Tag: M.W=200-300

24398-88-7, 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 24398-88-7 as follows.

A mixture of 3- bromo-benzoic acid ethyl ester (229 mg, 1 mmol), 4-methylpiperidine ( 120 mg, 1 .2 mmol ), Pd2(dba)3 (25 mg ), BINAP (25 mg), and fBuONa ( 130 mg ) in toluene (6 mL) was heated at 90 C overnight. After the reaction was completed as indicated by TLC, the mixture was filtered and the filtrate was concentrated in vacuo. Ethyl acetate (50 mL) and aq. HC1 ( I , 20 mL) were then added. The aqueous portion was extracted with ethyl acetate (2 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and filtered, concentrated, and purified by chromatography to give the title compound (76 mg, 3 1 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 24398-88-7, and friends who are interested can also refer to it.

Reference:
Patent; ARGUSINA INC.; LIAO, Jiayu; HONG, Yufeng; WANG, Yong; VON GELDERN, Thomas W.; ZHANG, Kanyin E.; WO2011/94890; (2011); A1;,
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653-92-9, Name is Methyl 2-bromo-4-fluorobenzoate, 653-92-9, belongs to esters-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.

EXAMPLE 1C methyl 4-fluoro-2-phenoxybenzoate; Methyl 2-bromo-4-fluorobenzoate (1 g), phenol (0.565 g), cesium carbonate (1.96 g), copper(I) triflate toluene complex (0.087 g), and ethyl acetate (0.034 mL) in toluene (12 mL) was stirred at HO0C for 24 hours. The reaction was cooled and chromatographed on silica gel with 5% ethyl acetate/hexanes.

Statistics shows that Methyl 2-bromo-4-fluorobenzoate is playing an increasingly important role. we look forward to future research findings about 653-92-9.

Reference:
Patent; ABBOTT LABORATORIES; BRUNCKO, Milan; DING, Hong; DOHERTY, George, A.; ELMORE, Steven, W.; HASVOLD, Lisa; HEXAMER, Laura; KUNZER, Aaron, R.; MANTEI, Robert, A.; MCCLELLAN, William, J.; PARK, Chang, H.; PARK, Cheol-min; PETROS, Andrew, M.; SONG, Xiaohong; SOUERS, Andrew, J.; SULLIVAN, Gerard, M.; TAO, Zhi-fu; WANG, Gary, T.; WANG, Le; WANG, Xilu; WENDT, Michael, D.; WO2010/65865; (2010); A2;,
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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 1186-73-8 as follows. 1186-73-8

Step 11; 8-fluoro-4-hvdroxv-9-methyl-2-oxo-l,2,5,6,7,9- hexahydropyrido [3′,2′ :6,7] cyclohepta [l,2-f]indole-3-carboxylic acid The N-(10-fluoro-l-methyl-6,7,8,9-tetrahydrocyclohepta[f]indol-5(lH)-ylidene)-2- methylpropan-2-amine obtained above (ca. 2.22 mmol) and trimethyl methanetricarboxylate (0.72 g, 3.79 mmol) were mixed together in Ph20 (5 mL). With stirring, the mixture was placed onto a pre-heated heat block at 230 C and heated for 10 min. The reaction mixture was cooled to room temperature. The precipitate was filtered, then washed with ether, to give a crude product (22 mg, 3%) which was used directly in the next step without further purification. LC-MS 357.1 [M+H]+, RT 1.38 min.

According to the analysis of related databases, 1186-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; BRANSTROM, Arthur; JOSYULA, Vara Prasad, Venkata Nagendra; ARNOLD, Michael, Andrew; GERASYUTO, Aleksey, I.; KARP, Gary; WANG, Jiashi; WO2013/33228; (2013); A1;,
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3469-00-9, 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. 3469-00-9, name is Methyl Diphenylacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 13: Preparation of 3-(S) – methyl- 2,2- diphenyl-2 -( 1-tosyl pyrrolidin -3- yl) acetate:2,2-diphenyl acetic acid methyl ester (22.6 grams) was added to a stirred suspension of sodium hydride (4 grams of a 60% suspension in oil) in anhydrous toluene (250 ml). The mixture was heated to 55-600C and stirred for 1 hour. The reaction mixture was cooled to 25-300C and 3-(S)-I -tosyl-3-tosyloxypyrrolidine (39.5 grams) was added to the above mixture in portions and the mixture was heated to reflux temperature. The reaction mixture was stirred for 3 hours at reflux temperature. The reaction mixture was cooled to 25-30C and quenched with methanol. The organic layer was washed with 5% aqueous sodium hydroxide then dried with sodium sulphate. Distilled off the toluene under reduced pressure to get solid. The obtained solid was purified by using ethyl acetate to give title compound as crystalline solid.Yield: 25 grams; M.R: 183-186C

The synthetic route of Methyl Diphenylacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; VENKATESH, Mummadi; WO2008/126106; (2008); A2;,
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154825-97-5, Name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, 154825-97-5, belongs to esters-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.

General procedure: A mixture of bromobenzene (10 g, 63.6 mmol), acetic acid (5.76 g, 96 mmol), methylamine (3.0 g-100% basis, 95.5 mmol) of 40% solution, and Cu powder (2.01 g) followed by DMF (20 mL) was heated at reflux in a 100 mL round bottom flask for 9 h. The mixture was cooled to rt, dichloromethane (200 mL) was added and then filtered to remove Cu powder. The filtrate was washed with water (200 mL) and dried over sodium sulphate and concentrated under reduced pressure. Crude sample thus obtained was purified by column chromatography (silica gel, ethyl acetate/petroleum ether, 5:95) to give N-methyl aniline (3.74 g, 55%, 1c).

Statistics shows that Methyl 2-(4-bromophenyl)-2,2-dimethylacetate is playing an increasingly important role. we look forward to future research findings about 154825-97-5.

Reference:
Article; Siddegowda, Maravanahalli S.; Yathirajan, Hemmige S.; Ramakrishna, Ramesha A.; Tetrahedron Letters; vol. 53; 39; (2012); p. 5219 – 5222;,
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26218-04-2, The chemical industry reduces the impact on the environment during synthesis 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, I believe this compound will play a more active role in future production and life.

b. N,N’-Bis[4-(2-ethylhexyl)oxycarbonylphenyl]benzamidine (3) was prepared from 2-ethylhexyl 4-aminobenzoate and alpha,alpha,alpha-trichlorotoluene; viscous, gold oil: 1 H-NMR (CDCl3) 7.9-6.8 (m, 14H), 4.1 (d, 4H, J=4 Hz), 1.9-0.8 (m, 30H); IR (Neat) 3330, 1710, 1585; MS (m/e) 584 (M+), 336 (base).

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

Reference:
Patent; Givaudan Corporation; US5011628; (1991); A;,
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Adding a certain compound to certain chemical reactions, such as: 110661-91-1, name is tert-Butyl 4-bromobutanoate, belongs to esters-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 110661-91-1, 110661-91-1

To a solution of ethyl 2-(piperazin-1-yl)pyrimidine-5-carboxylate hydrochloride (10 g, 36.67 mmol, 1.0 equiv, HCl) and tert-butyl 4-bromobutanoate (8.18 g, 36.67 mmol, 1.0 equiv) in DMF (100 mL) was added Et3N (15.31 mL, 110.00 mmol, 3.0 equiv). The mixture was stirred at 130 C for 14 h. The mixture was then poured into H2O (400 mL) and the solution was extracted with EtOAc (3 x 150 mL). The combined organic layer was washed with brine (200 mL), dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (5/1 to 1/1 petroleum ether/EtOAc) to give the product (9.5 g, 68.5% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C19H30N4O4: 379.24; found 379.2, 380.2.

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, tert-Butyl 4-bromobutanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; REVOLUTION MEDICINES, INC.; PITZEN, Jennifer; GLIEDT, Micah James Evans; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; SEMKO, Christopher Michael; WON, Walter; WANG, Gang; LEE, Julie Chu-Li; THOTTUMKARA, Arun P.; GILL, Adrian Liam; MELLEM, Kevin T.; (484 pag.)WO2019/212990; (2019); A1;,
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Adding some certain compound to certain chemical reactions, such as: 25542-62-5, name is Ethyl 6-bromohexanoate, 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 25542-62-5. 25542-62-5

General Procedure 1: Preparation of Azides from Aliphatic BromidesAt RT, excess sodium azide (about 4-6 eq.) is added to a solution of the appropriate bromide in DMF (about 0.2 to 1 mol/l). The suspension is stirred vigorously at 50-80 C. for 2-18 h. After cooling to RT, the reaction mixture is diluted (for example with ethyl acetate or dichloromethane) and washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. After careful concentration under reduced pressure, the crude product may, if required, be purified by chromatography on silica gel (typical mobile phase mixture, for example, cyclohexane/ethyl acetate 100:1 to 10:1).

