Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 702-24-9, name is 4-Methoxy-N-methylbenzylamine, 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 702-24-9, Safety of 4-Methoxy-N-methylbenzylamine

As shown in Scheme 3, 4-bromo-2,6-di-tert-butylphenyl tert-butyl carbonate5 (115 mg, 0.3 mmol, 1.0 equiv.), 1-(4-methoxyphenyl)-N-methylmethanamine (1.2 equiv.), Pd2(dba)3.CHCl3 (0.1 equiv.), xantphos (0.15 equiv.) and Cs2CO3 (2.5 equiv.) were weighed in a Biotage microwave reaction vial in a glove box. The mixture was treated with toluene (0.05 mM) and the vial was sealed and removed from the glove box. The reaction mixture was heated in an oil bath (100 C., 16 h). The crude mixture was cooled to room temperature and purified by silica gel chromatography using hexane and ethyl acetate as eluents to afford Compound 14 (98 mg, 71% yield).

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-Methoxy-N-methylbenzylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The University of Kansas; Peterson, Blake R.; Rane, Digamber; (28 pag.)US2019/310263; (2019); A1;,
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Synthetic Route of 459-60-9, 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. 459-60-9, name is 1-Fluoro-4-methoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-5-methoxybenzo[b]thiophene-2-carboxamidine hydrochloride Bromine (3.2 g, 20 mmol) was added dropwise to a solution of 4-fluoroanisole (2.52 g, 20 mmol) in CH2 Cl2 (20 ml) stirred under N2 at 25 C. After 30 minutes solid NaHCO3 was added cautiously with vigorous stirring until gas evolution died down. The mixture was then diluted with CHCl3 (30 mL), washed with water (2*25 mL) and saturated brine (30 mL), and dried (Na2 SO4). The solvent was removed under reduced pressure to give a quantitative yield of 2-bromo-4-fluoroanisole.

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

Reference:
Patent; Eisai Co., Ltd.; US5340833; (1994); A;,
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Adding a certain compound to certain chemical reactions, such as: 592-55-2, name is 1-Bromo-2-ethoxyethane, 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 592-55-2, Application In Synthesis of 1-Bromo-2-ethoxyethane

To a solution of methyl 4-methyl-3-(4-methyl-5-oxo-2,5-dihydro-1H-pyrazol- 3-yl)benzoate (600 mg, 2.44 mmol, 1.00 equiv) in DMA (20 mL) was added 1-bromo- 2-ethoxyethane (2.60 g, 17.1 mmol, 7 equiv) and potassium carbonate (1.68 g, 12.2 mmol, 5 equiv). The resulting solution was stirred for 4 h at 25oC, then diluted with 50 mL of H2O. The aqueous extracted with 3×50 mL of ethyl acetate and the combined organic layers were washed with 2×50 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product (600 mg) was purified by Prep-HPLC with the following conditions (Prep-HPLC-020): Column, Sunfire Prep C18 OBD Column, 19*150mm 5um 10nm; mobile phase, water with 0.05%TFA and ACN (35.0% ACN up to 75.0% in 9 min, up to 95.0% in 1 min,down to 35.0% in 1 min); Detector, waters2489 254&220nm. This resulted in 320 mg (41 %) of methyl 3- (3-(2-ethoxyethoxy)-4-methyl-1H-pyrazol-5-yl)-4-methylbenzoate as a white solid.

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, 1-Bromo-2-ethoxyethane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3-V BIOSCIENCES, INC.; WAGMAN, Allan S.; JOHNSON, Russell J.; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; DUKE, Greg; OHOL, Yamini; HEUER, Timothy; O’FARRELL, Marie; (82 pag.)WO2015/105860; (2015); A9;,
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Synthetic Route of 41365-75-7, 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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-(chloromethyl)-benzoyl chloride (1.17 g, 6.21 mmol) in DCM (10 mE) was added a solution of 3,3-diethoxypropan-1-amine (0.914 g, 6.21 mmol) and triethylamine (1.04 mE, 7.77 mmol) in DCM (10 mE). The reaction mixture was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure and the residue dissolved in ethyl acetate. The organic phase was washed with 1 M aqueous sodium hydroxide, brine and dried over anhydrous magnesium sulfate and the filtrate was evaporated under reduced pressure to afford the title compound(1.83 g, 99%). 1H NMR (400 MHz, DMSO-d5); oe 8.45 (dd, J=5.5,5.5 Hz, 1H), 7.83 (d, J=8.4 Hz, 2H), 7.52 (d, J=8.3 Hz, 2H),4.81 (s, 2H), 4.56 (dd, J=5.5, 5.5 Hz, 1H), 3.59 (ddd, J=7.1,9.5, 14.1 Hz, 2H), 3.45 (ddd, J=7.1, 9.5, 14.1 Hz, 2H), 3.29 (dd, J=6.0, 7.4 Hz, 2H), 1.79 (dd, J=6.4, 13.6 Hz, 2H), 1.12 (dd, J=7.0, 7.0 Hz, 6H).

The chemical industry reduces the impact on the environment during synthesis 1-Amino-3,3-diethoxypropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CHIESI FARMACEUTICI S.p.A.; RANCATI, Fabio; RIZZI, Andrea; CARZANIGA, Laura; LINNEY, Ian; KNIGHT, Chris; SCHMIDT, Wolfgang; (176 pag.)US2016/235734; (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. 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Dimethoxyphenylacetylene

Formula 7 of the azide compound (300 mumol), alkynyl (750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. An ascorbate (60.0 mg, 300 mumol) 1: was dissolved in 1 t-BuOH / H2O (3 mL). The mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was filtered of and washed using H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 ¡Á 70 mL). The combined organic extracts were then dried using anhydrous MgSO4, filtered and concentrated by rotaryevaporation (residue B). It was combined and the solid residue A and B, was purified by column chromatography to give the compound of formula 2 and 3. Formula 2 for the general method in accordance with, 1:1 t-BuOH/H2O (3 mL) in a compound 7a (95.8 mg, 300 mumol), 1-ethynyl -3,5-dimethoxybenzene (121 mg, 750 mumol), CuSO4 (9.6 mg, 60 mumol) and Na. Using ascorbate (60.0 mg, 300 mumol) was prepared in the desired compound. After stirring at room temperature the reaction mixture for 2 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 40: 1 CH2Cl2 / MeOH) to compound 2a using a was obtained as a brown solid (138 mg, 98%).

The synthetic route of 171290-52-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
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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. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 67191-35-9

The ruthenium complex of formula 1.2 (0.309 g; 0.344 mmol; 1 eq.) (also called [(5-cyclopentyl-2-mesityl)-imidazo-1-lidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphospine)ruthenium) was reacted with the styrenyl ether of formula 2H (65 mg; 0.37 mmol; 1.1 eq.). The reaction is carried out in the presence of dichloromethane (DCM; 3.5 mL) and copper(l) chloride (CuCl; 36.8 mg; 0.37 mmol; 1.1 eq.), at 35 C. for 5 hours.After purification on a silica gel column, the alkylidene ruthenium complex of formula 1.5 is obtained (89 mg; 0.158 mmol; 45%):in which Mes represents the mesityl group.The reaction scheme is shown below:In this reaction scheme, Cy3P represents tricyclohexylphosphine, Mes represents the mesityl group, and Ph represents a phenyl group.The scheme shows that the product obtained, at a yield of 45%, is the alkylidene ruthenium complex of formula 1.5.NMR1H (400 MHz, CDCl3): 16.42 (s, 1H); 7.50 (m, 1H); 7.27 (m, 1H); 7.10 (s, 2H); 7.01 (m, 1H); 6.95 (m, 2H); 6.88 (d, J=2 Hz, 1H); 5.96, (q, J=7.5 Hz, 1H); 5.18 (sept., J=6.21 Hz, 1H);13C (100 MHz, CDCl3): 172.2; 152.7; 144.5; 139.6; 137.6; 137.4; 129.3; 129.0; 125.0; 122.7; 122.4; 118.5; 113.0; 75.1; 64.2; 34.4; 24.7; 22.0; 21.4; 18.2.The alkylidene ruthenium complex of formula 1.5 was isolated and was submitted to various studies.

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 67191-35-9.

Reference:
Patent; ECOLE NATIONALE SUPERIEURE DE CHIMIE DE RENNES; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE CNRS; Mauduit, Marc; Rouen, Mathieu; US2015/315223; (2015); A1;,
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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 768-70-7 as follows. Recommanded Product: 768-70-7

To a 35 mL microwave reaction tube were added Int-30f (500 mg, 1.36 mmol), bis(triphenylphosphine)palladium (II) dichloride (95 mg, 0.135 mmol), copper iodide (258 mg, 1.355 mmol), and DMF (10 mL). The resulting suspension was degassed and heated to 100 C, and then Int-31a was then added in portions via a syringe. The resulting mixture was allowed to stir at 100 C for additional 6 hours under nitrogen. After cooling, the solution was diluted with 10 mL of ethyl acetate, filtered, and concentrated in vacuo. The residue was purified using a 40 g silica column/Combi-Flask Rf system (0-15% ethyl acetate in hexanes eluent) to provide Int-31b as a wax (370 mg, 65%).

According to the analysis of related databases, 768-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
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Application of 89282-70-2,Some common heterocyclic compound, 89282-70-2, name is 2-Methoxy-2-methylpropan-1-amine, molecular formula is C5H13NO, 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 5 N-(3-{[(2-methoxy-2-methylpropyl)amino]methyl}-8-methylquinolin-7-yl)-4-(tetrahydrofuran-2-ylmethoxy)benzamide monohydrochloride [Show Image] N-(3-Formyl-8-methylquinolin-7-yl)-4-(tetrahydrofuran-2-ylmethoxy)benzamide (1.0 g) obtained in Reference Example 2 and 2-methoxy-2-methylpropan-1-amine 0.5 oxalate (600 mg) were suspended in 1-methyl-2-pyrrolidone (10 mL) and acetic acid (5.0 mL) and the mixture was stirred at room temperature for 3 hr. Sodium triacetoxyborohydride (2.35 g) was added and the mixture was stirred at room temperature for 3 hr. 1N Aqueous sodium hydroxide solution was added to quench the reaction and basify the mixture. The mixture was partitioned and extracted with ethyl acetate, the organic layer was added to a solution of citric acid (4.0 g) in water (40 mL)-dimethyl sulfoxide (20 mL), and the mixture was washed with ethyl acetate. 1N Aqueous sodium hydroxide solution was added to the aqueous layer, and the mixture was partitioned and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained amorphous product was dissolved in ethyl acetate, and 4N hydrogen chloride-ethyl acetate solution (0.15 mL) was added. The obtained solid was recrystallized from ethyl acetate-methanol to give the title compound (101 mg, yield 8%) as a colorless solid. 1H NMR (300 MHz, DMSO-d6) delta: 1.20 (6 H, s), 1.68 – 1.72 (1 H, m), 1.87 – 1.90 (2 H, m), 1.96 – 2.00 (2 H, m), 2.68 (3 H, s), 2.97 – 3.00 (1 H, m), 3.11 (3 H, s), 3.68 – 3.81 (2 H, m), 4.02 – 4.06 (2 H, m), 4.16 – 4.20 (1 H, m), 4.42 (2 H, s), 7.09 (2 H, d, J=8.7 Hz), 7.75 (1 H, d, J=8.7 Hz), 7.90 (1 H, d, J=8.7 Hz), 8.04 (2 H, d, J=8.7 Hz), 8.72 (1 H, s), 9.20 (1 H, s), 9.27 (2 H, br), 10.25 (1 H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-2-methylpropan-1-amine, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2392573; (2011); A1;,
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Synthetic Route of 54149-17-6, 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. 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

According to the literature [39], we followed the N-alkylation reaction to carry out the synthesis of compound 3. A 100mL round bottom flask was charged with intermediate 2 (1mmol), 1-bromo-2-(2-methoxyethoxy)ethane (2.2mmol) and sodium hydroxide (4mmol) in acetonitrile (15mL). The reaction mixture was stirred at 80C overnight. After removing the solvent, the residue was dissolved in dichloromethane. The organic solution was washed with water three times and then dried over anhydrous magnesium sulfate. Purified by column chromatography on silica gel with gradient eluents of petroleum ether and ethyl acetate, the pure target compound 3 was afforded.

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, 1-Bromo-2-(2-methoxyethoxy)ethane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jiang, Kai; Chen, Si-Hong; Luo, Shi-He; Pang, Chu-Ming; Wu, Xin-Yan; Wang, Zhao-Yang; Dyes and Pigments; vol. 167; (2019); p. 164 – 173;,
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Reference of 538-86-3, 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. 538-86-3 name is (Methoxymethyl)benzene, 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: A mixture of nitriles (5 mmol), methyl ethers (6 mmol) and Fe(ClO4)3¡¤H2O (5percentmol) was placed in a round bottom flask. Then the reaction mixture was heated at 100 ¡ãC for the given time. After completion of the reaction monitored by thin layer chromatography (TLC), 10 ml water was added into reaction system and extracted with ethyl acetate (3 ¡Á 20 ml). The organic layers were collected, combined, washed with water (3 ¡Á 20 ml), dried over anhydrous Na2SO4, and concentrated under vacuum. The pure products (1a?1k and 2a?2p) were obtained by directly passing through a silica gel (200?300 mesh) column using petroleum ether/ethyl acetate (10:1?5:1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Methoxymethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Yin, Guibo; Yan, Bin; Chen, Junqing; Ji, Min; Journal of the Iranian Chemical Society; vol. 16; 6; (2019); p. 1355 – 1363;,
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