Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 6279-86-3, name is Triethyl methanetricarboxylate, 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 6279-86-3, category: esters-buliding-blocks

To a solution of 1.00 mL of the alcohol (A-lOa) (1.00 equiv., 7.94 mmol) and 3.44 mL of triethyl methanetricarboxylate (2.00 equiv., 15.9 mmol) in 30.0 mL of anhydrous toluene at room temperature, 15.9 mL of 1M trimethyl phosphine solution in toluene (1M, 2.00 equiv., 15.9 mmol) was added. The resulting solution was cooled to -78C. DIAD (3.13 mL, 2.00 equiv., 15.9 mmol) was added slowly at such a rate to maintain the temperature of the reaction at -75C to -77C. The reaction was then stirred at -78C for 0.5 hours and warmed to room temperature for 1-3 hours and was allowed to run overnight. Solvent was concentrated in vacuo to get crude. The crude was purified by column chromatography using hexane and ethyl acetate to yield compound (A-lOb) as clear oil (2.46 g, 92.1 %). 1H NMR (600MHz, CHLOROFORM- d) d = 4.45-7.43 (d, 2H), 7.30-7.20 (m, 3H), 4.22-4.13 (m, 6H), 1.23-1.19 (t, =7.2Hz, 9H).

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; EPIODYNE, INC.; MEDINA, Julio Cesar; MCGEE, Larry; WEI, Zhi-Liang; SADLOWSKI, Corinne; SEIDL, Frederick; BHATT, Ulhas; WANG, Xiaodong; NGUYEN, Thomas; SPERANDIO, David; DING, Pingyu; NERURKAR, Alok; LI, Yihong; DUQUETTE, Jason; (307 pag.)WO2019/195634; (2019); A1;,
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Application of 36692-49-6, 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. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Methyl 4-AMINO-3- (4-METHOXYBENZAMIDO) benzoate (107); [0287] A solution of 4-methoxybenzoyl chloride (1.03 g, 6.02 MMOL) in CH3CN (6 ml) was added drop wise to a solution of methyl 3, 4diaminobenzoate (106) (1.00 g, 6.02 mmol) and pyridine (0.49 ML, 6.02 MMOL) in CH3CN (25 ml) at 0C. The reaction mixture was stirred for 3 h at 0C and the solvent was evaporated. Ethyl acetate was added and the organic layer was washed successively with saturated solutions of NH4CI, NAHC03 and NACI, dried over MGS04, filtered and concentrated. After purification by flash chromatography on silica gel (eluent 1-3% MeOH in DCM), 1.03 g (56%) of compound 107 was obtained as a off white SOLID. H NMR: (DMSO) 8 (ppm): 9.51 (s, 1H), 7.96 (d, J = 8.8 Hz, 2H), 7.75 (d, J = 2.0 Hz, 1H), 7.56 (dd, J = 8.4, 2.0 Hz, 1H), 7.03 (d, J = 9.0 Hz, 2H), 6.75 (d, J = 8.4 Hz, 1H), 5.80 (s, 2H), 3.83 (s, 3H), 3.75 (s, 3H). MS: (CALC.) 300.1 ; (obt. ) 301.1 (MH) +.

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, Methyl 3,4-diaminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; METHYLGENE, INC.; WO2005/30704; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 79669-50-4, name is methyl 5-bromo-2-methyl-benzoate, 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 79669-50-4, Safety of methyl 5-bromo-2-methyl-benzoate

Step A Methyl 5-Bromo-alpha-(3-isopropylphenoxy)-o-toluate Treat a solution of 15 gm. (0.0655 mole) of methyl 5-bromo-o-toluate prepared according to Example 2 Step B in 75 ml. of carbon tetrachloride portionwise during 30 minutes with a mixture of 12.24 gm. (0.0688 mole) of N-bromosuccinimide and 130 mg. of benzoyl peroxide. Heat the resulting mixture at reflux for 3 hours. Cool to room temperature and separate the succinimide by filtration. Remove the solvent under vacuum to obtain methyl alpha,5-dibromo-o-toluate as a yellow residual oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, methyl 5-bromo-2-methyl-benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Merck & Co., Inc.; US4282365; (1981); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 63106-93-4, 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. 63106-93-4, name is 1-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step-2: Synthesis of compound 5: 5 [001.0].) 34 g of aluminium cbioride (0.255 moles) are suspended in 240 ml of toluene and then 38,3 g of diethylamine 4 (0.523 moles) are added while maintaining the temperature between 15 and 30C. The lactone 3 concentrate (38 g) obtained earlier step was poured into the reaction medium maintained at 2SQC. The reaction medium was stirred for at least 1 hour 30 minutes. Formation of a precipitate was observed. The reaction medium was hydro y zed with 345 mi of water and then filtered after adding a filtration adjuvant. After decantation, the organic phase was washed twice with 235 ml and 175 m of water and then concen trated to obtain the amide-alcohol intermediate 5.

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-Phenyl-3-oxabicyclo[3.1.0]hexan-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KANDULA, Mahesh; WO2013/168002; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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 27741-65-7, Quality Control of Ethyl 2-cyclobutylideneacetate

To a solution of 25% NaOH in H20 (1.5 mL) and EtOH (1.5 mL) was added ethyl 2-cyclobutylideneacetate 76 (0.20 g, 1.42 mmol) and stirred for 12h at room temperature, reaction mixture was concentrated to one third and acidified with iN HC1 to pH 2-3 and extracted with ethyl acetate (2 x 50 mL), organic layer was washed with water, dried over Na2SO4 and concentrated to obtain pure compound 2- cyclobutylideneacetic acid precursor-44 as off white solid (0.10 g, 62% Yield). 1IETNMR (400 MHz, CDC13): oe 5.59 (t, 111), 3.14 (t, 2H), 2.86 (t, 2H), 2.13-2.05 (m, 2H).

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; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; KETHIRI, Raghava Reddy; VISWANADHAN, Vellarkad Narayana; GIRI, Sanjeev; WO2015/25197; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 57486-67-6, name is Methyl 2-(2-fluorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 2-(2-fluorophenyl)acetate

Place a 100 mL two-mouth reaction bottle in an ice bath at 0 C.Add methyl orthofluorophenylacetate 2b (10.0 mmol) and 20 mL of acetonitrile.Add p-toluenesulfonyl azide 3a (11.0 mmol),1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (15.0 mmol) was slowly added.Stir in an ice bath for 5 minutes, put into a microwave reactor, set the power 700W,The heating temperature was 60 C, the heating time was 30 min, and the exhaust fan was turned on.After the reaction is completed, the mixture is cooled to room temperature, quenched by the addition of ammonium chloride solution, and extracted with dichloromethane and water. The organic phase is collected, dried over anhydrous sodium sulfate, filtered, and evaporated. Chromatography (eluent: petroleum ether (60-90 C) / ethyl acetate, v/v = 80:1) afforded the title product 1b (1.55 g, yield: 85%). The target product was confirmed by nuclear magnetic resonance spectroscopy and high resolution mass spectrometry.

According to the analysis of related databases, 57486-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Tech University; Gao Zhen; Yi Xiangyan; Huang Fei; Huang He; Yu Yang; Zhang Zhipeng; Xue Lian; Wang Lize; Qiao Nasen; (12 pag.)CN108727216; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 41658-03-1, These common heterocyclic compound, 41658-03-1, name is Ethyl 3-bromopropiolate, 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 solution of 3-phenyl sydnone (3, 100 mg, 1.0 equiv) in 4.0 mL p-xylene was added ethyl 3-bromopropynoate (120 mg, 1.05 equiv) and heated to reflux for 5 h. The residue was cooled down and added 2-aminophenylboronic acid pinacol ester (820 mg, 1.1 equiv), Pd(PPh3)4 (39 mg, 0.1 equiv), K2CO3 (2 mL, 2 M aqueous solution), and EtOH (4.0 mL). The reaction mixture was stirred at reflux for 24 h. When the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove p-xylene and EtOH. The residue was added with 20 mL water, and extract with EtOAc (40 mL). The organic layer was filtered to remove the insoluble substances, then dried over MgSO4, filtered, and concentrated under reduced pressure. The residue solution was purified by column chromatography on silica gel to give the corresponding 2-arylpyrazolo[3,4-c]quinolin-4(5H)-one 1b-e and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-one 2b-e products in 27-32% and 39-43% yields, respectively.

The synthetic route of 41658-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chang, En-Chiuan; Wen, Ya-Lan; Chang, Chun-Hsi; Shen, Yun-Hwei; Wen, Shaw-Bing; Yeh, Mou-Yung; Wong, Fung Fuh; Tetrahedron; vol. 68; 29; (2012); p. 5920 – 5924;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-bromo-4-fluorobenzoate

Example 38a Methyl 5,5′-difluoro-2′-nitrobiphenyl-2-carboxylate To 2-bromo-4-fluoro-1-nitrobenzene (185.16 mg, 0.842 mmol) was added Pd2dba3 (23.12 mg, 0.025 mmol) and copper powder (271 mg, 4.26 mmol). Dimethylsulfoxide (2.3 ml) and methyl 2-bromo-4-fluorobenzoate (0.122 ml, 0.842 mmol) were added and the mixture was stirred vigorously at 100 C. for 2 h. The mixture was cooled to room temperature, diluted with ethyl acetate (20 ml), and filtered. The filtrate was washed with water and dried (anhydrous Na2SO4) and concentrated to give a yellow oil (279.8 mg). This oil was utilized without purification for the preparation of Example 38b.

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 653-92-9.

Reference:
Patent; AbbVie Inc.; Enanta Pharmaceuticals, Inc.; Ku, Yiyin; McDaniel, Keith F.; Chen, Hui-Ju; Shanley, Jason P.; Kempf, Dale J.; Grampovnik, David J.; Sun, Ying; Liu, Dong; Gai, Yonghua; Or, Yat Sun; Wagaw, Seble H.; Engstrom, Kenneth; Grieme, Tim; Sheikh, Ahmad; Mei, Jianzhang; (46 pag.)US9309279; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 1559-02-0, name is Diethyl 1,1-cyclopropanedicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H14O4

(a) 1-Ethoxycarbonylcyclopropanecarboxylic acid (1a) A solution of sodium hydroxide (2.15 g, 54 mmol) in water (15 ml) was added dropwise to a stirred solution of diethyl 1,1-cyclopropanedicarboxylate (10 g, 54 mmol) in ethanol (30 ml) while the temperature was maintained below 25 C. After the completion of the addition, the resulting mixture was stirred at room temperature for 60 hours. Most of ethanol was removed by evaporation in vacuo and the residue was diluted with brine, acidified with 6N hydrochloric acid and extracted with diethyl ether. The extract was dried over magnesium sulfate, filtered and concentrated. The residue was purified by distillation to give the title compound (bp 66-9 C./0.15 mm) as a viscous oil.

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 1559-02-0.

Reference:
Patent; Merck & Co., Inc.; US4766145; (1988); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 69038-74-0, name is tert-Butyl 3-Bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H13BrO2

Example 36E tert-butyl 5′-amino-2′-methyl[1,1′-biphenyl]-3-carboxylate A mixture of 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (5.00 g, 19.8 mmol) and tert-butyl 3-bromobenzoate (5.08 g, 19.8 mmol) in 1,4-dioxane (110 mL) and water (30 mL) was degassed under a N2 flow for 40 minutes. Potassium carbonate (13.7 g, 99 mmol) and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (816 mg, 1.00 mmol) were added, and the mixture stirred at 80° C. for 7 hours. Water was then added to the reaction mixture, and it was extracted with ethyl acetate (2*). The combined organic layers were dried (MgSO4), filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography using a Biotage® SNAP 340 g silica column, eluted with 10-25percent ethyl acetate in iso-hexane, to provide the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 7.97-7.93 (m, 2H), 7.49-7.41 (m, 2H), 7.06 (d, J=8.0 Hz, 1H), 6.64 (dd, J=2.4, 8.0 Hz, 1H), 6.60 (d, J=2.4 Hz, 1H), 3.60 (broad s, 2H), 2.14 (s, 3H), 1.60 (s, 9H).

According to the analysis of related databases, 69038-74-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Cowart, Marlon D.; Esmieu, William Ramesh; Gfesser, Gregory A.; Greszler, Stephen N.; Koenig, John R.; Kym, Philip R.; Liu, Bo; Malagu, Karine Fabienne; Patel, Sachin V.; Scanio, Marc J.; Searle, Xenia B.; Voight, Eric; Wang, Xeuqing; Yeung, Ming C.; (202 pag.)US2017/15675; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics