Month: April 2021

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. 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, A new synthetic method of this compound is introduced below., Product Details of 929-75-9

Step 4. Synthesis of 11-t-butoxycarbonylamino-3,6,9-trioxaundecylamine 3 g of 1,11-diamino-3,6,9-trioxaundecane obtained in the above step 3 was dissolved in 5 mL of tetrahydrofuran, and then a solution of 1.14 of di-t-butyl dicarbonate in 5 mL of tetrahydrofuran was added dropwise under ice cooling. Then, the solution was stirred overnight at room temperature, and concentrated under reduced pressure. The residue was dissolved in ethyl acetate, and then the solution was washed with saturated saline. The organic layer was dried, and then concentrated under reduced pressure. The residue was purified with silica gel column chromatography to obtain 1 g of the objective compound.

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; Nippon Shinyaku Co., Ltd.; EP1783137; (2007); A1;,
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Related Products of 102-52-3, These common heterocyclic compound, 102-52-3, name is 1,1,3,3-Tetramethoxypropane, 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 6Preparation of Bromomalonaldehyde (9); De-ionized water (2.080 L) was added to a 12-L, four-neck flask under a nitrogen atmosphere and equipped with a thermocouple. Concentrated HCl (88 mL) was added to the water. Malonaldehyde bis-dimethylacetal (2006 mL, 2.0 kilogram (kg), 12.18 moles) was added dropwise over a period of 45 to 60 minutes while the temperature was maintained between 5 C. and 25 C. Bromine (1.912 g, 619 mL; 12 moles; 1 equivalent.) was added dropwise over 1 hour, while the temperature was maintained between 5 C. and 20 C. The reaction was monitored by HPLC for completion. After completion of the reaction (2 to 4 hours), the reaction mixture was concentrated on a rotary evaporator at 45 C. and 100 torr. The resultant mixture was stirred for 1 hour at room temperature, filtered, and washed with cold water (2¡Á1.0 liter). The isolated solids were dried in a forced-air dryer for 2 days. The weight of the product (9) obtained was 1.008 kg, with a 430 g second crop from the filtrate, giving a combined 76% yield. The second crop of crystals was obtained by concentrating the mother liquor to half its original volume and filtering off the resulting crystals. Mass spectrometry (M+H): 150.97 and 151.96 amu.

Statistics shows that 1,1,3,3-Tetramethoxypropane is playing an increasingly important role. we look forward to future research findings about 102-52-3.

Reference:
Patent; Wyeth; US2009/18332; (2009); 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. 592-55-2, name is 1-Bromo-2-ethoxyethane, A new synthetic method of this compound is introduced below., Computed Properties of C4H9BrO

Example 65 Preparation of 2-[4-[2-(benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,6-diisopropyl-3-(2-ethoxyethyloxy) phenyl)acetamide: 2-Bromoethyl ethyl ether (2 ml) and potassium fluoride catalyst carried on alumina (40 wt %, 225 mg, 1.51 mmol) were added to a solution of 2-[4-[2-(benzoxazol-2ylthio)ethyl]piperazin-1-yl]-N-(2,6-diisopropyl-3hydroxyphenyl)acetamide (150 mg, 0.30 mmol) in acetonitrile (3 ml) followed by stirring for 41 hours. The catalyst was filtered off and the filtrate was diluted with water and extracted with ethyl acetate. The organic layer was washed with a sodium chloride solution and dried over anhydrous sodium sulfate and the solvent was evaporated therefrom. The residue was purified by a preparative thin layer chromatography (developing solvent, chloroform:ammonia-saturated methanol=20:1) and the resulting crude crystals were recrystallized from ethyl acetate-hexane to provide 120 mg (yield 70%) of the desired compound as colorless powdery crystals. Melting point: 100-103 C. IR (KBr) cm-1: 3282, 2960, 1661, 1498, 1454. 1H-NMR (CDCl3) delta: 1.17 (6H, d, J=6.9 Hz), 1.23 (3H, t, J=7.0 Hz), 1.32 (6H, d, J=6.9 Hz), 2.62-2.79 (8H, m), 2.86 (2H, t, J=6.2 Hz), 2.93 (1H, sept, J=6.9 Hz), 3.19 (1H, sept, J=6.9 Hz), 3.21 (2H, s), 3.50 (2H, t, J=6.2 Hz), 3.59 (2H, q, J=7.0 Hz), 3.81 (2H, t, J=5.1 Hz), 4.09 (2H, t, J=5.9 Hz), 6.83 (1H, d, J=8.7 Hz), 7.09 (1H, d, J=8.7 Hz), 7.22-7.30 (2H, m), 7.43 (1H, m), 7.58 (1H, m), 8.56 (1H, br s). EIMS m/Z (relative intensity): 568 (M+), 276 (100).

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; Kowa Company, Ltd.; US2004/38987; (2004); A1;,
Ether – Wikipedia,
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Reference of 458-52-6, 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. 458-52-6, name is 2-Fluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A. (Z)-l-(2-Amino-l,2-dicyanovinyl)-3-(2-fluoro-4-methoxyphenyl)urea.; In a 100 mL round-bottomed flask was added 2-fluoro-4-methoxyaniline (0.79 g, 5.60 mmol) and trichloromethyl carbonochloridate (0.68 mL, 5.60 mmol) in toluene (6 mL) to give a purple suspension. The mixture was then stirred at 1 10 ¡ãC for 3 h. Upon heating, the suspension becomes a homogeneous solution. After 3 h, no starting material remained (TLC, 3: 1 hex/EtOAc). The reaction mixture was concentrated to afford 2-fluoro-l- isocyanato-4-methoxybenzene (0.936 g, 5.6 mmol, quant.) as a green oil. The intermediate 2-fluoro-l-isocyanato-4-methoxybenzene (0.936 g, 5.6 mmol) was then dissolved in acetonitrile (20 ml) and reacted with 2,3-diaminomaleonitrile (0.605 g, 5.60 mmol) according to General Procedure A. The product was filtered to give the title compound (1.36 g, 88percent). MS (ESI) m/z 276.3[M+1]+.

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-Fluoro-4-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51494; (2008); A1;,
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Related Products of 111-95-5, 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. 111-95-5, name is Bis(2-methoxyethyl)amine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To the product from step 46 2 (116 mg, 0.19 mmol) was added 43 bis(2-methoxylethyl)amine (3.0 mL, 2.71 g, 20.3 mmol) and a ?spatula tip? of Pd(PPh3)4. The resulting mixture was heated to 140 C. for 2 h. The reaction was cooled and concentrated. The residue was purified by flash chromatography (SiO2, 10/1 CHCl3-MeOH). The resulting 47 material was purified again by reverse phase medium pressure chromatography (C18, 10-50% manual gradient acetonitrile in 0.1% TFA) to afford 12 mg (10% yield) of Example 4 as an orange-brown film: LCMS (15-95% gradient acetonitrile in 0.1% TFA over 10 min), single peak retention time=3.85 min on 250 mm column, (M+H)+=661. UV/vis (100 ?M in PBS) ?abs=434 nm. Fluorescence ?ex=449 nm, ?em=559 nm.

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, Bis(2-methoxyethyl)amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MediBeacon Inc.; Debreczeny, Martin P.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (54 pag.)US2019/125901; (2019); A1;,
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Reference of 22483-09-6, 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. 22483-09-6, name is 2,2-Dimethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2,2-dimethoxyethan-1-amine (1600 g, 15.22 mol) in toluene (8 L), was added a solution of NaOH (858 g, 21.45 mol) in water (4.42 L). This was followed by the addition of CbzCl (2598 g, 15.23 mol) dropwise with stirring at <20 C. The resulting solution was stirred for 4 h at room temperature. The organic layer was separated and washed with 3x5 L of brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to afford benzyl N-(2,2-dimethoxyethyl)carbamate as a white solid. The chemical industry reduces the impact on the environment during synthesis 2,2-Dimethoxyethanamine. I believe this compound will play a more active role in future production and life. Reference:
Patent; FORMA THERAPEUTICS, INC.; ZABLOCKI, Mary-Margaret; GUERIN, David J.; NG, Pui Yee; WANG, Zhongguo; SHELEKHIN, Tatiana; CARAVELLA, Justin; LI, Hongbin; IOANNIDIS, Stephanos; (518 pag.)WO2019/32863; (2019); A1;,
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Synthetic Route of 41864-45-3,Some common heterocyclic compound, 41864-45-3, name is 4,5-Dimethoxy-2-methylaniline, molecular formula is C9H13NO2, 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.

Reference Example 76 N-(2-methyl-4,5-dimethoxyphenyl)cinnamamide To a solution of 4,5-dimethoxy-2-methylaniline (40.1 g), pyridine (48.5 ml), and acetone (350 ml), cinnamoyl chloride (44.0 g) was added dropwise at room temperature over 15 minutes. After allowing to react at room temperature for 2 hours, water (15 ml) was added and the mixture was stirred for 20 minutes. The solvent was distilled off under reduced pressure, and the residue was dissolved in chloroform, followed by washing with 1N HCl, 1N caustic soda and water in this order, and drying. Chloroform was evaporated. Precipitated crystals were collected by filtration with ether. 69.8 g of the title compound was obtained as yellow crystals (97.8%). 1 H-NMR(CDCl3)delta: 2.24(3H,s), 3.86(6H,s), 6.60(1H,d,J=15.1 Hz), 6.69(1H,s), 7.20(1H,bs), 7.37(3H,bs), 7.53(3H,bs), 7.75(1H,d,J=15.1 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Dimethoxy-2-methylaniline, its application will become more common.

Reference:
Patent; Kowa Co., Ltd.; US5576324; (1996); A;,
Ether – Wikipedia,
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Application of 5414-19-7, 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. 5414-19-7 name is 1-Bromo-2-(2-bromoethoxy)ethane, 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.

Step 1: Ethyl 4-(4-bromophenyl)tetrahydro-2H-pyran-4-carboxylate 6.0 g (24.7 mmol) of ethyl 4-bromophenylacetate were dissolved in 120 ml of abs. DMF under argon, 1.48 g (37.0 mmol, 60% strength) of sodium hydride were added, while cooling in an ice bath, and the mixture was stirred for 30 min. 5.72 g (24.7 mmol) of bis(2-bromoethyl)ether were then added, while constantly cooling in an ice bath, and the mixture was stirred at approx. 0 C. for 1 h. After renewed addition of 1.48 g of 60% strength sodium hydride, the mixture was stirred again for 1 h, while cooling in an ice bath. Saturated aqueous ammonium chloride was then added and the mixture was extracted with ethyl acetate. The organic phase was washed with water and with saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated on a rotary evaporator. The residue was purified by column chromatography over silica gel (mobile phase: cyclohexane/ethyl acetate 10:1). 2.62 g (33% of th.) of the title compound were obtained. 1H-NMR (400 MHz, CDCl3, delta/ppm): 7.47 (d, 2H), 7.25 (d, 2H), 4.14 (q, 2H), 3.93 (dt, 2H), 3.56 (td, 2H), 2.59 (dd, 2H), 1.93 (m, 2H), 1.19 (t, 3H). MS (DCI, NH3): m/z=329 [M+NH4]+.

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

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; Haerter, Michael; Beck, Hartmut; Ellinghaus, Peter; Berhoerster, Kerstin; Greschat, Susanne; Thierauch, Karl-Heinz; Suessmeier, Frank; US2013/196964; (2013); A1;,
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Some common heterocyclic compound, 10541-78-3, name is 2-Methoxy-N-methylaniline, molecular formula is C8H11NO, 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 C8H11NO

Intermediate 36a (24 mg. 0.092 mmol), 2-methoxy- N-methylaniline (16 mg, 0.11 mmol), HAITI (38 mg, 0.10 mmol), and DIEA (64 sL, 0.37 mmol) were all combined in MeCN (1 mL) and stirred for 24 h at room temperature. The solution was then purified by preparative HPLC with a CIS silica gel stationary phase using a gradient of H20 0.05% TFA : CH3CN 0.05% TFA (70 :30 to 5 : 95) and detection by U V at 254 nm to give the title compound (18 mg, 52%) as a while solid. MS (ES, m/zy. 380 [M+if. 1H-NMR (400 MHz, CDCI3) delta 7.30-7.22 (m, 1H), 7.22-7.13 (m, 2H), 7.09 (d, J = 8.3 Hz, 1H), 6.88 (t, J- 7.5 Hz, I H), 6.68 (Patent; ARDELYX, INC.; LEWIS, Jason, G.; REICH, Nicholas; CHEN, Tao; JACOBS, Jeffrey W.; CHARMOT, Dominique; NAVRE, Marc; FINN, Patricia; CARRERAS, Christopher; SPENCER, Andrew; WO2013/96771; (2013); A1;,
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These common heterocyclic compound, 82830-49-7, name is 2-Fluoro-1,4-dimethoxybenzene, 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. Safety of 2-Fluoro-1,4-dimethoxybenzene

General procedure: Eaton?s reagent was prepared from phosphorus pentoxide (P2O5) and methanesulfonic acid (CH3SO3H) (weight ratio P2O5/CH3SO3H 1:10). The mixture was heated at 40 C under nitrogen atmosphere until complete homogeneity. Benzoic acid (1.15-1.5 equiv) and aromatic derivative (1.0 equiv) were then added to Eaton?s reagent. The mixture was heated at 50 C under inert atmosphere for 3-14 h. After cooling to room temperature, the reaction medium was diluted with dichloromethane and carefully poured into a separatory funnel containing sodium bicarbonate aqueous solution (50% NaHCO3) (neutralization to pH 7). The aqueous solution was extracted with dichloromethane, and the combined organic layers were dried (MgSO4). Solvent was removed under reduced pressure to produce a brownish oil. The crude product was purified by Flash chromatography on RediSep packed columns to provide pure fluorobenzophenones 7a-f.

The synthetic route of 2-Fluoro-1,4-dimethoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ghinet, Alina; Tourteau, Aurelien; Rigo, Benoit; Stocker, Vivien; Leman, Marie; Farce, Amaury; Dubois, Joelle; Gautret, Philippe; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 2932 – 2940;,
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