Month: May 2021

These common heterocyclic compound, 25415-67-2, name is Ethyl 4-methylpentanoate, 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. COA of Formula: C8H16O2

Under inert atmosphere, lithium diisopropylamide (4.457 g, 32 mmol) was dissolved in THF (250 ml.) and cooled to -78 C. Ethyl-4-methylvalerate (5.000 g, 35 mmol) was added dropwise and stirred at -78 C for 2 h. Benzyl bromide (7.1 16 g, 41.6 mmol) was added dropwise, stirred at – 78 C for 1 h and subsequently for 2 h at 25 C. Aq. sat. NH4CI solution was added and the or- ganic phase was extracted with MTBE, washed with water and brine, dried over MgS04, and evaporated. Column chromatography (S1O2; cyclohexane/ethyl acetate 2:1 ) yielded ethyl 2-ben- zyl-4-methyl-pentanoate (8.100 g, quant.) as colorless powder.

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

Reference:
Patent; BASF SE; SEET, Michael; WOLF, Antje; MUELLER, Bernd; RIEDIGER, Nadine; FEHR, Marcus; MENTZEL, Tobias; GROTE, Thomas; RUDOLF, Georg Christoph; LOHMANN, Jan Klaas; WINTER, Christian; GRAMMENOS, Wassilios; WIEBE, Christine; TERTERYAN-SEISER, Violeta; ESCRIBANO CUESTA, Ana; (200 pag.)WO2019/154663; (2019); A1;,
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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. 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, A new synthetic method of this compound is introduced below., Formula: C10H11ClO2

EXAMPLE 19 6-(3-Chlorobenzyl)-1-(2-trifluoromethylphenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one In analogy to the preparation of Example 9, 157 mg (70% of theory) of the desired product are obtained as a colourless solid starting from 0.15 g (0.56 mmol) of 5-amino-1-(2-trifluoromethylphenyl)-1H-pyrazole-4-carboxamide (Example 27A), 0.339 g (1.67 mmol) of ethyl (3-chlorophenyl)acetate and 0.111 g (2.78 mmol) of 60% sodium hydride. m.p.: 152 C. MS (ESI pos): m/z=405 (M+H)+ 1H-NMR (300 MHz, DMSO-d6): delta=3.9 (s, 2H), 7.15-7.5 (m, 4H), 7.6-8.05 (m, 4H), 8.3 (s, 1H), 12.5 (s, 1H) ppm.

The synthetic route of 14062-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer HealthCare AG; US2007/161662; (2007); A1;,
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Application of 18595-14-7,Some common heterocyclic compound, 18595-14-7, name is Methyl 4-amino-3-methylbenzoate, molecular formula is C9H11NO2, 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: Methyl 4-amino-3-methylbenzoate (6) (10.00g, 60.58mmol) was acylated with alkyl acyl chloride (90.87mmol) and triethylamine (16.79mL, 121.16mmol) in DCM at 0C. The resulting amide was reacted with fuming nitric acid in sulfuric acid (60%) at-20C. The resulting nitro-compound was reduced with hydrogen (5bar) and Raney Ni (0.79g, 13.34mmol) in methanol at 100C. The resulting amino compound was dissolved in glacial acetic acid and heated under reflux for 1h. After evaporation of the acetic acid, water was added and the pH was adjusted to 9 by addition of concentrated ammonia. This solution was extracted with ethyl acetate (3×100mL). The combined organic layers were washed with aqueous NaHCO3 solution and dried over MgSO4. After filtration, the solvent was removed under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-3-methylbenzoate, its application will become more common.

Reference:
Article; Zhu, Weibo; Bao, Xiaolu; Ren, He; Da, Yajing; Wu, Dan; Li, Fuming; Yan, Yijia; Wang, Li; Chen, Zhilong; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 161 – 178;,
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These common heterocyclic compound, 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, 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. category: esters-buliding-blocks

Example 1 Step 1 While stirring under a nitrogen atmosphere, methyl 2-(2- bromophenyl)acetate (2g), 4,4,4,,4,,5,5,5,,5,-octamethyl-2,2,-Bi-(1 ,3,2- dioxaborolane) (2.44g), and potassium acetate (0.98g) were added to a three- neck flask containing dioxane (25 mL). The resulting mixture was degassed with nitrogen for 15 minutes followed by addition of [1 ,1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) (0.28g). After degassing with nitrogen for an additional 15 minutes, the mixture was stirred at 80C for 8 hr. After cooling to room temperature, the solvent was removed under vacuum and the crude residue was purified by silica gel chromatography. The mass spectrum of the resulting material was consistent with methyl 2-(2-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)acetate (2.41 g).

The synthetic route of Methyl 2-(2-bromophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TRANSITIONS OPTICAL, INC.; DENG, Jun; STEPP, Brian, R.; SPITLER, Eric; XIAO, Wenjing; TAMASULO, Massimiliano; WALTERS, Robert, W.; (140 pag.)WO2016/144324; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6627-89-0, name is tert-Butyl phenyl carbonate, 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 6627-89-0, SDS of cas: 6627-89-0

Preparation of 1-(-N-Boc-aminomethyl)-4-(aminomethyl)benzene [0178] [0179] Tert-butylphenyl carbonate (2.7 mL, 14.7 mmol) was added dropwise to a solution of p-xylylenediamine (2 g, 14.7 mmol) in ethanol (20 mL) at 80 C. The reaction mixture was refluxed overnight. The solution was then cooled to room temperature and any solids were removed, which leaves a yellow solution. The solution was then concentrated to 10 mL and diluted with water (60 mL). The solution pH was adjusted to 3 with 2M HCl followed by an extraction with dichloromethane (3×75 mL). The water solution pH was then adjusted to pH 12 followed by extraction with dichloromethane (3×75 mL). The organic solutions were combined and washed with sodium bicarbonate (2×75 mL), dried with sodium sulfate, and concentrated down to a white solid. Characterization matches previously published literature (M. A. Ghanem, et al., ?Covalent modification of glassy carbon surface with organic redox probes through diamine linkers using electrochemical and solid-phase synthesis methodologies?, Journal of Materials Chemistry, (2008), 18(41), pg 4917-4927).

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 phenyl carbonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; INTERNATIONAL BUSINESS MACHINES CORPORATION; Coady, Daniel Joseph; Engler, Amanda Catherine; Fukushima, Kazuki; Hedrick, James Lupton; Liu, Shaoqiong; Maune, Hareem Tariq; Nelson, Alshakim; Pitera, Jed Walter; Yang, Yi Yan; US2013/281515; (2013); A1;,
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Application of 24807-40-7, 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. 24807-40-7, name is Methyl 3-(4-(benzyloxy)phenyl)propanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

An aqueous solution of NaOH (1 M, 270 mL) was added to a mixture of the 3-(4-benzyloxyphenyl)propionic acid methyl ester from Step 2 above in MeOH (600 mL) and the reaction was stirred overnight. The crystalline ppt was collected by filtration, air dried and then partitioned between EtOAc/Et2O/1 M HCl (500 mL, 250 mL, 150 mL). The organic phases were dried over MgSO4 and evaporated to give the product as a white solid (16.2 g, 70%, 3 Steps). 1H NMR (CDCl3) delta 2.61-2.68 (m, 2H), 2.86-2.93 (m, 2H), 5.03 (s, 2H), 6.88-6.93 (m, 2H), 7.10-7.15 (m, 2H), 7.28-7.45 (m, 5H).

The synthetic route of Methyl 3-(4-(benzyloxy)phenyl)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US2005/176701; (2005); A1;,
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Reference of 538-23-8,Some common heterocyclic compound, 538-23-8, name is Propane-1,2,3-triyl trioctanoate, molecular formula is C27H50O6, 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.

Two mg of a free astaxanthin (manufactured by Sigma) and 1.3 g of tricaprilin as a triglyceride form fatty acid were placed in a brown glass bottle. Ninety muL of water was added thereto and stirred fully afterwards. Thereafter, 300 mg of the HP1MG resin-immobilized lipase, which was prepared by the method described in the example of lipase immobilization was added thereto, and while shaking (170 rpm), reaction was carried out at 45C. Three days later, the reaction product was taken out, and the composition ratio of astaxanthin was analyzed by HPLC. As a result, the composition ratio was 79.5% astaxanthin, 18.7% monoester, and 1.8% diester

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Propane-1,2,3-triyl trioctanoate, its application will become more common.

Reference:
Patent; SUNTORY LIMITED; EP1500645; (2005); A1;,
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Synthetic Route of 148547-19-7, A common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, molecular formula is C9H9BrO2, 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.

