Month: June 2021

Related Products of 168268-00-6, 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. 168268-00-6, name is 4-(Benzyloxy)-3-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of 4-(benzyloxy)-3-fluoroaniline (1.04 g, 4.8 mmol) (WO 2005030140) under a nitrogen atmosphere was added acetic acid (2.3 ml_, 38.3 mmol), triethy lorthoformate (2.44 ml_, 14.4 mmol) and sodium azide (0.34 g, 5.3 mmol), and the reaction mixture heated at 95 C for 2.5 hours. The solution was then allowed to cool to room temperature, and water was added followed by extraction with ethyl acetate three times. The extracts were combined and washed with brine and dried over magnesium sulfate. The mixture was filtered and concentrated under reduced pressure, and the crude material purified by chromatography on silicon gel (20 – 40 % ethyl acetate in heptane) to give the title compound as a white solid (1.12 g, 86 %). 1H NMR (400 MHz, deuteromethanol) delta 9.65 (s, 1 H), 7.73 – 7.68 (dd, 1 H, J=1 1 , 2.5 Hz), 7.60 – 7.57 (m, 1 H) 7.47 – 7.45 (m, 2H), 7.40 – 7.30 (m, 5H), 5.24 (s, 2H); LCMS (ES+): 271 .1 (M+1 ).

The chemical industry reduces the impact on the environment during synthesis 4-(Benzyloxy)-3-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; MASCITTI, Vincent; MCCLURE, Kim Francis; MUNCHHOF, Michael John; ROBINSON, Ralph Pelton, Jr.; WO2012/69948; (2012); A1;,
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Reference of 171290-52-1, 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. 171290-52-1 name is 3,5-Dimethoxyphenylacetylene, 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.

General procedure: The azido derivative of N,-C terminal protected L-serine (1.0equiv) was taken in a 5:1 dry THF and water mixture solvent anddegassed it for 5 min with nitrogen gas. Then, terminal alkyne(1.1 equiv) was added with continuing stirring and degassing forthe next 5 min. Then 6 mol% sodium ascorbate and 1 mol% powderCuSO4 were added. The reaction mixture was degassed and allowed to proceed 18-20 h about 65-70 C. After total consumptionof the starting azide, the reaction mixture evaporatedcompletely and work up done by EtOAc and NH4Cl solution. Theorganic layer was washed with brine, dried over Na2SO4. Thesynthesized trizolyl amino acids were separated by column chromatography(si-gel, PE/EA = 1:1) and characterized. The averageyields were 50-85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,5-Dimethoxyphenylacetylene, and friends who are interested can also refer to it.

Reference:
Article; Bag, Subhendu Sekhar; Jana, Subhashis; Pradhan, Manoj Kumar; Bioorganic and Medicinal Chemistry; vol. 24; 16; (2016); p. 3579 – 3595;,
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Synthetic Route of 20781-20-8, 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 20781-20-8 as follows.

A mixture of 3-hydroxyphthalic anhydride (1.24 g, 7.6 mmol), 2,4-dimethoxybenzylamine (1.14 mL, 7.6 mmol) and acetic acid (5 mL) was heated at 80C for 24 hours. The mixture was allowed to cool and diluted with water (20 mL). The white solid was collected by filtration, washed well with water and dried to give the title compound (1.73 g, 73%). 1H NMR (DMSOd6) 11.00 (1 H, s), 7.62 (1 H, dd), 7.29 (1 H, d), 7.21 (1 H, d), 6.90 (1 H, d), 6.56 (1 H, d), 6.43 (1 H, dd), 4.59 (2H, S)1 3.79 (3H, s), 3.72 (3H, s). MS: [M-H+] 314.

According to the analysis of related databases, 20781-20-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2008/44041; (2008); A1;,
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Synthetic Route of 887581-09-1,Some common heterocyclic compound, 887581-09-1, name is (2-Bromo-5-methoxyphenyl)methanamine, molecular formula is C8H10BrNO, 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.

General procedure: A 25 mL Schlenk tube wascharged with a magnetic stirrer and DMSO (2.0 mL). Substituted(2-bromophenyl)methylamine (1) (0.5 mmol), amidine hydrochloride (2) (1.0 mmol),CuBr (0.1 mmol, 14.2 mg), and K2CO3 (1.5 mmol, 207 mg) were added to the tube.The mixture was stirred at 80-120 oC under nitrogen atmosphere for 24 h, and thenunder air for 0.5 h. The resulting mixture was cooled to room temperature and filtered,and the solid was washed with ethyl acetate for two times (3 × 3 mL). The combinedfiltrate was concentrated by the rotary evaporator, and the residue was purified bycolumn chromatography on silica gel using petroleum ether/ ethyl acetate as eluent togive the desired target product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Bromo-5-methoxyphenyl)methanamine, its application will become more common.

Reference:
Article; Liu, Qing; Zhao, Yufen; Fu, Hua; Cheng, Changmei; Synlett; vol. 24; 16; (2013); p. 2089 – 2094;,
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Adding a certain compound to certain chemical reactions, such as: 446-59-3, name is 2-Bromo-1-fluoro-3-methoxybenzene, 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 446-59-3, COA of Formula: C7H6BrFO

A flame dried round bottle (evacuated under vacuum and filled with N2 ) was fitted with mechanical stirring, and charged with tert-butyl (S)-4-(6-chloro-8- fluoroquinazolin-4-yl)-3-methylpiperazine-1-carboxylate (685 mg, 1.80 mmol, 1.0 eq.) solution in dry THF. Bis(2,2,6,6-tetramethylpiperidinyl)zinc, lithium chloride, magnesium chloride complex ((TMP)2Zn?2 MgCl2?2 LiCl) (0.35 M solution in THF/toluene, 1.0 eq. ) was dropwise added. The reaction was allowed to stir for 45 min at RT and then degassed by bubbling nitrogen through the solution for 15 min. Solid 2- bromo-1-fluoro-3-methoxybenzene (1.0 eq.) and CPhos 3rd generation precatalyst (0.1 eq.) were added, and the resulting mixture was stirred at 40 C for 16 h. The reaction mixture was concentrated in vacuo, dissolved in ethyl acetate, cooled in an ice bath, and quenched with a 1:1 solution of saturated ammonium chloride and H2O. The layers were separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layer was dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by flash column chromatography (stepwise gradient of 20%-30% EtOAc in hexanes) to afford the desired product (504 mg, 56% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1-fluoro-3-methoxybenzene, and friends who are interested can also refer to it.

Reference:
Patent; ARAXES PHARMA LLC; LI, Liansheng; FENG, Jun; LONG, Yun Oliver; LIU, Yuan; WU, Tao; REN, Pingda; LIU, Yi; (335 pag.)WO2016/164675; (2016); A1;,
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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. 10541-78-3, name is 2-Methoxy-N-methylaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2-Methoxy-N-methylaniline

EXAMPLE VI Preparation of N’-(4-Ethoxycarbonylphenyl)-N-(2-methoxyphenyl)-N-methylformamidine A mixture of ethyl N-(4-ethoxycarbonylphenyl)formimidate (Example Ia) (4.9 g, 0.022 mol) and 2-methoxy-N-methylaniline (3.2 g, 0.022 mol) were heated at 180 until 1.3 ml of ethanol had been collected by distillation. The resulting yellow oil was flash distilled to yield the desired product, bp~200 C. (0.05 mm).

The synthetic route of 10541-78-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Givaudan Corporation; US4021471; (1977); A;,
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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. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., Quality Control of p-Bromophenetole

General procedure: CS127 was prepared using a modified literature procedure [16]. A solution of butyllithium (1. hexane, 0.15 mL) was added to a solution of 4-bromotoluene (8.52 mg, 0.050 mmol) in hexane (15 mL). After stirring for 1 h, N,N’-diisopropylcarbodiimide (6.29 mg, 0.050 mmol) was added dropwise. The solution was stirred for 1 h at room temperature and then the dimer [(FMeppy)2Ir(mu-Cl)]2 (30 mg, 0.025 mmol) was added. The mixture was heated overnight at 70 C. After being cooled to room temperature, the resulting precipitate was collected and washed with diethyl ether. The dried product was obtained as a yellow powder. Yield 65%.

