Tag: M.W=100-200

Related Products 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.

c) (4-Methyl-3,4-dihydro-quinazolin-2-yl)-(2-phenoxy-ethyl)-amine hydroiodide 2-Phenoxyethylamine (26 mg, 0.19 mmol) was added to a solution of 4-methyl-2-methylsulfanyl-3,4-dihydro-quinazoline hydroiodide (50 mg, 0.16 mmol) in acetonitrile (1 ml), and the mixture was heated overnight (80° C.) in a screw-capped vial. The solvent was then evaporated and the mixture was suspended in diethyl ether. The title compound (52 mg, 62percent) was obtained from this mixture by filtration. MS: m/e=282.1 [M+H+]. 1H NMR (CDCl3): delta 1.40 (3H, d), 3.72 (2H, m), 4.14 (2H, m), 4.80 (2H, q), 6.94-7.07 (3H, m), 7.11-7.16 (2H, m), 7.26-7.34 (4H, m), 7.89 (1H, bs), 8.56 (1H, bs), 10.25 (1H, bs).

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:
Patent; Alanine, Alexander; Gobbi, Luca Claudio; Kolczewski, Sabine; Luebbers, Thomas; Peters, Jens-Uwe; Steward, Lucinda; US2006/252779; (2006); 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., COA of Formula: C10H10O2

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 × 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. Following the general method for the general formula 2, 1: 1 t-BuOH / H2O (1 mL) Compound 7g (31.2 mg, 100 mumol), in a 1-Ethynyl -3,5-dimethoxy-benzene (40.5 mg, 250 mumol), CuSO4 (3.2 mg, 20 mumol) and Na. Using ascorbate (20.0 mg, 100mumol) was prepared the desired compound. After stirring at 60 the reaction mixture for 5 hours, was purified by column chromatography (5: 1 hexane / EtOAc ? 20: 1 CH2Cl2 / MeOH) using afford 2g as a brown solid (33,6mg, 71% ).

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; EWHA UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; YOO, JAE SANG; SONG, DOO HUI; (33 pag.)KR2015/134731; (2015); A;,
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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. 1077-01-6, name is 1-Fluoro-3-(trifluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1-Fluoro-3-(trifluoromethoxy)benzene

(Comparative Example 6); 4-Fluoro-l-nitro-2- (trifluoromethoxy) benzeneFuming nitric acid (20 mL) was added dropwise to concentrated sulfuric acid (40 ml) under cooling (-100C), and subsequently, 1- fluoro-3- (trifluoromethoxy) benzene (15 g, 83 mmol) was added to the mixture at -100C, and the mixture was stirred for 0.5 hours. After the mixture was added into ice-water to stop the reaction, it was extracted with dichloromethane . After the obtained organic layer was washed with a IN aqueous sodium hydroxide solution and water, it was dried with anhydrous sodium sulfate. After filtration, the solution was concentrated and the residue was purified by silica gel column chromatography (100:0-97:3, hexane : ethyl acetate) to give the title compound (3.1 g, 16%) as an oil.1H-NMR (400 MHz, CDCl3) delta: 8.10 (IH, dd, J = 5.5, 9.4 Hz) , 7.23-7.15 (2H, m) .

The synthetic route of 1077-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EXELIXIS, INC.; Daiichi Sankyo Company, Limited; NUSS, John; WILLIAMS, Matthew; MOHAN, Raju; MARTIN, Richard; WANG, Tie-lin; TSURUOKA, Hiroyuki; AOKI, Kazumasa; HONZUMI, Masatoshi; ASOH, Yusuke; SAITO, Keiji; HOMMA, Tsuyoshi; WO2010/42626; (2010); A1;,
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Application of 592-55-2, 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. 592-55-2 name is 1-Bromo-2-ethoxyethane, 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.

To A solution of 1- (3-Methoxy-4-nitro-phenyl)-piperidin-4-ol (300mg, 1. 2 mmol) in N, N- dimethylformamide (3.0 mL), sodium hydride (1.52g, 3.8 MMOL) is added. After stirring, 2- bromethyl methyl ether (1501L1, 1.6 MMOL) is added and the mixture is further stirred at 70C for 15 hours. After addition of saturated aqueous ammonium chloride, the mixture is poured into water and extracted twice with ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by silica gel column chromatography (n-hexane-ethyl acetate gradient) to afford 4- (2-METHOXY-ETHOXY)-1- (3- METHOXY-4-NITRO-PHENYL)-PIPERIDINE (111 MG, 29%) as a yellow oil. ‘H-NMR (400MHZ, CDCI3, O, ppm): 1.52 (t, 3H), 1.95-2. 00 (m, 2H), 1.70-1. 79 (m, 2H), 3.23 (ddd, 2H), 3.58-3. 64 (m, 2H), 3.65-3. 68 (m, 2H), 3.64-3. 72 (m, 2H), 3.95 (s, 3H), 6.31 (d, 1H), 6.42 (dd, 1 H), 8.00 (d, 1 H). RF 0. 53 (n-hexane: AcOEt=1 : 1).

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

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/80980; (2004); A1;,
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Synthetic Route of 38336-04-8, 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. 38336-04-8 name is 2-(Benzyloxy)-1-ethanamine, 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.

To a stirred solution of 16 (2.30 g, 7.20mmol) in toluene (45 mL) were added 2-phenylmethoxyethanamine 1717 (1.24 g, 8.19 mmol), sodiumtert-butoxide (2.09 g, 21.7 mmol), Pd2(dba)3 (336 mg, 0.367 mmol), and (S)-BINAP (547 mg, 0.879mmol). After stirring at 80 C for 19 h, the reaction mixture was cooled to room temperature and thendiluted with Et2O (20 mL). The mixture was filtered through a Celite pad and the residue was washedwith Et2O for several times. The combined filtrate was concentrated under reduced pressure, and theresidue was purified by flash silica gel column chromatography (hexane/EtOAc = 30/1) to afford 19 (2.06g, 73%) as a white solid: Rf = 0.50 (hexane/EtOAc = 10/1); 1H NMR (400 MHz, CDCl3) delta 7.43-7.27 (m,10H), 6.79-6.68 (m, 3H), 5.06 (s, 2H), 4.55 (s, 2H), 3.74 (t, J = 5.5 Hz, 2H), 3.40 (t, J = 5.5 Hz, 2H), 1.29(s, 9H); 13C NMR (125 MHz, CDCl3) delta 144.5, 144.4, 138.3, 137.8, 137.5, 128.6, 128.5, 127.9, 127.7,127.6, 113.2, 110.7, 108.3, 73.1, 70.6, 68.8, 43.7, 34.4, 31.7 ppm; IR (ATR) numax: 3386, 3063, 2966, 2859,1604, 1451, 1391, 1213, 1035, 695, 650 cm-1; HRMS (ESI) [M+H+] calcd for C26H32NO2: 390.2428,found 390.2419; mp 56.7 C.

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

Reference:
Article; Matsumoto, Yuri; Nakamura, Akihiko; Saito, Emi; Nakada, Masahisa; Heterocycles; vol. 97; 1; (2018); p. 232 – 252;,
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Application of 62257-15-2, 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 62257-15-2 as follows.

To a mixture of 2-fluoro-5-methoxyaniline (5.0 g, 35 rnmol), sulfuric acid (7.5 niL), trifluoroacetic acid (37.5 mL) and water (45 mL) was added NaNO2 (3.7 g, 53 mmoi)portionwise at 0 C. The mixture was stirred for 30 mm at 0 C and NaN3 (4.6 g, 71 mmol) was added. The resulting solution was stirred overnight at RT and extracted with EtOAc (2 x 200 mL), The combined organic layers were dried over Na2SO4 and concentrated. The residue obtained was purified by column chromatography on silica gel (EtOAc/petroleum ether, 1100) to give compound 5a as a light yellow oil. ?H-NMR (300MHz, DMSO-d6) d (ppm): 723 (dd, Ji = 9.0 Hz, J2= 10.8 Hz. 1H), 6.72 – 6.80 (m, 2H),3.76 (s, 3H). Mass Spectrum (GCMS. Efl: Calcd. ?for C7H6FN3O: 167.0 (M); found: 167.2

According to the analysis of related databases, 62257-15-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HUANG, Hui; MEEGALLA, Sanath; PLAYER, Mark R.; (212 pag.)WO2017/27312; (2017); A1;,
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Reference of 93919-56-3, 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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-Methoxy-5-({[4-(trifluoromethoxy)benzyl]amino}methyl)-2-naphthoic acid methyl ester To a stirred solution of 6-methoxy-5-formyl-2-naphthoic acid methyl ester (1.09 g, 4.46 mmol) in EtOH (40 ML) at room temperature was added 4-trifluoromethoxy-benzyl amine (0.749 ML, 4.91 mmol) followed by HOAc (0.255 ML, 4.46 mmol).After 10 min. at this temperature, sodium cyanoborohydride (0.420 g, 6.69 mmol) was added, and reaction was continued stirring at rt for 4 h.After 1 h at this temperature, the reaction was heated to 45 C. for 2 h.The solution was quenched with sat. aq. NaHCO3 (20 ML) and then extracted with EtOAc (200 ML).The organic layer was washed with brine (20 ML) and dried (MgSO4).After concentration, the residue was purified by flash chromatography (0 to 10% MeOH:CHCl3 gradient) to afford the product (0.780 g, 42%) as a solid; 1H NMR (DMSO-d6) delta3.77 (s, 2H), 3.86 (s, 3H), 3.88 (s, 3H), 4.07 (s, 2H), 7.26 (d, J =8.0 Hz, 2H), 7.44 (d, J=8.6 Hz, 2H), 7.48 (d, J=9.2 Hz, 1H), 7.88 (dd, J=1.9, 8.9 Hz, 1H), 8.06 (d, J=5.2 Hz, 1H), 8.08 (d, J=5.3 Hz, 1H), 8.52 (d, J=1.7 Hz, 1H); mass spectrum [(+) El], m/z 420 (M+H)+.

The synthetic route of (4-(Trifluoromethoxy)phenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2004/127570; (2004); A1;,
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Related Products of 910251-11-5, 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. 910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, This compound has unique chemical properties. The synthetic route is as follows.

Example 33 Synthesis of rac-1-((1R,2R)-2-hydroxy-7-(methoxy methyl)-4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)-3-(5-methyl-2-(tetrahydro-2H-pyran-4-yl)pyridin-3-yl)urea A crude product (82 mg) of rac-1-((1R,2R)-7-bromo-2-hydroxy-4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)-3-(5-methyl-2-(tetrahydro-2H-pyran-4-yl)pyridin-3-yl)urea was obtained from the compound (63 mg) obtained in (Example 26) and the compound (50 mg) obtained in (Example 32) in the same method as in (Example 2) . Tris(dibenzylideneacetone)dipalladium (0) (34 mg), 2-dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl (35 mg), potassium (methoxymethyl) trifluoroborate (0.14 g), cesium carbonate (0.24 g), 1,4-dioxane (1.0 mL), and water (0.25 mL) were added to this crude product (82 mg), and after purging with nitrogen by degassing under reduced pressure, the mixture was stirred at 110 C. for 15 hours. The reaction solution was filtered, and the filtrate was purified by preparative LC-Mass to obtain the title compound (12 mg).

The chemical industry reduces the impact on the environment during synthesis Potassium trifluoro(methoxymethyl)borate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; SAITOH, Fumihiko; NAGASUE, Hiroshi; (124 pag.)US2019/23657; (2019); A1;,
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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. 2688-84-8, name is 2-Phenoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Phenoxyaniline

Stage 2 (i) 2- amino diphenyl ether from (1.80g, 9.8mmol) and 2-methoxy-3-pyridine carboxaldehyde (2.0g, 14.6mmol) in a mixture 90 under hydrogen with 1h . The reaction mixture was cooled to 0 C., was added MeOH (20mL), then sodium borohydride (1.11g, 29.4mmol) was added over 20 minutes in small portions. The mixture was stirred for 24 h at RT. It was added formic acid (2.4g, 53.0mmol), and the mixture was stirred for 15 minutes. The solvent was removed in vacuo, the residue was quenched with 10% aqueous sodium bicarbonate (100 mL), and extracted with DCM (2 × 30mL), dried over magnesium sulfate, filtered and the solvent in vacuo It was removed. The crude material DCM (A): silica gel chromatography eluting with ethyl acetate (B) was obtained (2% (B), 80g, 2.0CV, 60mL / min) The impure product is purified by. Samples By crystallization from methanol, 2.2 g (73%) of (2-methoxy-pyridin-3-ylmethyl)-(2-phenoxy-phenyl)amine as a white solid

According to the analysis of related databases, 2688-84-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GE HEALTHCARE LIMITED; WADSWORTH, HARRY JOHN; TRIGG, WILLIAM JOHN; (36 pag.)JP5787873; (2015); B2;,
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Related Products of 39538-68-6, The chemical industry reduces the impact on the environment during synthesis 39538-68-6, name is 2-Methoxy-4-methylaniline, I believe this compound will play a more active role in future production and life.

General procedure: To a magnetically stirred ice-bath cooled solution of the selected succinic monoamide derivative (4 mmol) in anhydrous dioxane (20 ml) neat oxalyl chloride was added (8 mmol). After stirring over 30 min the reaction mixture was warmed to room temperature. Two hours later, the reaction mixture was re-cooled to 0 C in ice bath followed by drop wise addition of the particular aromatic amine (4 mmol) in pyridine (10 mL) to the reaction mixture. After stirring over 30 min the reaction mixture was warmed to room temperature and allowed to stir over 24 h. Subsequently, the reaction was carefully quenched with saturated sodium bicarbonate solution (200 mL). Finally, the mixture was filtered to offer the products as whitish to gray solids that were re-crystallized from acetone (see Scheme 2).

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-Methoxy-4-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Habash, Maha; Taha, Mutasem O.; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4746 – 4771;,
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