated to 95 ‘C for 30 min. Crude reaction mixture is concentrated and residue obtained is purified by preparative reverse-phase LC to give final compound as fluffy solid. MS: M+ 476.4.1H NMR (CD3OH1 400 MHz): delta 8.05 (d. J = 8.18 Hz, 2H), 7.74 (s, 1 H), 7.62 (d, J = 8.76 Hz, 1H), 7.50 (m, 3H)1 7.18 (dd, J = 8.73, 1.24 Hz, 1H), 4.87 (s, 2H)1 4.73 (m, 2H)1 4.48 (d, J = 12.05 Hz, 1H), 4.30 (m, 2H). Melting Point: 98-99 ‘C. [Q]21D = -37.81 (C= 0.003, MeOH).

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, 4-(Trifluoromethoxy)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; US DEPARTMENT OF HEALTH & HUMAN SERVICES; WO2007/75872; (2007); A2;,
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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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8Br2O2

Under an argon atmosphere, 5.00 g of Compound A, 1.08 g of bis(4-biphenylyl)amine, 0.10 g of bis(dibenzylideneacetone)palladium(0), 0.14 g of tri-tert-butylphosphine and 0.49 g of sodium tert-butoxide were added to a 300 mL, three-necked flask, followed by heating and refluxing in a toluene solvent for 4 hours. After cooling in air, water was poured in the reaction mixture to separate an organic layer, and solvents were distilled. The crude product thus obtained was separated by silica gel column chromatography (toluene/hexane) to produce 1.38 g of Compound B as a white solid (yield 76%). The molecular weight of Compound B thus obtained was measured by FAB-MS and was 536 (C32H26BrNO2).

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 24988-36-1.

Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; SAKAMOTO, Naoya; (55 pag.)US2015/376114; (2015); A1;,
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