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 Ethyl 6-bromohexanoate.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; US2012/28971; (2012); 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. 6279-86-3, name is Triethyl methanetricarboxylate, This compound has unique chemical properties. The synthetic route is as follows., 6279-86-3

1b) 6-Hydroxy-2-phenyl-3-(phenylmethyl)-4(3H)-pyrimidinone; A mixture of the compound from example 1(a) (0.342 g, 1.63 mmol), triethyl methanetricarboxylate (0.755 g, 3.25 mmol), methanolic sodium methoxide (0.378 mL of a 4.37 M solution, 1.65 mmol) and ethanol (3 mL) was stirred in a microwave reactor at 160 C. for 0.5 h, then cooled and poured into 1M aqueous hydrochloric acid (20 mL). The mixture was extracted with ethyl acetate, and the extracts washed with brine, dried (MgSO4) and evaporated under reduced pressure. The residue was chromatographed (silica gel, 5-10% methanol/dichloromethane) to give the title compound (0.320 g, 44%) as a foam. 1H NMR (400 MHz, DMSO-d6) delta ppm 5.05 (s, 2 H) 5.50 (s, 1 H) 6.87 (m, 2 H) 7.18-7.26 (m, 3 H) 7.36-7.43 (m,4H) 7.49 (m, 1 H) 11.64 (s, 1 H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Shaw, Antony N.; Duffy, Kevin J.; Tedesco, Rosanna; Wiggall, Kenneth; US2008/171756; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

A common compound: 1731-86-8, name is Methyl undecanoate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 1731-86-8

General procedure: The synthesis of the AKGs was performed following the literature with some modifications (Baumann and Mangold 1964; Hanus et al. 2001; Appendino et al. 2003; Parkkari et al. 2006). LiAlH4 (550 mg, 14.5 mmol) was added slowly to a solution of the corresponding methyl ester (3.4 mmol) in anhydrous tetrahydrofuran (15 mL) at 0C and stirred for 1 h and was then left at 20C for 20 h. The reaction mixture was washed with NaOH (10%) followed by HCl (10%) and extracted with diethyl ether (3 ¡Á 20 mL); the extract was neutralized with saturated NaHCO3, dried under reduced pressure and purified by CC. The alcohol obtained was subsequently mesylated in absolute pyridine (4.5 mL, 55.6 mmol) at 0C by the addition of MsCl (880 mg, 7.65 mmol) and the solution was maintained for 24 h at 20C. After quenching the reaction with 5 mL of degasified water, the solution was extracted with diethyl ether (4 ¡Á 20 mL). The organic phase was washed with H2SO4 (2 N), neutralized, concentrated in vacuo, and the crude mesylate was purified by CC. KOH (127 mg, 2.26 mmol) was added to the chiral precursor (R)-solketal (283 mg, 2.14 mmol) in anhydrous toluene (2 mL). The reaction stirred at 50C for 1 h before the addition of metallic Na (3 mg, 0.15 mmol) followed by the mesylate dissolved in toluene (15 mL), and the resulting mixture was kept at 50C for 72 h. The reaction was quenched with HCl (10%) and extracted with ethyl ether (4 ¡Á 20 mL). The organic phase was neutralized, concentrated and purified by CC to give 1-O-alkyl-2,3-O-isopropylidene-sn-glycerol. This intermediate was deprotected in 5 mL of HCl:MeOH (1:10 v/v) and refluxed overnight. After the addition of H2O (10 mL) and extraction with diethyl ether (4 ¡Á 20 mL), the organic phase was neutralized, evaporatedto dryness in vacuo, and the residue was purified by CC to afford pure AKGs. Each step in the synthesis was monitored by TLC, and all CC steps were eluted with hexane-toluene-ethyl acetate (10:0:0-0:10:0-0:0:10) mixtures. The structures of the synthesised compounds were confirmed by 1H, 13C APT NMR with COSY, HMQC, HMBC and ESI-MS or HRESI-MS spectra along with the specific optical rotation.

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, 1731-86-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fernandez Montoya, Deicy J.; Contreras Jordan, Luis A.; Moreno-Murillo, Barbara; Silva-Gomez, Edelberto; Mayorga-Wandurraga, Humberto; Natural Product Research; (2019);,
Ester – Wikipedia,
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