Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, 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 31576-51-9, Computed Properties of C5H13NO2

A mixture of 2- (5-amino-2- (furan-2-yl) -7H-pyrazolo [4, 3-e] [1, 2, 4] triazolo [1, 5-c] pyrimidin-7-yl) -2-phenylpropanoic acid (100 mg, 0.2570 mmol) , 2- (2-methoxyethoxy) ethan-1-amine (37 mg, 0.3085 mmol) , HATU (146 mg, 0.3856 mmol) , DIPEA (99 mg, 0.7712 mmol) in DMF (3 mL) was stirred at rt for 3 hours. The reaction mixture was poured into H 2O (10 mL) and extracted with EtOAc (15 mL x 3) . The combined organic layer was washed with brine, dried over Na 2SO 4, concentrated and purified by column chromatography (DCM/MeOH=40: 110: 1) to give the target product (85 mg, 67.48%) . 1HNMR (400 MHz, DMSO-d6) delta 8.24 (s, 1H) , 7.98 (s, 2H) , 7.95 (s, 1H) , 7.56 (t, J = 5.6 Hz, 1H) , 7.34 -7.22 (m, 4H) , 7.15 (dd, J = 7.7, 1.5 Hz, 2H) , 6.74 (dd, J = 3.3, 1.8 Hz, 1H) , 3.46 -3.37 (m, 4H) , 3.29 (dd, J = 5.6, 3.0 Hz, 3H) , 3.22 (dd, J = 13.2, 6.0 Hz, 1H) , 3.13 (s, 3H) , 2.28 (s, 3H) . MS: M/e 491 (M+1) +.

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Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
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Reference of 148583-65-7, These common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, 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 9 1-(4-Fluoro-2-methylethoxyphenyl)piperazine (XXI) A crude solution of XX (8.35 g, 47.9 mmol), bis-(2-choroethyl)amine hydrochloride (12.83 g, 71.9 mmol) and triethylamine (10.00 mL, 71.7 mmol) in chlorobenzene (70 mL) was heated at reflux for 25 h. The dark brown reaction mixture was then partitioned between 3N NaOH and methylene chloride. The organic layer was separated, dried (MgSO4), filtered and concentrated to yield 15.9 g of a brown oil.

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; McNeilab, Inc.; US5569659; (1996); 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. 41406-00-2, name is 3-Isopropoxyaniline, A new synthetic method of this compound is introduced below., name: 3-Isopropoxyaniline

A mixture of 2,4-dichloro-5-methylpyrimidine (0.326 g, 2.0 mmol), 3-isopropoxyaniline (0.310 mL, 2.1 mmol), DIPEA (0.420 mL, 2.4 mmol), and iPrOH (2 mL) was allowed to react and worked up following the same procedure used to make RJ1-048, with the exception that no MeOH was added before workup and that the reaction was run overnight for 19.5 hours. The residue was then purified via flash chromatography, and the desired product RJl-058 was collected at hexanes/EtOAc 15-20% as a flaky caramel-colored solid (0.242 g, 44%). m.p. = 127 – 128 C. NMR (400 MHz, DMSO-ifc) delta 8.76 (s, 1H), 8.03 (s, 1H), 7.30 (t, / = 2.2 Hz, 1H), 7.25-7.13 (m, 2H), 6.64 (ddd, / = 8.0, 2.4, 1.1 Hz, 1H), 4.59^.50 (m, 1H), 2.15 (d, / = 0.6 Hz, 3H), 1.27 (d, / = 6.0 Hz, 6H). LRMS (ESI+) m/z 278.1 (M35C1+H)+, 280.1 (M37C1+H)+; HRMS (ESI+) m/z calculated for CwHieClNsO (M+H)+ 278.10547, found 278.10860.

The synthetic route of 41406-00-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER & RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas J.; LAWRENCE, Harshani R.; (293 pag.)WO2017/66428; (2017); A1;,
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These common heterocyclic compound, 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, 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. name: (2,3-Dimethoxyphenyl)methanamine

Step A. tert-Butyl 4-[(1-{[(2,3-dimethoxybenzyl)amino]carbonyl}-4-piperidinyl)amino]phenethylcarbamate The title compound (0.32 g, 0.64 mmol) was prepared from 2,3-dimethoxy benzyl amine (0.668 g, 4.0 mmol) and {2-[4-(piperidin-4-ylamino)-phenyl]-ethyl}-carbamic acid tert-butyl ester (1.276 g, 4.0 mmol) according to Procedure C.

The synthetic route of (2,3-Dimethoxyphenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US2002/28832; (2002); A1;,
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Reference of 1758-46-9,Some common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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.

General procedure: To a solution of 2-phenoxy-ethylamine (5 eq.) or 2-(2-methoxyphenoxy-)ethylamine (5 eq.) in 2-methoxyethanol(25 mL per mmol of amine) the appropriate aliphatic chloride33-39 (1 eq.) and KI (cat.) was added. The mixturewas refluxed for18-48 h and concentrated. The residue was suspended in CHCl3and washed with 1M NaOH, brine, dried over anhydrous Na2SO4and concentrated. The crude was purified by flash chromatographyto give the titled compound.

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

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
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Synthetic Route of 41365-75-7, 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 41365-75-7 as follows.

General procedure: To a solution of 2.05 g (14 mmol) of 3,3-diethoxypropan-1-amine 3 and 2.83 g (28 mmol) of triethylamine in 15 ml of benzene 14 mmol of N,N-di(alkyl, aryl)carbamoyl chloride was added dropwise at cooling (5-7 C). The reaction mixture was stirred under cooling for 2 hours. The precipitate was filtered off, the filtrate was evaporated in vacuum to give the target compound 4 as a yellow oil, which was used in subsequent reactions without further purification.

According to the analysis of related databases, 41365-75-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Smolobochkin, Andrey V.; Gazizov, Almir S.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 48; 19; (2018); p. 2545 – 2552;,
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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. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Isopropoxy-2-vinylbenzene

General procedure: The product was synthesized using in-situ generated Grubbs-Hoeyda 2nd generation catalyst.Therefore Grubbs 2nd generation catalyst (0.1 mmol, 0.02 equiv.) was dissolved in drydichloromethane (5 mL), 1-Isopropoxy-2-vinylbenzene (0.1 mmol, 0.02 equiv.) and copper(I)chloride(0.1 mmol, 0.02 equiv.) were added and the reaction mixture was stirred at reflux for 45 min until thecolour turned green. After cooling to room temperature VCP XX (5 mmol, 1 equiv.) and methylacrylate (30 mmol, 6 equiv.) were added and the reaction mixture was stirred at reflux for 16 h, afterwhich additional methyl acrylate (10 mmol, 2 equiv.) was added and stirred for another 7 h at reflux.The product was obtained via column chromatography on silica gel (5:1 petroleum ether/ethylacetate) as a white powder

The synthetic route of 67191-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pursley, Dominik; Plietker, Bernd; Synlett; vol. 25; 16; (2014); p. 2316 – 2318;,
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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 7252-83-7 as follows. Quality Control of 2-Bromo-1,1-dimethoxyethane

To a suspension of 2-amino-3,5-dibromopyrazine (2 g, 7.91 mmol) in water (25 mL) was added 2-bromo-1,1-dimethoxyethane (0.96 mL, 8.15 mmol, 1.03 equiv.) and the reaction mixture was heated at 100C for 2h. The reaction mixture was then cooled down to r.t. and the resulting precipitate was collected by filtration and dried under reduced pressure overnight to afford the title product as a beige solid (2 g, 7.22 mmol, 91 %) that was used without further purifi25 cation. ESI-MS: 275.95/277.95/279.95 [M+H]+.

According to the analysis of related databases, 7252-83-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SELVITA S.A.; BOBOWSKA (NEE WITKOWSKA), Aneta; GALEZOWSKI, Michal; NOWAK, Mateusz; COMMANDEUR, Claude; SZEREMETA-SPISAK, Joanna; NOWOGRODZKI, Marcin; OBARA, Alicja; DZIELAK, Anna; LOZINSKA, Iwona; DUDEK (NEE SEDLAK), Marcelina; JANIGA, Anita; REUS, Jacek; WRONOWSKI, Marek; ZASTAWNA, Magdalena; RADZIMIERSKI, Adam; SWIRSKI, Mateusz; ZACHMANN, Julian; FABRITIUS, Charles-Henry; PORTER, Rod; FOGT, Joanna; (276 pag.)WO2019/2606; (2019); A1;,
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Some common heterocyclic compound, 22236-08-4, name is 3-(Difluoromethoxy)aniline, molecular formula is C7H7F2NO, 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. Application In Synthesis of 3-(Difluoromethoxy)aniline

General procedure: Atwo neck round bottom flask under argon equipped with a condenser was chargedwith aldehyde 4 (1.0 mmol, 1.0 equiv.)and 4-chloroaniline 3b (1.1 mmol, 1.1equiv.) in 2-pentanol (3.3 mL, 0.3 M) and stirred at reflux for two hours. Thetetronic acid 5 (1.1 mmol, 1.1 equiv.)in 2-pentanol (0.8 mL) was then added at reflux, after 10 mins. The thirdcomponent aniline 3 (1.0 mmol, 1.0 equiv.)was added dropwise and was refluxed for 30 min. The solvent was evaporated under vacuum and theproduct purified by recrystallization in ethanol (5.0 mL) or by flashchromatography

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22236-08-4, its application will become more common.

Reference:
Article; Jeedimalla, Nagalakshmi; Johns, Jennifer; Roche, Stephane P.; Tetrahedron Letters; vol. 54; 44; (2013); p. 5845 – 5848;,
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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. 2930-05-4, name is 2-((Benzyloxy)methyl)oxirane, This compound has unique chemical properties. The synthetic route is as follows., name: 2-((Benzyloxy)methyl)oxirane

General procedure: In a typical procedure, an admixture comprising of a solid cata-lyst (20 mg), an aryloxy epoxide (1 mmol) and an amine (1 mmol)were taken in a 5 mL screw capped vial and stirred vigorously fora given time period (monitored by TLC) under solvent free con-dition. At the end of the reaction, products amino alcohols wereobtained as viscous liquids or solids. Therefore, the reaction mix-ture was repeatedly washed with methanol (3 mL) and centrifuged.Methanol from the combined organic layer was evaporated underreduced pressure to get crude amino alcohol. A small sample of thecrude product was subjected to HPLC to find out regioselectivity,while rest of the reaction mixture was subjected to flash columnchromatography (hexane/ethyl acetate, 90:10) to get the majorregioisomer in pure form. The purified product was characterizedby1H and13C NMR, FTIR, Microanalysis and characterization datafor all the ring opening products are given in supporting informa-tion. The residue obtained from centrifugation was dried in air (1 h)and then in oven at 100C for 3 h to get back the catalyst (>97%recovery) for further use.

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 2930-05-4.

Reference:
Article; Shah, Arpan K.; Prathap, K. Jeya; Kumar, Manish; Abdi, Sayed H.R.; Kureshy, Rukhsana I.; Khan, Noor-ul H.; Bajaj, Hari C.; Applied Catalysis A: General; vol. 469; (2014); p. 442 – 450;,
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