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; Sahin, Cigdem; Goren, Aysen; Varlikli, Canan; Journal of Organometallic Chemistry; vol. 772; (2014); p. 68 – 78;,
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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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

b) 52.0 g (186 mmol) 1-Bromo-4-(2-bromoethoxy)benzene are added to 300 mL THF and cooled to 0 C. Within 30 min 25.0 g (223 mmol) KOtBu are added to this mixture in several portions. Cooling is removed and the reaction mixture is stirred at rt over night. The reaction is quenched by the addition of water. The resulting mixture is extracted with EtOAc (2×). The organic phases are combined, washed with brine, dried over MgSO4 and the solvent is removed in vacuo. The resulting product is used without further purification.

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; ROTH, Gerald Juergen; FLECK, Martin; LEHMANN-LINTZ, Thorsten; NOSSE, Bernd; US2013/143876; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 105404-89-5, 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. 105404-89-5, name is 2,7-Dibromo-3,6-dimethoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

0.125 mol, 43.4 g of [Intermediate 1-1] and 0.301 mol of (4-chloro-2-fluorophenyl) boronic acid at room temperature,52.5g and 0.815mol of Ce2CO3, 266g and 11.6g of TTP (tetrakis (triphenylphosphine) palladium (0)) were added together with 500mL of 1,4-dioxane and refluxed.After 4 hours, the reaction was cooled to room temperature, 500 ml of H 2 O was added, and extracted with EA. After filtration, the obtained solid was recrystallized from EA (ethyl acetate) and Hx (normal hexane) to obtain 0.09 mol of [Intermediate 1-2] and 41.0 g (yield 73%).

The synthetic route of 2,7-Dibromo-3,6-dimethoxynaphthalene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; Gu Gi-dong; Yoon Jeong-min; Keum Su-jeong; Kim Myeong-gon; (62 pag.)KR2019/111687; (2019); A;,
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Reference of 2525-16-8, These common heterocyclic compound, 2525-16-8, name is 7-Methoxy-3,4,5,6-tetrahydro-2H-azepine, 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 solution of ethyl N-[3-(3-amidinophenyl)-2-(E)-propenyl]-N-[3-methyl-4-(piperidin-4-yloxy)phenyl]sulfamoylacetate (640 mg) obtained in example 65(a) in ethanol (12 ml) were added successively 7-methoxy-3,4,5,6-tetrahydro-2H-azepine (348 mg) and triethylamine (0.26 ml) at room temperature and the resulting mixture was stirred at room temperature for 2.5 days and then evaporated in vacuo.. The residue obtained was purified by preparative HPLC (YMC-Pack ODS-A; YMC, eluent: 20 % acetonitrile/water).. Subsequently, to a solution of the amorphous solid obtained in ethanol (5 ml) was added a 4N solution of hydrogen chloride in dioxane (0.42 ml), and the resulting mixture was evaporated to dryness in vacuo.. The residue obtained was dissolved in water and then lyophilized to afford the title compound (336 mg, yield: 40 %) as a colorless amorphous solid. 1H NMR (400MHz, DMSO-d6) delta ppm: 1.23 (3H, t, J=7.0), 1.52-1.64 (4H, m), 1.68-1.82 (4H, m), 1.98-2.09 (2H, m), 2.17 (3H, s), 2.87 (2H, m), 3.48 (2H, m), 3.65-3.75 (2H, m), 3.77-3.88 (2H, m), 4.19 (2H, q, J=7.0), 4.33 (2H, s), 4.44 (2H, d, J=6.0), 4.74 (1H, m), 6.44 (1H, dt, J=16.0, 6.0), 6.57 (1H, d, J=16.0), 7.06 (1H, d, J=8.5), 7.25 (1H, dd, J=8.5, 2.5), 7.28 (1H, d, J=2.5), 7.55 (1H, t, J=8.0), 7.69 (1H, d, J=8.0), 7.72 (1H, d, J=8.0), 7.89 (1H, s); IR (KBr, cm-1): 1738, 1675, 1628, 1351, 1157.

Statistics shows that 7-Methoxy-3,4,5,6-tetrahydro-2H-azepine is playing an increasingly important role. we look forward to future research findings about 2525-16-8.

Reference:
Patent; Sankyo Company, Limited; EP1375482; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem