Tag: M.W=100-200

These common heterocyclic compound, 1758-46-9, name is 2-Phenoxyethylamine, 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-Phenoxyethylamine

[0332] A mixture of 2-phenoxyethan-1-amine (10 mmol, 1.0 equiv), 1H-pyrazole-1-carboxamidine hydrochloride (15 mmol, 1.5 equiv, 1 M) and DIPEA (1.5 equiv) in 1,4-dioxane/H20 (2:1) was refluxed for 8 hours, cooled down to r.t. and evaporated to dryness. Anorange oily residue was treated with water and resulting solution was saturated with solid K2C03 to induce the precipitation of free guanidine. Formed precipitate was filtered off, washed withcold water and dried on a rotary evaporator to afford a title compound. Yield: 0.878 g (49percent).

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

Reference:
Patent; EVERON BIOSCIENCES, INC.; GUDKOV, Andrei; POLINSKY, Alexander; BALAN, Vitaly; CHERNOVA, Olga; HALL, Brandon, M.; KOMAROB, Pavel, G.; KAZYULKIN, Denis, N.; (236 pag.)WO2017/189553; (2017); A1;,
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Reference of 7664-66-6, A common heterocyclic compound, 7664-66-6, name is 4-Isopropoxyaniline, molecular formula is C9H13NO, 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.

To a solution of 1,1′-carbonyldiimidazole (23.3 mg, 0.144 mmol) in DCM (1 mL) was added 4-isopropoxyaniline (21.7 mg, 0.144 mmol). After stirring at 0 C. for 2 h, 1-thieno[2,3-d]pyrimidin-4-yl-piperidin-4-ol (33.7 mg, 0.143 mmol), as prepared in Example 1a, was added and stirred at RT. After 2 h, DMAP (17.6 mg, 0.144 mmol) was added and stirred at 85 C. overnight. The reaction was then cooled to RT, partitioned between DCM (10 mL) and H2O (10 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo. Purification by prep tlc (1:1 Hexane/EtOAc) afforded the title compound as a light green solid (8.4 mg, 14%). 1H NMR (300 MHz, CDCl3) delta 8.7 (br s, 1H), 7.44 (br m, 1H), 7.29 (m, 3H), 6.85 (m, 2H), 6.56 (br s, 1H), 5.09 (m, 1H), 4.48 (heptet, 1H), 4.17 (m, 2H), 3.75 (m, 2H), 2.11 (m, 2H), 1.87 (m, 2H), 1.31 (d, 6H). LC/MS (ESI): calcd mass 412.2, found 413.2 [M+1]+.

The synthetic route of 7664-66-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baumann, Christian Andrew; Gaul, Michael David; US2006/281769; (2006); A1;,
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Electric Literature of 1077-01-6, 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. 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.

To a solution of l-fluoro-3-trifluoromethoxy-benzene (1.73g, 9.6 mmol) inTHF (20 mL) at -78 0C was added nBuLi (1.2eq, 4.6 mL of 2.5M in hexanes). The mixture was stirred for 180 minutes and quenched with DMF (2 mL) and allowed to warm to room temperature. Solvents were removed, the reaction was washed with H2O (10 mL) and the organics concentrated giving the crude product.

The synthetic route of 1-Fluoro-3-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENELABS TECHNOLOGIES, INC.; WO2009/11787; (2009); A1;,
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Application of 929-75-9, A common heterocyclic compound, 929-75-9, name is 1,11-Diamino-3,6,9-trioxaundecane, molecular formula is C8H20N2O3, 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.

General procedure: A two-necked flask equipped with a condenser and magnetic stirrer, flushed with dry argon, wascharged with compounds 14 or 15 (0.2 mmol), Pd(dba)2 (18.4 mg, 16 mol%), RuPhos (16.8 mg,18 mol%), 10 ml absolute dioxane was added followed by corresponding oxadiamine 3a-d (0.4mmol) and sodium tert-butoxide (1.2 mmol, 115 mg). The reaction mixture was stirred at refluxfor 24 h, cooled down to room temperature, the residue was filtered off and washed with 5 mldichloromethane. The combined organic fractions were evaporated in vacuo, the residue wasdissolved in 5 ml dichloromethane, washed by water (3×5 ml), dried over molecular sieves 4A,the solvent was evaporated in vacuo and chromatographed on silica gel using a sequence ofeluents: CH2Cl2, CH2Cl2/MeOH 100:1 – 3:1, CH2Cl2/MeOH/NH3aq 100:20:1 – 100:20:4.

The synthetic route of 929-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chernichenko, Nataliya M.; Averin, Alexei D.; Beletskaya, Irina P.; Letters in Organic Chemistry; vol. 15; 5; (2018); p. 425 – 430;,
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Application of 171290-52-1,Some common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, molecular formula is C10H10O2, 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.

To a solution of methoxy ethynylbenzenes (20 mmol) and methoxy substituted aryl iodide (22 mmol) in isopropylamine (120 ml) were added Pd(PPH3)2Cl2 (0.2 mmol) and CuI (0.4 mmol). The reaction mixture was stirred at ambient temperature for 6 hours under a slow stream of nitrogen. The reaction mixture was filtered and the residues were washed with ethyl acetate and the solvent evaporated from the combined filtrates. The crude product was purified by column chromatography on silica gel using petroleum ether/ethyl acetate (9:1) as an eluent to give methoxytolans.

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

Reference:
Patent; KENT STATE UNIVERSITY; SUMMA HEALTH SYSTEM; WO2008/157745; (2008); A1;,
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Related Products of 54149-17-6, The chemical industry reduces the impact on the environment during synthesis 54149-17-6, name is 1-Bromo-2-(2-methoxyethoxy)ethane, I believe this compound will play a more active role in future production and life.

Example 48 Preparation of N-{5-[2-(2-methoxyethoxy)ethoxy]pyridin-3-yl}-17-methylmorphinan-3- amine (48), hydrochloride salt Step 1. Synthesis of 3-bromo-5-(2-(2-methoxyethoxy)ethoxy)pyridine, A mixture of 5-bromopyridin-3-ol (100 mg, 0.575 mmol), l-bromo-2-(2- methoxyethoxy)ethane (105 mg, 0.575 mmol) and K2C03 (159 mg, 1.149 mmol) in DMF (3 mL) was irradiated in a microwave at 80 C for two hours. The reaction mixture was cooled to room temperature and poured into 15 mL of ethyl acetate and IN NaOH (20 mL). The organic layer was washed with brine (20 mL), dried over anhydrous sodium sulfate, was filtered and was concentrated. The crude product was purified by flash column chromatography on silica gel to afford 3-bromo-5-(2-(2-methoxyethoxy)ethoxy)pyridine (82.7 mg, 52.1%). MS (EI) for Ci0Hi4BrNO3: 277.8 (MH+)

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:
Patent; NEKTAR THERAPEUTICS; ANAND, Neel; AURRECOECHEA, Natalia; CHENG, Lin; DENG, Bo-liang; O’MAHONY, Donogh; MU, Yongqi; KROGH-JESPERSEN, Erik; (215 pag.)WO2016/182840; (2016); A1;,
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Application of 126829-31-0, A common heterocyclic compound, 126829-31-0, name is 2-Ethynyl-1,3-dimethoxybenzene, molecular formula is C10H10O2, 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.

General procedure: The arylalkyne 1,acetic anhydride (Ac2O), and an anhydrous solvent were added to a dried three-necked flask under argon atmosphere and the mixture was stirred for 30 min at room temperature. Further, HCl(g)prepared using H2SO4 and NaCl at 160 8C was added to the mixture through the rubber tube until the starting material conversed completely, monitored by TLC, and the unreacted HCl(g) was absorbed by aqueous NaOH. The solvent was removed and the residue was purified using flash chromatography on a silica gel.

The synthetic route of 126829-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Cai-Xia; Ma, Cun-Hua; Xiao, Fu-Rong; Chen, Hong-Wei; Dai, Bin; Chinese Chemical Letters; vol. 27; 11; (2016); p. 1683 – 1685;,
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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. 22236-10-8, name is 4-(Difluoromethoxy)aniline, A new synthetic method of this compound is introduced below., name: 4-(Difluoromethoxy)aniline

In tetrahydrofuran (10 ml) was dissolved 4-difluoromethoxyaniline (1 .0 g 6.29 mmol). To this, pyridine (1 .0 ml, 12.58 mmol) and methane sulfonyl chloride (0.7 ml, 9.43 mmol) were added at 0-5 C and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate, washed with water and brine solution. Organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product (1 .5 g) was used as such for next step. 1 H-NMR(400MHz,DMSO-d6)delta: 2.97(s,3H),7.16(d,J=8.8Hz,2H),7.16(t,J=7.4Hz, 1 H), 7.24 (d,J=9.2Hz,2H),9.77(s,1 H).

The synthetic route of 22236-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; KATOCH, Rita; INAGAKI, Hiroaki; FUJISAWA, Tetsunori; WO2014/24056; (2014); 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. 1836-62-0, name is 2-(2-Methoxyphenoxy)ethylamine, A new synthetic method of this compound is introduced below., Computed Properties of C9H13NO2

General procedure: In a simply obtainable screw cap bottle, a mixture of ethylcyanoacetate6 (1.2 mmol) and the suitable amine (1 mmol) in EtOH (10 mL)was stirred at RT for 4-8 h. After completion as indicated by TLC, thereaction liquid was refrigerated down to 4 C in an ice bath. In severalcases, the precipitation of amide usually took later than some minutesto hours [12]. Filtered off the formed solid, rinsed with ether numeroustimes to obtain pure 7(a-q) in corresponding yield.

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; Shaik, Jeelan Basha; Yeggoni, Daniel Pushparaju; Kandrakonda, Yelamanda Rao; Penumala, Mohan; Zinka, Raveendra Babu; Kotapati, Kasi Viswanath; Darla, Mark Manidhar; Ampasala, Dinakara Rao; Subramanyam, Rajagopal; Amooru, Damu Gangaiah; Bioorganic Chemistry; vol. 88; (2019);,
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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. 111-95-5, name is Bis(2-methoxyethyl)amine, A new synthetic method of this compound is introduced below., Formula: C6H15NO2

Compound 1-3 (3.5 g, 13.5 mmol) was dissolved in 1,4-dioxane (50 mL), followed by addition of compound 5-1 (1.9 g, 14.2 mmol), and potassium carbonate (3.7 g, 27 mmol) was added under stirring in batches, followed by stirring the reaction overnight at 70 C., TLC monitoring showed that the starting material 1-3 was completely reacted. The solvent was removed under reduced pressure to obtain a concentrated residue. The concentrated residue was dispensed with dichloromethane (20 mL), an appropriate amount of silica gel was added and the sample was stirred, spin-dried under reduced pressure and directly placed on a silica gel column for column chromatographic purification, with an eluent (dichloromethane:methanol=20/1-5/1) to obtain the target product as a pale yellow oil 5-2 (1.2 g, 40%), LC-MS: m/z=222[M+H]+.

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; Shenzhen China Resources Gosun Pharmaceutical Co., Ltd.; Jiang, Xiongjie; Huang, Quanhua; Yang, Zhanao; (43 pag.)US2017/2028; (2017); A1;,
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