Month: February 2021

Related Products of 3616-56-6,Some common heterocyclic compound, 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, molecular formula is C8H19NO2, 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.

1 Concentrated hydrochloric acid plus purified water (1) after dilution,Transfer to a 10L reactorWarm up to about 30C. Under nitrogen protection,The dimethylamino acetaldehyde diethyl acetal was slowly added dropwise to the diluted hydrochloric acid,About 2 hours after the addition,The reaction was stirred overnight at about 30C. MakeBefore use, neutralize to neutral with solid sodium carbonate,Inorganic salts are filtered away.

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

Reference:
Patent; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Hangzhou China-USA East China Pharmaceutical Co., Ltd.; Yin Jianming; Lv Yubin; Li Bangliang; (13 pag.)CN107141261; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 7025-06-1, name is 1-Bromo-2-phenoxybenzene, 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. Recommanded Product: 1-Bromo-2-phenoxybenzene

30 g of 1-bromo-2-phenoxybenzene was dissolved in 300 ml of anhydrous tetrahydrofuran under a nitrogen atmosphere,-78 ¡ã CRespectively.to the next,48 ml of 2.5 M-butyllithium was slowly added dropwise.After completion of the dropwise addition, stirring was performed for 30 minutes,2-Bromofluorene 31.2 gWas dissolved in 200 ml of absolute tetrahydrofuran and then slowly added dropwise.The reaction solution was maintained at -78 ¡ã C for about 1 hour, then warmed to room temperature and stirred for 12 hours.The reaction was terminated by adding diluted hydrochloric acid to the reaction solution, followed by liquid fraction extraction using methylene chloride.The obtained organic layer was dried with magnesium sulfate, filtered, and then distilled under reduced pressure. to the next,After adding 400 ml of acetic acid, a catalytic amount of hydrochloric acid was added dropwise, followed by stirring at a reflux temperature for 12 hours.After completion of the reaction, the reaction mixture was cooled to obtain a solid,After filtration, 32.0 g of compound AA was obtained by column chromatography.

The synthetic route of 1-Bromo-2-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG CHEM, LTD.; HONG, WAN PYO; KWON, HYOK JOON; KIM, KONG KYEOM; KIM, MIN JUN; KIM, SEONG SO; (79 pag.)KR2017/59910; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 1663-61-2, name is (Triethoxymethyl)benzene, 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 1663-61-2, HPLC of Formula: C13H20O3

General procedure: The starting hydrazide 4, 8e-i (10 mmol) was added to a mixture of the appropriate triethyl orthoester (10 mol) and 0.1 g p-TsOH in 20 mL of xylene and kept under reflux for 3 h (TLC). After cooling, the mixture was washed with water (30 mL), dried over MgSO4 and then concentrated under reduced pressure. The oily residue was subjected to column chromatography (silica gel, eluent: hexane/AcOEt, 1:2 v/v) or crystallised from benzene/hexane mixture.

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, (Triethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kudelko, Agnieszka; Zielin?ski, Wojciech; Ejsmont, Krzysztof; Tetrahedron; vol. 67; 40; (2011); p. 7838 – 7845;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 106854-77-7, The chemical industry reduces the impact on the environment during synthesis 106854-77-7, name is 1-Bromo-4-(2,2,2-trifluoroethoxy)benzene, I believe this compound will play a more active role in future production and life.

Step 7: 1 -Benzyl-N,4-dimethyl-N-neopentyl-3-(4-(2,2,2-trifluoroethoxy)phenyl)-5- (trifluoromethyl)-1 H-pyrrole-2-carboxamide (SC-260)Under an nitrogen atmosphere 1 -benzyl-N,4-dimethyl-N-neopentyl-3-(4,4,5,5-tetramethyl-1 3,2- dioxaborolan-2-yl)-5-(trifluoromethyl)-1 H-pyrrole-2-carboxamide (106 mg, 0.216 mmol) was dissolved in DMF (1 mL) and L1OH (4 mg, 0.216 mmol), bis(tri-tert-butylphosphine)palladium (0) (6 mg, 0.014 mmol) and 1-bromo-4-(2,2,2-trifluoroethoxy)benzene (50 mg, 0.196 mmol) were subsequently added. The reaction mixture was stirred at 80C under microwave irridation for I h. The mixture was cooled to RT and the reaction was stopped by addition of 1 M NaOH solution (2 mL). The crude product was extracted with EtOAc (2×3 mL) and the combined organic layers were washed with water (3×1 mL), dried over Na2SO4, filtered and the solvent was removed under reduced pressure. The crude mass was purified by flash chromatography to give SC-260 (95 mg, 89.7 %).

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-4-(2,2,2-trifluoroethoxy)benzene, other downstream synthetic routes, hurry up and to see.

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,
Ether | (C2H5)2O – PubChem

910251-11-5, name is Potassium trifluoro(methoxymethyl)borate, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C2H5BF3KO

In a 4 mL vial were combined NiCl2 dimethoxyethane adduct (3.4 mg, 0.015 mmol, 0.12 equivalents) and 4,4′-di-ter/-butyl-2,2′-dipyridyl (4.15 mg, 0.015 mmol, 0.12 equivalents) in /V,/V-di methyl acetamide (1.0 mL). Example 1G (60 mg, 0.13 mmol, 1.0 equivalents), potassium trifluoro(methoxymethyl)borate (58 mg, 0.39 mmol, 3.0 equivalents), cesium carbonate (105 mg, 0.32 mmol, 2.5 equivalents) and bis[3,5-difluoro-2-[5-(trifluoromethyl)-2- pyridyl] phenyl] iridium(l+); 2-(2-pyridyl)pyridine; hexafluorophosphate (4.3 mg, 0.004 mmol, 0.03 equivalents) were added, followed by dioxane (1.0 mL). The reaction was irradiated overnight using a 450 nm LED photoreactor. The reaction was filtered and purified by reverse-phase preparative HPLC on a Waters XBridge C8 5 pm column (75 mm x 30 mm). A gradient of methanol (A) and 25 mM ammonium bicarbonate buffer (pH 10) in water (B) was used, at a flow rate of 40 mL/minute (0- 0.5 minutes 15% A, 0.5-8.0 minutes linear gradient 15-100% A, 8.0-9.0 minutes 100% A, 9.0- 9.1 minutes linear gradient 100-15% A, 9.1-10.0 minutes 15% A) to afford 5-[3-(benzyloxy)-l- fluoio-7-(methoxymethyl)naphthalen-2-yl]- 1 / 2,5-thiadiazolidinc- 1, 1,3-trione (52.4 mg, 94% yield).

The synthetic route of 910251-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; FARNEY, Elliot; SHIROODI, Roohollah, Kazem; XIONG, Zhaoming; ZHANG, Qingwei, I.; O’CONNOR, Matthew; HALVORSEN, Geoff; ZHAO, Hongyu; BAUMGARTNER, Christina; FROST, Jennifer, M.; KYM, Phil; ABBOTT, Jason, R.; BOGDAN, Andrew; ECONOMOU, Christos; WANG, Xueqing; (375 pag.)WO2019/246513; (2019); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 38336-04-8,Some common heterocyclic compound, 38336-04-8, name is 2-(Benzyloxy)-1-ethanamine, molecular formula is C9H13NO, 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 tert-butyl 4-((6-bromopyridin-3-yl)oxy)piperidine-1-carboxylate (200 mg, 0.280 mmol), 2-(benzyloxy)ethanamine (50.8 mg, 0.336 mmol), sodium 2-methylpropan-2-olate (81 mg, 0.840 mmol), and 2-(dicyclohexylphosphino)-2?,4?,6?-triisopropylbiphenyl (13.34 mg, 0.028 mmol) in THF (5 mL) was added tris(dibenzylideneacetone)dipalladium(0) (25.6 mg, 0.028 mmol). The reaction mixture was stirred at 70 C. for 15 h before cooling to RT and partitioning with water (10 mL) and EtOAc (10 mL¡Á3). The combined organic layers were washed with water (20 mL¡Á3), dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by prep-TLC (1/1 EtOAc/petroleum ether) to provide the title 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-(Benzyloxy)-1-ethanamine, its application will become more common.

Reference:
Patent; BAO, JIANMING; GAO, XIAOLEI; KNOWLES, SANDRA L.; LI, I, CHUNSING; LO, MICHAEL MAN-CHU; MAZZOLA, Jr., ROBERT D.; ONDEYKA, DEBRA L.; STAMFORD, ANDREW W.; ZHANG, FENGQI; (214 pag.)US2017/183342; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 398-62-9 as follows. Formula: C8H9FO2

To a suspension of sulfur trioxide N, N-dimethylformamide complex (4. [108G,] 27 mmol) in 1,2-dichloroethane was added 4-fluoroveratrole (3.49g, 22 mmol) dropwise. The mixture was slowly heated to [85C] in an oil bath. After 2.5h, the solids had dissolved to afford a golden yellow solution. A trace of starting material was still present and heating was continued for a further 4.5h. The oil bath was removed and thionyl chloride (1.95 mL, 27 mmol) added dropwise. The mixture was heated 4h at [85C] and allowed to cool to room temperature. The solution was poured into water and extracted with dichloromethane [(3X50] mL), the combined organics washed with water, dried over magnesium sulfate and evaporated. Remaining traces of N, N-dimethylformamide were removed azeotropically with toluene to afford the product as an off-white solid that was used without further purification.

According to the analysis of related databases, 398-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-la Roche AG; WO2004/13120; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8F3NO

A mixture of (R) -7-hydroxy-5, 6,7, 8-tetrahydro-naphthalen-1-yl)-carbamic acid phenyl ester (147.3 mg, 0.52 mmol) and 4-trifluoromethoxy-benzylamine (99.4 mg, 0.52 mmol) in DMSO (1.5 ml) was stirred at 150 &degC for 1.5 hours. The reaction mixture was cooled to room temperature, and ethylacetate and water were added. The extracted organic layer was washed with water then brine, dried over Na2S04, filtered and concentrated under reduced pressure. The obtained residue was triturated with dichloromethane and hexane to obtain N-{(R)-7-hydroxy-5, 6,7, 8-tetrahydro- naphthalen-l-yl}-N’-(4-trifluoromethoxy-benzyl)-urea (168.0 mg, 85 % yield). ‘H NMR (DMSO-d6) 5 1.54-1. 65 (m, 1H), 1. 81-1. 92 (m, 1H), 2.25-2. 38 (m, 1H), 2.68-2. 88 (m, 3H), 3. 86-3. 98 (m, 1H), 4.32 (d, J= 6.0 Hz, 2H), 4.85 (d, J= 4.1 Hz, 1H), 6. 72 (d, J=7. 5 Hz, 1H), 6.98 (t ; J= 7.5 Hz, 1H), 7.06 (t, J= 6.0 Hz, 1H), 7.34 (d, J=8.3 Hz, 2H), 7.43 (d, J=8.7 Hz, 2H), 7. 63 (d, J=7.5 Hz, 1H), 7.5 (s, 1H). Molecular weight : 380. 36 MS (M+H): 381 In vitro activity class: A Chiral HPLC (ChiralCel AD 0.49 cm x 25 cm column, n-hexane/ethanol = 90/10, flow rate 1.5 rnL/rnin) R-isomer was detected at 17.7 minutes.

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 93919-56-3.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; WO2003/95420; (2003); 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. 78531-29-0, name is 1,3-Dimethoxypropan-2-amine, A new synthetic method of this compound is introduced below., Product Details of 78531-29-0

A mixture of [4-BROMO-7- (2,] 4-dichlorophenyl) -2,6-dimethylpyrrolo [1, 2- b] pyridazine (0.143 g, 0.387 mmol), 1, 3-dimethoxypropan-2-amine (0.092 g, 0.774 [MMOL),] [2′-(DICYCLOHEXYLPHOSPHINO)-N, N-DIMETHYL-L, L’-BIPHENYL-2-AMINE] (0. [011] g, 0.029 mmol), Cs2CO3 (0.176 g, 0.542 mmol) and Pd2 (dba) 3 (0.018 g, 0.02 mmol) in DME (5.0 mL) is refluxed for 24 h. After cooling to room temperature, to the mixture is added [1,] 3-dimethoxypropan-2-amine (0.092 g, 0.774 mmol), 2′- (dicyclohexylphosphino)-N, N-dimethyl-1,1′-biphenyl-2-amine (0. [011] g, 0.029 mmol) and Pd2 (dba) 3 (0.018 g, 0.02 mmol). The mixture is refluxed for another 24 h. After cooling to room temperature, the mixture is filtered and washed with EtOAc. The filtrate is concentrated in vacuo to dryness, the residue is subjected to preparative TLC (silica gel, [1/5] EtOAc/heptane) to give 0.07 g (44%) of light yellow solid as the title compound: mp [154-155 C (CH2CL2/HEPTANE) ; LH] NMR (400 MHz, CDCl3) [8] 7.57 (d, J = 2.0 Hz, [1H),] 7.41 (d, J = 8.3 Hz, [1H),] 7. [36] (d, J = 8.3, 2.0 Hz, [1H),] 6. [35] (s, [1H),] 5.65 (s, 1H), 4.88 (d, [J =] 8.4 Hz, [LH),] 3.91-3. 82 (m, 1H), 3.69-3. 66 (m, 2H), 3.61-3. 55 (m, 2H), 3.45 (s, 3H), 3.44 (s, 3H), 2.33 (s, 3H), 2.21 (s, 3H); [13C] NMR (100 MHz, CDC13) [8] 150.4, 142.4, 136.4, 134.3, 134.1, 129.6, 129.3, 126.8, 123.3, 120.6, 119.3, 95.1, 88.0, 70.9, 59.3, 51.3, 22.4, 12.3 ; IR (diffuse reflectance) 3336,2924, 1560, 1490,1372, 1330,1192, 1113,1098, 1078,1051, 961,821, 811,778 cm ; MS [(EI)] m/z 407 (M+), 409 (M+) ; HRMS (FAB) calcd for C2oH23Cl2N302+H 408.1245, found 408.1244 ; Anal. Calcd for C20 H23 C12 N3 [02 :] C, 58.83 ; H, 5.68 ; N, 10.29. Found: C, 58.90 ; H, 5.78 ; N, 10.13.

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; PHARMACIA & UPJOHN COMPANY; WO2004/35586; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 2688-84-8, name is 2-Phenoxyaniline, 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 2688-84-8, Recommanded Product: 2-Phenoxyaniline

General procedure: The mixture of intermediate Bn-2 (1 eq.), PTSA*H20 (i72.5 g, 3 eq) inAcetonitrile (224 ml, 1.3 M) was cooled to 5 C. using a ice bath. NaNO2 (41 .7 g, 2 eq.) in 240 ml water was added dropwise. Afier the addition was finished, the mixture was kept at 5 C. for i hr. The resulting diazonium salt was treated slowly with KI (iOO g, 2 eq.) in 300 ml watet After the completion of the reaction, the residue was extracted with EtOAc and the combined organic layer was washed with a iO% Na2SO3(0q) and then dried over Na2504. The organic layer was concentrated under reduced pressure afier filtration. The crude mixture was purified by silica-gel column chromatography to obtain intermediate Bn.

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-Phenoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NICHEM FINE TECHNOLOGY CO., LTD.; WU, Hui-Ling; LIAO, Liang-Di; SHIEH, Shwu-Ju; CHEN, Chi-Chung; (145 pag.)US2018/155312; (2018); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem