Author: Jessica.F

Synthetic Route of 109-85-3, The chemical industry reduces the impact on the environment during synthesis 109-85-3, name is 2-Methoxyethylamine, I believe this compound will play a more active role in future production and life.

To a solution of 2,7-dichlorothiazolo[4,5-d]pyrimidin-5-amine 10 (0.10 g, 0.45 mmol) and triethylamine (69 mul, 0.50 mmol) in dioxane (3 ml) was added 2-methoxyethylamine (39 mul, 0.45 mmol). The reaction mixture was heated at 70 C for 2 h. After cooling, the volatiles were removed under reduced pressure. The crude residue was purified by chromatography on silica gel (CH2Cl2/MeOH 40:1) affording the title compound as a white solid (0.11 g, 94%). Mp 236-237 C. 1H NMR (300 MHz, DMSO, 25 C): delta = 9.09 (s, 1H, NH), 6.71 (s, 2H, NH2), 3.52 (br s, 4H, CH2), 3.29 (s, 3H, CH3) ppm. 13C NMR (75 MHz, DMSO, 25 C): delta =171.8, 170.8, 162.3, 149.4, 107.6, 69.8, 57.9, 43.8 ppm. HRMS: calcd for C8H9ClN4O2S [M+H]+ 260.01347, found 260.03656.

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

Reference:
Article; Jang, Mi-Yeon; Jonghe, Steven De; Segers, Kenneth; Anne, Jozef; Herdewijn, Piet; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 702 – 714;,
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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. 162705-07-9, name is (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: (Z)-2-Methoxy-5-(3,4,5-trimethoxystyryl)aniline

General procedure: DCC (0.47 mmol, 1.2 eq.); the N-Fmoc-protected amino acid (0.472 mmol, 1.2 eq) and HOBt·H2O (0.47 mmol, 1.2 eq) were added to a solution of the 30-aminocombretastatin (0.39 mmol, 1 eq) in anhydrous DMF (1.3 mL). The reaction mixture was stirred under N2 atmosphere for 16 h. Then, it was ltered, and the ltrate was poured into a saturated aqueous NH4Cl solution and then extracted with AcOEt (3×15 mL). The combined organic extracts were washed 2 times with water and brine and dried over anhydrous MgSO4. After ltration and evaporation of the solvent under reduced pressure, the resulting residue was chromatographed on silica gel with Hexanes-AcOEt (6:4) to aord the corresponding N-Fmoc-protected derivatives 7 and 9.

The synthetic route of 162705-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Agut, Rauel; Alberto Marco, J.; Carda, Miguel; Falomir, Eva; Gil-Edo, Raquel; Martin-Beltran, Celia; Murga, Juan; Pla, Alberto; Molecules; vol. 25; 3; (2020);,
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37895-73-1, name is 1,2-Dibromo-4,5-dimethoxybenzene, 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. HPLC of Formula: C8H8Br2O2

A flask containing 4,5-dibromoveratrole (500 mg, 1.69 mmol), 4-fluorophenylboronic acid (946 mg, 6.76 mmol), Pd(OAc)2 (38 mg, 0.169 mmol), XPhos (161 mg, 0.338 mmol), and K2CO3 (1.4 g, 10.1 mmol) was degassed and dioxane (10 mL) and H2O (5 mL) were added. Reaction was refluxed at 102 C. overnight then cooled to RT and diluted with EtOAc. Solution was washed with saturated NaHCO3 solution followed by brine and organic layer was collected, dried over Na2SO4, and concentrated. Chromatography using ISCO max gradient 10% EtOAc/hexane yielded product as a white solid (525 mg, 95% yield); 1H NMR (400 MHz) (CDCl3) delta 7.12-7.08 (m, 4H), 6.96-6.91 (m. 6H), 3.97 (s, 6H); 13C NMR (100 MHz) (CDCl3) delta 161.6 (JC,F=244 Hz), 148.4, 137.3 (JC,F=3 Hz), 132.1, 131.4 (JC,F=8 Hz), 114.9 (JC,F=21 Hz), 113.6.

The synthetic route of 37895-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; LaVoie, Edmond J.; Arnold, Eddy; Bauman, Joseph D.; Kerrigan, John E.; Parhi, Ajit K.; Das, Kalyan; Kelley, Cody; Patel, Dishaben V.; US2015/322022; (2015); A1;,
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Electric Literature of 31465-36-8, These common heterocyclic compound, 31465-36-8, name is 4-(4-Methoxyphenoxy)aniline, 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 mixture of a 3{1,1} (1.4 g, 5.53 mmol) and phenyl isothiocyanate (1.08 mL, 8.27 mmol) in anhyd DMF (8.0 mL) was stirred at room temperature for 6-7 h. Thereafter the reaction mixture was diluted with 50 mL H2O and extracted with EtOAc (4 x 20 mL). The combined organic layer was dried over anhyd Na2SO4, concentrated and the residue thus obtained was purified through silica-gel column chromatography using EtOAc-Hexanes (70-90:30-10, v/v) as eluent to yield 4{1,1,1} as a white solid (1.7 g, 80%).

The synthetic route of 31465-36-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mishra, Amita; Batchu, Harikrishna; Srivastava, Kumkum; Singh, Pratiksha; Shukla, Pravin K.; Batra, Sanjay; Bioorganic and Medicinal Chemistry Letters; vol. 24; 7; (2014); p. 1719 – 1723;,
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Related Products of 13321-74-9, 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. 13321-74-9, name is 4-Bromo-2,5-dimethoxytoluene, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 1-bromo-2,5-dimethoxy-4-methylbenzene (12) (1.98 g, 8.58 mmol) and (R)-3-acryloyl-4-phenyloxazolidin-2-one (13) (1.86 g, 8.58 mmol) in MeCN/H2O (10:1, 40 mL) were added Pd(OAc)2 (192.58 mg, 0.86 mmol), (o-tol)3P (522 mg, 1.7 mmol), and Et3N (2.391 mL, 0.017 mmol) at rt, and allowed to warm to 80 C. After being stirred at the same temperature for 2 h, the resultant mixture was added water and CH2Cl2 and then extracted with CH2Cl2. The combined extracts were washed with brine, the residue upon workup was chromatographed on silica gel with hexane/AcOEt (4:1 v/v) as a eluent to give a enone 5 (2.564 g, 81%) as a yellow solid; inlMMLBox -5.17 (c 0.95 in CHCl3); mp 55.5-59.5 C; IR (neat) 2958, 1781, 1705, 1505, 1465, 1384, 1209, 1045 cm-1; 1H NMR (400 MHz, CDCl3) delta 2.24 (3H, s), 3.82 (3H, s), 3.82 (3H, s), 4.31 (1H, dd, J=8.8 and 4.0 Hz), 4.73 (1H, t, J=8.8 Hz), 5.57 (1H, dd, J=8.8 and 4.0 Hz), 6.72 (1H, s), 7.02 (1H, s), 7.30-7.39 (5H, m), 7.93 (1H, d, J=16.0 Hz), 8.12 (1H, d, J=16.0 Hz); 13C NMR (100 MHz, CDCl3) delta 16.7 (CH3), 55.8 (CH3), 56.0 (CH3), 57.8 (CH3), 69.8 (CH2), 109.8 (CH), 114.4 (CH), 115.7 (CH), 121.1 (Cq), 125.9 (CH), 128.5 (CH), 129.0 (CH), 131.8 (Cq), 139.3 (Cq), 142.0 (CH), 151.7 (Cq), 153.0 (Cq), 153.9 (Cq), 165.2 (Cq); HRMS (ESI) calcd for C21H21NO5Na [M+Na]+ 390.1317, found 390.1310.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2,5-dimethoxytoluene. I believe this compound will play a more active role in future production and life.

Reference:
Article; Miyawaki, Akari; Osaka, Mayu; Kanematsu, Makoto; Yoshida, Masahiro; Shishido, Kozo; Tetrahedron; vol. 67; 35; (2011); p. 6753 – 6761;,
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Application of 1017779-69-9, A common heterocyclic compound, 1017779-69-9, name is 3-Fluoro-4-(trifluoromethoxy)aniline, molecular formula is C7H5F4NO, 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.

[0094] (a) In a 20 mL vial was added 3-fluoro-4-trifluoromethoxyaniline (150 mg, 0.769 mmol) in acetic acid (0.5 mL) at room temperature. Bromine (118 , 2.30 mmol, 3 eq.) was added and the reaction was stirred for several hours. Dichloromethane (2 mL) was added to break up the solidified reaction mixture, followed by more bromine (40 , 0.781 mmol, 1 eq.) addition. After stirring for another hour, dichloromethane was removed by gently blowing a stream of nitrogen to the reaction mixture. The solid was filtered and washed thoroughly with water and then dried under vacuum to give 2, 6-dibromo-3-fluoro-4- trifluoromethoxyaniline as a white solid (172 mg, 0.489 mmol, 64% 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:
Patent; CHEMOCENTRYX, INC.; DAIRAGHI, Daniel; DRAGOLI, Dean, R.; KALISIAK, Jarek; LANGE, Christopher, W.; LELETI, Manmohan, Reddy; LI, Yandong; LUI, Rebecca, M.; MALI, Venkat, Reddy; MALATHONG, Viengkham; POWERS, Jay, P.; TANAKA, Hiroko; TAN, Joanne; WALTERS, Matthew, J.; YANG, Ju; ZHANG, Penglie; WO2015/84842; (2015); A1;,
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Electric Literature of 112970-44-2, A common heterocyclic compound, 112970-44-2, name is 2-Bromo-3-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.

To a solution of 2-bromo-3-methoxyaniline B4 (0.79 g; 3.9 MMOL) in MEOH (7.6 mL) was added dimethyl acetylene dicarboxylate A3 (0.53 mL; 4.3 MMOL) dropwise at 0 C (caution: reaction is exothermic.). The solution was heated overnight at reflux and worked-up. The MEOH was evaporated and the crude product dried under high vacuum to afford a red gum, purified by flash column chromatography (1: 30 ultra pure silica gel, 230-400 mesh, 40-60 mm, 60 angstroms; 4: 1 hexane/EtOAc) to afford adduct B5 (86 %; 1.16 g) as a pale yellow solid. MS 344. 0 (MH) + ; Homogeneity by HPLC (TFA) 220 nm: 72%.

The synthetic route of 112970-44-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO KG; WO2004/103996; (2004); 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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Reference of 18800-30-1, The chemical industry reduces the impact on the environment during synthesis 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, I believe this compound will play a more active role in future production and life.

1 -Bromo-4-vinyloxybenzene KOf-Bu (14.0 g, 125 mmol) was added in portions over 10 min to a solution of l-bromo-4-(2-bromoethoxy)benzene (19.9 g, 100 mmol see step (a) above) in THF (120 mL) at 0 0C. After 16 h at rt and dilution with water (400 mL), the mixture was extracted with petroleum ether (4×100 mL). The combined extracts were washed with brine, dried (Na2SO4) and concentrated. Vacuum distillation afforded the sub-title compound (11.5 g, 58%).

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-bromoethoxy)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOLIPOX AB; WO2006/77367; (2006); A1;,
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Reference of 1663-61-2,Some common heterocyclic compound, 1663-61-2, name is (Triethoxymethyl)benzene, molecular formula is C13H20O3, 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 stirred solution of malononitrile (10mmol, 1.0eq) in acetic anhydride (1.5mL) was added 1,1,1-triethoxypropane and its derivatives (30mmol, 3.0eq). The solution was stirred for 15 h at reflux, cooled, and poured into water. The mixture was extracted with ethyl acetate (200mL), washed with water, brine and dried over sodium sulfate. After concentrated under vacuum, the crude product was purified using silica gel chromatography to give the title compounds. The compounds ware directly used in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Triethoxymethyl)benzene, its application will become more common.

Reference:
Article; Fang, Zhen; Wang, Tian-qi; Li, Hui; Zhang, Guo; Wu, Xiao-ai; Yang, Li; Peng, Yu-lan; Zou, Jun; Li, Lin-li; Xiang, Rong; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 14; (2017); p. 3201 – 3204;,
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