Tag: M.W=200-300

Synthetic Route of 5414-19-7,Some common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, molecular formula is C4H8Br2O, 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 l-(4-bromo-phenyl)-cyclopropylamine (1 eq) in DMF in a 50 mL tube is added DIPEA (2 eq) and l-Bromo-2-(2-bromo-ethoxy)-ethane (1.1 eq). the reaction mixture is heated at 1000C for 16 hrs.. After cooling to room temperature, EtOAc and water are added. The combined organic layers are dried (MgSO4) and concentrated in vacuo to give the desired product.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; BLANC, Javier; JOUANNIGOT, Nolwenn; HODGES, Alastair James; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert; WO2010/10189; (2010); 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. 64115-88-4, name is 1-Bromo-2-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-2-(trifluoromethoxy)benzene

a.9 3-Bromo-4-trifluoromethoxy-benzenesulfonyl chloride2.0 g of 1-bromo-2-(trifluoro-methoxy)benzene (8.3 mmol) were dissolved in 30 ml of dichloromethane. At 0-50C, 1.06 g of chlorosulfonic acid (9.13 mmol), dissolved in 3 ml of dichloromethane, were added dropwise. The reaction mixture was stirred for 30 min at room temperature. Additional 5.5 equivalents of chlorosulfonic in dichloromethane were added to drive the reaction to completion. Standard work-up was followed and silica gel chromatography with n-heptane- dichloromethane (6:4) as eluent gave 2.19 g of the title compound.1H-NMR (CDCI3, 400 MHz): delta [ppm] 8.3 (d, 1 H), 8.05 (dd, 1 H), 7.5 (dd, 1 H).

According to the analysis of related databases, 64115-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT GMBH & CO. KG; WO2006/40176; (2006); A1;,
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These common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, 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. SDS of cas: 53087-13-1

3′-Benzyloxy-biphenyl-3-carboxylic acid methyl ester (29) 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: 2 min, hold time: 5 min, temperature: 120 C., 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. 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 1-(Benzyloxy)-3-bromobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bahr, Ben A.; Makriyannis, Alexandros; Karanian, David A.; US2010/234379; (2010); A1;,
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Related Products of 36449-75-9, 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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of Example 66B (0.10 g, 0.42 mmol) and K2C03 (0.116 g, 0.837mmol) in acetonitrile (5 mL), was added 1-(2-bromoethyl)-2-methoxybenzene (0.135 g,0.627 mmol). The mixture was stirred at ambient temperature for 16 h, then the reaction mixture was filtered through CELITE, and the filtrate was concentrated. The residue was dissolved in ethyl acetate, washed with water and brine, dried (Na2SO4) andconcentrated to afford Example 66C as a yellow oil, which was used in the following stepwithout further purification. MS(ESI) m/z: 373.0 (M+H)t

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; YADAV, Navnath Dnyanoba; BODAS, Mandar Shrikrishna; BHIDE, Rajeev S.; PATIL, Sharanabasappa; CHINNAKOTTI, Kumaresan; RAO, Prasanna Savanor Maddu; SHETTY, Jeevanprakash; (501 pag.)WO2016/112236; (2016); A1;,
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Synthetic Route of 143-24-8,Some common heterocyclic compound, 143-24-8, name is 2,5,8,11,14-Pentaoxapentadecane, molecular formula is C10H22O5, 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.

At room temperature, a 450 ml Parr reactor was filled with methanol and 5 mmole of Co2(CO)8. The reactor was filled with CO gas at 500 psig, heated to 80 C. and agitated for one hour. Then the reactor was cooled to room temperature and imidazole as promoter was added to the reactor. Ethylene oxide was added to the reactor and CO was added at a predetermined pressure. The reactor was heated to a temperature as shown in Table 1 at a pressure as in Table 1 for the time as in Table 1. During the reaction, the reaction product was sampled using a tube. As product, methyl 3-hydroxypropionate (3-HPM) was analyzed with a GC. The reaction conditions and the resulting data are shown in Table 1. Imidazole of 20 mmole as promoter was used in Examples 1-7 and 9, 40 mmole in Example 8, and 30 mmole in Example 10. Ethylene oxide of 500 mmole was used in Examples 1-8 and 10, and 1.4 mmole in Example 9. In Example 7, tetraglyme was used besides methyl alcohol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5,8,11,14-Pentaoxapentadecane, its application will become more common.

Reference:
Patent; Samsung Electronics Co. Ltd.; US6348632; (2002); B1;,
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588-63-6, name is (3-Bromopropoxy)benzene, 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. Formula: C9H11BrO

The 148mgNa dissolved in 20ml of absolute ethanol until complete dissolution, 6-(3,5-difluoro)benzyl-2-thiouracil 234mg (0.92mmol) and 1- (3-bromo-propoxy) benzene 297mg (1.38mmol) was added thereto, TLC the reaction was complete after stirring overnight at room temperature; column chromatography, P:E = 5:1,2:1,1:1, the final product was 222mg, as a white solid, a yield of 62.14percent

The synthetic route of 588-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University; Zhang, Liang; FU, YUHONG; Qin, Hua; Wang, Xiao Wei; Liu, Jun Yi; (30 pag.)CN103864699; (2016); B;,
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These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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. Application In Synthesis of 1-Bromo-2-(2-bromoethoxy)ethane

A 500 mL round-bottom flask was charged with the product from Part E (29.1 g, 76 mmol), dimethylformamide (125 mL), 18-crown-6 (6 g, 22.8 mmol), potassium carbonate (31.5 g, 228 mmol), and 2-bromoethyl ether (11.7 mL, 83.5 mmol). The resulting mixture was heated to 60 C. with vigorous stirring for 44 hr. After cooling to room temperature, the reaction mixture was poured into 500 mL ice water. The mixture was then extracted with ethyl acetate (300 mL). Afterward, the organic layer was washed with brine (400 ml). The organic layer was then dried over magnesium sulfate, filtered, and concentrated in vacuo to form 40 g of a dark yellow oil. Purification via flash column chromatography on silica gel (3*6 inch column) afforded 30.2 g of a yellow oil product (88% yield). 1H NMR (CDCl3) delta 1.30 (m, 2H), 1.50 (s, 9H), 1.77 (m, 3H), 2.10 (dt, J=4.6, 12.6 Hz,2H), 2.31 (d, J=11.6 Hz, 2H), 2.94 (t, J=12.4 Hz, 2H), 3.25-3.33 (m, 4H), 3.77-3.84 (m, 2H), 3.95 (dd, J=4.2, 11.1, 2H), 4.48 (s, 2H), 7.25-7.35 (m, 5H); Electrospray mass spectrometry showed m/z=454 (M+H).

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

Reference:
Patent; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); 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. 24988-36-1, name is 1,5-Dibromo-2,4-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8Br2O2

Under an argon atmosphere, 5.00 g of Compound A, 1.08 g of bis(4-biphenylyl)amine, 0.10 g of bis(dibenzylideneacetone)palladium(0), 0.14 g of tri-tert-butylphosphine and 0.49 g of sodium tert-butoxide were added to a 300 mL, three-necked flask, followed by heating and refluxing in a toluene solvent for 4 hours. After cooling in air, water was poured in the reaction mixture to separate an organic layer, and solvents were distilled. The crude product thus obtained was separated by silica gel column chromatography (toluene/hexane) to produce 1.38 g of Compound B as a white solid (yield 76%). The molecular weight of Compound B thus obtained was measured by FAB-MS and was 536 (C32H26BrNO2).

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 24988-36-1.

Reference:
Patent; SAMSUNG DISPLAY CO., LTD.; SAKAMOTO, Naoya; (55 pag.)US2015/376114; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, 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 6358-77-6, Recommanded Product: 5-Bromo-2-methoxyaniline

a) 4-bromo-2-isocvanato-1 -methoxybenzene5-bromo-2-methoxyaniline (11.4 g, 56.4 mmols) was dissolved in dioxane (115 mL) and a solution of trichloromethyl chloroformate (3.4 mL) in the same solvent (30 mL) was added dropwise. It was stirred at 6O0C for 18 hours. It was concentrated in vacuo and diethyl ether was added. The solid precipitated was filtered off and the mother liquors were concentrated in vacuo to give the title compound (13 g).

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, 5-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL PRODESFARMA, SA; WO2006/133802; (2006); A1;,
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These common heterocyclic compound, 17061-62-0, name is Bis(4-methoxybenzyl)amine, 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. SDS of cas: 17061-62-0

To a solution of Example 4.11 (210 g, 816 mmol) in DCM (2000 mL) was added TEA (385 mL, 2856 mmol) and a solution of 2-chloroethanesulfonyl chloride (146 g, 898 mmol) in DCM (1000 mL) at 0 C, and the mixture was stirred for 2 h. The reaction mixture was then quenched with ice cold water (1000 mL) and extracted with DCM (2 x 1000 mL). The organic layer was washed with brine solution (1000 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was absorbed onto a plug of silica gel (60-120 mesh) and purified by column chromatography over silica gel (60-120 mesh) using 50% to 80% EtOAc in hexanes as an eluent to give (0968) Example 144.11 (255 g, 90% yield) as an off-white solid. NMR (400 MHz, DMSO- ck) delta 7.16 (d, J = 8.8 Hz, 4H), 6.90 (d, J = 8.8 Hz, 4H), 6.73 (dd, J = 16.4, 10.0 Hz, 1H), 6.11 (d, 3.75 (m, 6H).

The synthetic route of Bis(4-methoxybenzyl)amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; DRANSFIELD, Paul John; HARVEY, James S.; MA, Zhihua; SHARMA, Ankit; (281 pag.)WO2019/89335; (2019); A1;,
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