Month: March 2021

Synthetic Route of 5414-19-7, These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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 solution of 2-(4-phenylthiazol-2-yl)acetonitrile (0.84 g, 4.19 mmol) in THF (25 mL) was cooled to 0 C. NaH was added (0.5 g, 60% dispersion in oil) portionwise over 10 min. The resulting mixture was allowed to warm up to room temperature and stirred for 20 min. 2-Bromoethyl ether (1.58 mL, 12.5 mmol) was added dropwise. The reaction mixture was further stirred at room temperature for 1 h and then quenched with saturated NH4Cl solution. The reaction mixture was diluted with EtOAc and the organic layer was washed with H2O and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel 60-120 mesh, eluent 4-8% EtOAc in petroleum ether) to afford 4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-carbonitrile (0.97 g, yield 85%) as a yellow solid: 1H NMR (300 MHz, CDCl3) delta 7.91-7.94 (m, 2H), 7.51 (s, 1 H), 7.37-7.48 (m, 3H), 4.07-4.14 (m, 2H), 3.87-3.96 (m, 2H), 2.32-2.43 (m, 4H). MS (ESI) m/z: Calculated for C15H14N2OS: 270.08; found: 271.2 (M+H)+.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tempero Pharmaceuticals, Inc.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby; EP2533783; (2015); B1;,
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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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H13NO2

To a solution of 5-fluoro-2-nitrobenzoic acid (6.6g, 35.66 mmol) in dichloromethane (100 mL) were added DIPEA (9.22 g, 71.3 mmol), HOBt (6.0 g, 39.2 mmol) and EDCI (10.2 g, 53.5 mmol). After about 15 min stirring, to the reaction mixture was added a solution of 2,4-dimethoxybenzyl amine (5.96 g, 35.66 mmol) in dichloromethane (50 mL) dropwise under nitrogen atmosphere. The resulting mixture was stirred under nitrogen atmosphere at room temperature for 16 h. The reaction mixture was washed successively with 1N HC1 (100 mL), sat. NaHCCb (100 mL) and brine (100 mL). The organic phase was then dried over MgS04. Filtration and solvent removal in vacuo afforded a yellowish solid, wt: 9.3g (78%). MS: [M+l] = 335.

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 20781-20-8.

Reference:
Patent; AGENEBIO, INC.; MEKONNEN, Belew; BUTERA, John, A.; HUANG, Jianxing; PATEL, Hemantbhai; JIANG, Qin; HERR, Robert, Jason; MAYHEW, Nicholas, James; FREEMAN, Emily, Elizabeth; (682 pag.)WO2019/246300; (2019); 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. 4698-11-7, name is 10-Methoxy-5H-dibenzo[b,f]azepine, A new synthetic method of this compound is introduced below., Formula: C15H13NO

10-Methoxy-5H-dibenzo[b,f]azepine 4 (500 g, 2.23 mol) and isopropanol (1.0 L) were charged into a round bottomed flask and stirred for 5-10 min. 50% Aqueous hydrochloride solution (250 mL) was then added slowly to the mixture at 25-35 ?C and stirred for 15 min. The reaction mixture was heated to 60-65 ?C and maintained for 2-3 h. The progress of the reaction was monitored by TLC, and after completion of the reaction (by TLC), ethyl acetate (1.5 L) and water (1.0 L) were added into the reaction mixture and stirred for 5-10 min. Organic layer was separated and the aqueous layer was extracted with ethyl acetate (1.5 L). The combined organic layer was washed with 5% caustic lye solution (500 mL) followed by 10 % NaCl solution (500 mL) and evaporated at 50-55?C under reduced pressure. n-Hexane (500 mL) was then added into the crude product at 25-30 ?C and stirred for 1-2 h. The obtained solid was collected by filtration, washed with n-hexane (250 mL) and dried at 60-65 ?C to afford the title compound 6 as yellow solid (400 g) in 85.4% yield and >98.2% purity. Spectroscopic data were found to be in agreement with the data collected from authentic sample of intermediate 6. IR (KBR): 3329, 3284, 3040, 1643, 1474, 1309, 753 cm-1; 1H NMR (400 MHz, CDCl3): delta 3.72 (2H, s), 6.78-7.91 (8H, m); 13C NMR (400 MHz, CDCl3): delta 49.4, 119.1, 119.2, 119.8, 124.1, 124.5, 127.7, 127.9, 129.8, 130.3, 133.7, 141.5, 146.8, 190.1; HRMS calcd for C14H11NO, 210.0919; found 210.0909.

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; Ravinder; Rajeshwar Reddy; Sridhar; Murali Mohan; Srinivas, Katkam; Panasa Reddy; Bandichhor, Rakeshwar; Tetrahedron Letters; vol. 54; 22; (2013); p. 2841 – 2844;,
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Synthetic Route of 29026-74-2, 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. 29026-74-2, name is 2-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2; preparation of 2-[(2-Hydroxy-ethyl)-(2-isopropoxy-phenyl)-amino]-ethanol; 2-Isopropoxy-phenylamine (5 gm, 0.033 mole) was dissolved in chlorobonzene (25 ml) and to reaction mixture was added triethylamine (16.7 gm, 0.165 mole) under stirring. After this, 2-chloroethanol (13.25 gm, 0.165 mole) was added and reaction mixture refluxed for 12 to 15 hours. The reaction was quenched by adding water (50 ml) to it and extracted with dichloromethane (3×50 ml). The organic layer dried over anhydrous sodium sulphate (Na2S04) and concentrated to give the crude product. The crude product thus obtained was purified on a silica gel (60-120 mesh) column using dichloromethane-methanol as eluent. Yield: 5.8 gm (73%)

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-Isopropoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2005/113498; (2005); 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. 1978-39-8, name is 5-Fluoro-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-Fluoro-2-methoxyaniline

To a solution of compound Al (400 rng, 0.53 mrnoi) and 5-fluoro-2-rnethoxyaniline (150,7mg, 1.07 mmoi) intoluene (10 rnL) was added Ti(O-i] r)4 (151.6 mg, 0.53 mmoi). Themixture was stirred at 120 C over night under N2. The mixture was quenched with [120 (50 rnL) and extracted with DCM (20 mL x 3). The combined organic layer was dried over potassium carbonate, filtered and concentrated. The residue was purified by silica gel column chromatography (DCMMeOH = 15/i) to afford the crude products 29-1 and 29-2 (320 mg) as a yellow solid. LC-MS: m/z 89.4 [M+I-[.

The synthetic route of 1978-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGRIMETIS, LLC; CALABRESE, Andrew; (110 pag.)WO2018/132288; (2018); A1;,
Ether – Wikipedia,
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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. 103-50-4, name is Benzyl ether, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C14H14O

General procedure: To a sealed tube containing the respective azobenzene 1 (0.25 mmol), dibenzyl ether 2 (0.75 mmol), Pd(OAc)2 (0.025 mmol), and DCE/AcOH (1:1, v/v, 1 mL in all) was added TBHP (1.5 mmol). After stirring vigorously at 60 C for 12 h, the mixture was evaporated under vacuum. The corresponding product 3 was isolated by silica gel column chromatography with a PE/EtOAc mixture as eluent.

According to the analysis of related databases, 103-50-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hong, Gang; Aruma, Alfred Njasotapher; Zhu, Xiaoyan; Wu, Shengying; Wang, Limin; Synthesis; vol. 48; 8; (2016); p. 1147 – 1158;,
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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. 102-52-3, name is 1,1,3,3-Tetramethoxypropane, A new synthetic method of this compound is introduced below., Computed Properties of C7H16O4

In a 1 L reaction flask, 100 g of tetramethoxypropane was charged successively,58.8 g of N-methylaniline, stirred for 10 minutes,Control the internal temperature below 30 , drop 22g 20% hydrochloric acid,Dripping at about 24 C for 2.5 hours, adding 200 g of toluene,Control in 30 below the drop of 20% of the liquid caustic so that the water layer pH 6 ~ 7,The layers were separated and the aqueous layer was extracted with toluene and the organic layers were combined.Washed with saturated brine three times, and then separated to separate the water layer, the organic layer first vacuum recovery solvent,And then collecting 60 to 70 C / 40 mmHg fraction,To give 3- (N-methyl-N-phenyl) aminopropenal83.1g content of 99.6%.

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:
Patent; Jiangsu Jingye Pharmaceutical Co., Ltd.; Chu, Zhewei; Yue, Bo; Ye, Yin; (4 pag.)CN106431942; (2017); A;,
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Related Products of 16618-68-1, 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. 16618-68-1, name is 3-Bromo-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-5-methoxyaniline (5.00 g, 24.746 mmol, 1.00 equiv) and K2CO3 (5.13 g, 37.119 mmol, 1.50 equiv) in acetone (100.00 ml_) was added ethyl bromoacetate (4.96 g, 29.695 mmol, 1.20 equiv). The resulting mixture was stirred at reflux for 3 days. The reaction mixture was filtered, and the filtrate was evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 30% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford ethyl 2-[(3-bromo-5-methoxyphenyl)amino]acetate (1.8 g, 25.24%) as a yellow gum. LCMS (ESI) m/z: [M+H]+ = 288.

The synthetic route of 3-Bromo-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FOGHORN THERAPEUTICS INC.; ZHOU, Qianhe; BOCKER, Michael; MILLAN, David, Simon; CHAN, Ho, Man; SOARES, Luis; NETHERTON, Matthew, Russell; RUPPEL, Sabine, K.; YANG, Zhaoxia; LOWE, Jason, T.; BRUCELLE, Francois; (220 pag.)WO2019/152440; (2019); A1;,
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Electric Literature of 707-07-3, The chemical industry reduces the impact on the environment during synthesis 707-07-3, name is (Trimethoxymethyl)benzene, I believe this compound will play a more active role in future production and life.

Step 3: l-cvclohexvl-2-phenvl-l,5-dihydro-4/f-imidazol-4-one; JV2-cyclohexylglycinamide (from Step 2) was treated with triethylorthobenzoate (1.03 eq.) and catalytic amount of glacial AcOH. The reaction mixture was heated at 120C for 1.5 h then cooled to RT and concentrated. Acetone was added to the residue and the resulting precipitate was filtered to afford the title compound (52%) as a solid. .H NMR (300 MHz, CDC13, 300 K) 8 1.1-1.3 (m, 3H), 1.5-1.9 (m, 7H), 3.8-3.9 (m, 1H), 4.0 (s, 2H), 7.5-7.6 (m, 5H); MS (ES+) m/z 243 (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; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI SPA; WO2006/8556; (2006); A1;,
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Ether | (C2H5)2O – PubChem

Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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. HPLC of Formula: C9H8O

General procedure: To a 25mL Schlenk tube, AuSBA-15 (6wt%, 20mg), AgOTf (0.05mmol) was added to a solution of phenylacetylene (1.0mmol) in HOAc/H2O (3.0mL, 15:1) under ambient air, the resulting mixture was stirred for 6hat 110C. It was monitored by TLC. After the reaction was completed, the solvent was removed under reduced pressure and purified of the crude product by column chromatography on silica-gel afforded the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 768-70-7, its application will become more common.

Reference:
Article; Huang, Ronghui; Fu, Yong; Zeng, Wei; Zhang, Liang; Wang, Dawei; Journal of Organometallic Chemistry; vol. 851; (2017); p. 46 – 51;,
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