A mixture of methyl 4-bromo-3-methylbenzoate (20.0 g, 87.3 mmol), 2- (trifluoromethyl)benzeneboronic acid (24.9 g, 131.0 mmol), potassium carbonate (24.1 g, 174.6 mmol) and bis(tricyclohexylphosphine)palladium (II) dichloride (64.5 mg, 0.09 mmol) was prepared in dioxane (200 ml.) and water (50 ml.) under N2 atmosphere. The mixture was heated at 1000C for 3 hours. A 5N aqueous solution of NaOH (100 ml.) was added and the reaction mixture was stirred at 1000C for one additional hour. The reaction mixture was cooled at RT and the aqueous layer was removed. The organic layer was filtered through a Celite pad, concentrated until 75 ml under reduced pressure, diluted with water (125 ml) and washed with MTBE (2×200 ml_). The aqueous layer was acidified with a 5N aqueous solution of HCI (25 ml, pH~1 ) and extracted with MTBE (2×100 ml). The organic layers were combined, dried (Na2SO4) and filtered through a Celite pad. The solution was concentrated until 100 ml_, then heptane was added (200 ml_). The mixture was concentrated until 100 ml_. The precipitate was filtered off and rinsed twice with heptane, then dried under reduced pressure to give the title compound as a white powder (22.5 g, 92%). HPLC (Method A), Rt: 4.4 min (purity: 100%). UPLC/MS, M-(ESI): 279.0. 1H NMR (DMSO-d6, 300 MHz) delta 13.00 (s, 1 H), 7.87 (m, 2H), 7.80 (dd, J=7.9, 1.6 Hz, 1 H), 7.75 (m, 1 H), 7.64 (m, 1 H), 7.34 (d, J=7.6 Hz, 1 H), 7.23 (d, J=7.9 Hz, 1 H), 2.02 (s, 3H).

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; MERCK SERONO S.A.; QUATTROPANI, Anna; GERBER, Patrick; DORBAIS, Jerome; WO2010/100142; (2010); A1;,
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Reference of 2557-13-3, A common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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.

Sodium hydride (60% dispersion in oil, 390 mg, 9.75 mmol) was first washed with hexanes to remove the oil and was then suspended in 7 ml dimethylformamide. A solution of methyl 3-(trifluoromethyl)benzoate 29 (1.0 g, 4.9 mmol) in 2 ml dimethylformamide was added drop-wise and with stirring. Upon addition, the mixture was stirred for 1 h at room temperature. Acetone (400 ml, 5.44 mmol) was added drop-wise and the mixture was stirred overnight at room temperature. The mixture was poured into water and the aqueous layer was extracted four times with ether. The aqueous layer was acidified with 2 N hydrochloric acid and was extracted three times with ether. The combined organics were dried over sodium sulphate and evaporated under reduced pressure. The residue was purified using the SP1 Purification System (ethyl acetate-hexane gradient, 0:100 rising to 10:90) to give 30 (640 mg, 2.78 mmol, 56%) as an oil. Purity 100%.

The synthetic route of 2557-13-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Andres, Miriam; Bravo, Monica; Buil, Maria Antonia; Calbet, Marta; Castillo, Marcos; Castro, Jordi; Eichhorn, Peter; Ferrer, Manel; Lehner, Martin D.; Moreno, Imma; Roberts, Richard S.; Sevilla, Sara; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 168 – 184;,
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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. 144267-96-9, name is Ethyl 3,4-difluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 3,4-difluorobenzoate

The ester required for the preparation of Example 19b was prepared as follows: Ethyl 3-fluoro-4-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[(1H-pyrazol-3- ylamino)carbonyl]phenoxy}benzoate; To a suspension of tert-butyl 3-({3-hydroxy-5-[(1S)-2-methoxy-1- methylethoxy] benzoyl} amino)-lH-pyrazole-l-carboxylate (587 mg, 1.5 nunol), caesium carbonate (488 mg, 1.5 mmol) in DMA (3 mL) was added ethyl 3,4-difluorobenzoate (279 mg, 1.5 mmol). This mixture was heated at 110C for 16 hours. The reaction mixture was filtered and concentrated in vacuo then the residue chromatographed on silica, eluting with 0- 70% ethyl acetate in hexane, to give the desired compound as a yellow oil (271 mg, 40%) tu NMR (CDC13) : 1.3 (d, 3H), 1.4 (t, 3H), 3.4 (s, 3H), 3.5 (m, 2H), 4.4 (q, 2H), 4.6 (m, 1H), 6.75 (s, 1H), 6.85 (s, 1H), 7.1 (s, 1H), 7.15 (s, 1H), 7.3 (s, 1H), 7.5 (d, 1H), 7.8 (d, 1H), 7.85 (d, 1H), 9.4 (s, 1H)

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/80359; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics