Month: July 2021

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 332-48-9 as follows. HPLC of Formula: C8H8BrFO

Synthesis of example SC-51:Step 1: [3-(4-Chlorophenyl)-1 -[2-(4-fluoro-phenoxy)-ethyl]-4-methyl-5-(trifluoromethyl)-1 Hpyrrol-2-yl]-morpholin-4-yl-methanone (SC-51)(3-(4-Chlorophenyl)-4-methyl-5-(trifluoromethyl)-1 H-pyrrol-2-yI)(morpholino)methanone [for synthesis see SC-25] (130 mg, 0.349 mmol) was dissolved in dry MeCN (4 mL). The solution was mixed with K2C03 (120 mg, 0.872 mmol) and KI (8.7 mg, 0.052 mmol), followed by addition of 4-fluorophenoxy- ethylbromide (153 mg, 0.697 mmol). The reaction mixture was stirred vigorously at 80 C for 2 d. The temperature was lowered to room temperature; the reaction mixture was combined with the reaction mixture of another identical reaction (starting from 20 mg or 0.054 mmol (3-(4-chlorophenyl)-4-methyl- 5-(trifluoromethyl)-1 H-pyrrol-2-yl)(morpholino)methanone), followed by concentration in vacuo. The residue was used for flash chromatography (silica, gradient heptane/EtOAc, 1:0 -* 1:1). The product was purified by preparative TLC (silica, DCM twice) to result in 60 mg (29%) of SC-51.

According to the analysis of related databases, 332-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; WO2014/32801; (2014); A1;,
Ether – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 74654-07-2, name is 2-(2-(2-Methoxyethoxy)ethoxy)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 74654-07-2, Recommanded Product: 74654-07-2

To a solution of N-((S)-2-((S)-3-aminopyrrolidin-l -yl)-l -phenylethyl)-2-(3,4- dichlorophenyl)-N-methylacetamide (150 mg, 0.37 mmol) in acetonitrile (3 mL) was added mPEG3-NH2 (66 mg, 0.407 mmol) and potassium carbonate (153 mg, 1.1 1 mmol). The mixture was heated to 50 C for 18 hours. After 18 hours, the mixture was concentrated under vacuum and the resulting crude was dissolved in ethyl acetate (10 mL). The organic layer, after washes with aq. ammonium chloride (10 mL), water (10 mL) and brine (10 mL), was dried over anhydrous sodium sulfate and concentrated under vacuum to give the crude compound. The crude compound post purification by column chromatography afforded 2- (3,4-dichlorophenyl)-N-((5)-2-((,S)-3-((2-(2-(2- methoxyethoxy)ethoxy)ethyl)amino)pyrrolidin-l -yl)-l -phenylethyl)-N-methylacetamide as the free base (0.081 g, 40% yield). NMR (500 MHz, CDC13): delta 7.61 (m, 1 H), 7.40-7.27 (m, 7H), 5.22 (m, 1 H), 4.20 (t, 2H), 3.70-3.45 (m, 10H), 3.32 (s, 3H), 3.24 (m, 2H), 3.04 (m, 1 H), 2.79-2.72 (m, 2H), 2.62 (s, 3H), 2.46-2.30 (m, 4H), 1.54- 1 .79 (m, 2H); MS (EI) for C28H39C12N304: 553 (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, 2-(2-(2-Methoxyethoxy)ethoxy)ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEKTAR THERAPEUTICS; ANAND, Neel, K.; DUARTE, Franco, J.; ZHANG, Wen; REN, Zhongxu; WO2014/210436; (2014); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, 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.

Preparation of ferf-butyl l-(3-chloropropy arboxylate; [0248] Indole-2-carboxylic acid (1 g, 3.71 mmol, 1 equiv) was suspended in toluene and the mixture was heated to refluxing temperatures. NN-dimethylformamide di-teri-butyl acetal (5.476 ml, 22.84 mmol, 4 equiv) was added dropwise to the refluxing mixture within 30 minutes.Refluxing was continued for an additional 30- 45 minutes after which it was cooled and stirred at ambient temperature for 16 h. The reaction was diluted with ether and the organic layer was washed with sodium bicarbonate (sat), water and brine. The ether layer was dried over MgSO i, filtered, concentrated in vacuo and purified using the Biotage flash chromatography system (SNAP 50g cartridge, R/= 0.4, gradient – 1 %-10% ethyl acetate in hexanes) to afford the tert-butyl lH-indole-2- carboxylate as a white powder (1.15 g, 86.8%); MS for Ci3H15N02 m/z 217.99 (M+H)+.

The synthetic route of 36805-97-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALTOS THERAPEUTICS, LLC; LUEHR, Gary, W.; SUNDARAM, Arathi; JAISHANKAR, Priyadarshini; PAYNE, Philip, W.; DRUZGALA, Pascal; WO2011/160084; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, 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 22094-18-4, name: 1,3-Dibromo-2,2-dimethoxypropane

A suspension of NaH (110 g, 4580.1 mmol) in DMF (1.6 Lit) was cooled to 0 C, prior to the dropwise addition of 2-(3-fluorophenyl)acetonitrile (206 g, 1526.7 mmol) over 2 h. Reaction mixture was brought to rt and stirred for 45 min. To this mixture was added l,3-dibromo-2,2-dimethoxypropane (200 g, 763.3 mmol) in one portion at RT and stirring was continued at RT for 16 h, before heating at 80 C for 3 h. The reaction mixture was cooled to 0 C and quenched with crushed ice water (500 mL) and diluted with water (2.5 L), extracted with ethyl acetate (2×2 L). The combined organic layer was washed with brine solution (3×3 L), dried over Na2S04, filtered and the filtrate was concentrated. The crude compound was purified by silica gel column chromatography (100-200 mesh), eluting with 2-3% ethyl acetate in pet-ether to afford 114 g (63%) of l-(3- fluorophenyl)-3,3-dimethoxycyclobutanecarbonitrile (INT-27) as a colorless liquid (TLC system: 15%o ethyl acetate in pet ether; Rf: 0.4).

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, 1,3-Dibromo-2,2-dimethoxypropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; RATCLIFFE, Paul; KONETZKI, Ingo; SITNIKOV, Nikolay; KOCH, Thomas; JOSTOCK, Ruth; (121 pag.)WO2019/12037; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 74654-07-2, 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. 74654-07-2 name is 2-(2-(2-Methoxyethoxy)ethoxy)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.

Cyanomethanesulfonyl chloride was found to be relatively unstable in air and was reacted immediately (3.44 mmol) with previously synthesized 2-(2-(2-methoxyethoxy)ethoxy)ethanamine (A2, 5.41 mmol) in DCM (10 mL). HOBt (5.43 mmol) was added dropwise to the reaction mixture once cooled to 0 C., followed by EDC (5.43 mmol). The reaction was then let stir for 6 hours at 0 C., concentrated under reduced pressure, and purified by silica gel chromatography to obtain the 1-cyano-N-(2-(2-(2-methoxyethoxy)ethoxy)ethyl)methanesulfonamide B5 in 86% yield as a clear oil.

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

Reference:
Patent; The Regents of the University of California; Amydis, Inc.; Yang, Jerry; Theodorakis, Emmanuel A.; Sarraf, Stella; US2018/327373; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C13H11BrO

A degassed mixture of 3-benzyloxy-phenyl bromide (28) (0.176 g, 0.67 mmol), 3- methoxycarbonylphenylboronic acid (0.18 g, 1 mmol), barium hydroxide (0.25 g, 1.47 mmol), Pd(PPh3)4 (0.077 g, 0.067 mmol), DME (5 mL) and H2O (3 mL) was microwaved with vigorous stirring using a CEM-discover system (ram time: 2min, hold time: 5min, temperature: 120C, pressure: 200 psi, power: 250 W). The crude reaction mixture filtered through a plug of celite and concentrated in vacuo. The residue obtained was purified by flash column chromatography (25% diethyl ether-hexane) to give the title compound (29) (0.118 g, 60% yield) as a viscous liquid.[0280] 29 was confirmed as follows: 1H NMR (500 MHz, CDCl3) delta 8.27 (t, J = 1.5 Hz, 1H), 8.20 (dd, J = 8.0 Hz, J = 1.5 Hz, 1H), 7.76 (dd, J = 8.0 Hz, J = 2.0 Hz, 1H), 7.50 (t, J = 8.0 Hz, 1H), 7.47 (d, J = 7.5 Hz, 2H), 7.42-7.32 (m, 4H), 7.25-7.22 (m, 2H), 7.00 (dd, J = 8.2 Hz, J = 2.0 Hz, 1H), 5.13 (s, 2H), 3.95 (s, 3H).

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORTHEASTERN UNIVERSITY; WO2009/52319; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 38336-04-8, name is 2-(Benzyloxy)-1-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 38336-04-8, Product Details of 38336-04-8

To a solution of 3-hydroxy-2,2-dimethylpropanoic acid (2.36 g, 20 mmol), 2-(benzyloxy)ethanamine (3.02 g, 20 mmol), and HOBt (2.71 g, 20 mmol) in dry dichloromethane (100 mL) was added EDCI (3.82 g, 20 mmol) at room temperature under nitrogen. The reaction mixture was then stirred at room temperature under nitrogen overnight. The reaction was quenched with brine, and extracted with EtOAc (3*). The combined organic layers were washed with saturated NaHCO3 solution, dilute HCl, brine, and dried over Na2SO4. After evaporation of the solvent, the residue was purified by chromatography on silica gel eluting with 40% EtOAc in hexanes to give the title compound as colorless oil (4.89 g) in 97% yield. MS 252 (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, 2-(Benzyloxy)-1-ethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENOMYX, INC.; Tachdjian, Catherine; Karanewsky, Donald; Tang, Xiao Qing; Liu, Hanghui; US2015/245642; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 20265-97-8, name is 4-Methoxyaniline hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 20265-97-8

6-Methoxy-3-nitroquinoline 14. p-Anisidine hydrochloride (35.0 g, 219.4 mmol) was weighed into a dry 300 mL three-necked round-bottomed flask, equipped with a magnetic stirring bar, a pressure-equalizing addition funnel, a solid addition funnel and a thermometer. Glacial acetic acid (150 mL) was added to the solid, with vigorous stirring to maintain a homogeneous suspension. To this suspension was added sodium nitromalonaldehyde monohydrate (12.0 g, 76.4 mmol) and the mixture stirred for 1.0 h at 25 C. A short-path distillation head was placed on the flask and approximately 120 mL of acetic acid/water removed under reduced pressure at 40 C. To the residue (imine 13) was added glacial acetic acid (40 mL) and sulfolane (75 mL). The resulting solution was flushed with argon to:remove air and the flask immersed in an oil bath preheated to 195 C. The mixture was vigorously stirred while acetic acid was removed by distillation. When the temperature reached 184-185 C. the mixture was stirred for a further 15 min at 185 C. and then poured (while still at ca. 180 C.) onto crushed ice (750 g). The resulting solution was allowed to stand in a refrigerator (overnight) until precipitation was complete. The dark brown solid precipitate was filtered and transferred to a round-bottomed flask (500 mL) containing 2M hydrochloric acid (250 mL). The mixture was heated at reflux for 50-60 min and the boiling; solution filtered through a preheated Buchner funnel to remove an insoluble brown gum. The hot filtrate was cooled to ca. 4 C. and extracted with chloroform (4*50 mL). The combined extracts were dried (MgSO4) and the chloroform removed on a rotatory evaporator to give the crude 3-nitro-6-methoxyquinoline 14 (9.3 g, brown solid).

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; Board of Regents, The University of Texas System; US5442065; (1995); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 59557-91-4, A common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

Step 4 4-bromo-2-methoxy-5-nitroaniline (compound 12-6) Potassium nitrate (217 mg, 2.25 mmol) was added to a solution of compound 12-5 (400 mg, 2.0 mmol) in 3.5 ml of concentrated sulfuric acid at -20 C., and vigorously stirred at -20 C. for 5 min. After completion of the reaction, the reaction mixture was diluted with water, extracted with EA/water system, washed with water for three times, and dried, and the organic layer was concentrated under reduced pressure to give the crude product compound 12-6 (300 mg) which was used directly in the next step. MS m/z (ESI): 246.9 [M+H]+.

The synthetic route of 59557-91-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO. LTD.; YANGTZE RIVER PHARMACEUTICAL GROUP CO., LTD.; LAN, Jiong; JIN, Yunzhou; ZHOU, Fusheng; XIE, Jing; SHEN, Sida; HU, Yi; LIU, Wei; LV, Qiang; (96 pag.)US2017/8889; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 19056-40-7, These common heterocyclic compound, 19056-40-7, name is 4-Bromo-3-methoxyaniline, 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 stirred solution of 4-bromo-3-methoxyaniline (1 g, 4.98 mmol) in 3:2 toluene/water (10 mL) was added cyclopropylboronic acid (514 mg, 5.98 mmol), Pd(OAc)2 (56 mg, 0.25 mmol), PCy3 (140 mg, 0.5 mmol) and K3PO4 (3.18 g, 15 mmol) at room temperature. The mixture was stirred at 100° C. for 10 h. The solid was filtered and the filtrate concentrated in vacuo. Purification by silica gel chromatography (2-10percent ethyl acetate/hexanes) provided 4-cyclopropyl-3-methoxyaniline (200 mg, 25percent) as a brown solid. 1H NMR (300 MHz, CDCl3) delta 6.67 (d, J=7.8 Hz, 1H), 6.24-6.20 (m, 2H), 3.82 (s, 3H), 3.50 (brs, 2H), 2.02-1.95 (m, 1H), 0.85-0.79 (m, 2H), 0.57-0.51 (m, 2H)

The synthetic route of 19056-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; US2010/168094; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem