Esters-buliding-blocks

154825-97-5, 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. 154825-97-5, name is Methyl 2-(4-bromophenyl)-2,2-dimethylacetate, A new synthetic method of this compound is introduced below.

Example 72C; methyl 2-{4-[(7-amino-5-methyl[l,2,4]triazolo[l,5-alpha]pyrimidin-6-yl)ethynyl]phenyl}-2- methylpropanoate A mixture of Example 72B (17 mg, 0.1 mmol), methyl 2-(4-bromophenyl)-2- methylpropanoate (38 mg, 0.15 mmol), bis(triphenylphosphine)palladium(II) dichloride (3.5 mg, 0.005 mmol), CuI (1 mg, 0.005 mmol), and triethylamine (28 muL, 0.2 mmol) in acetonitrile (500 muL) was heated at 95 0C under nitrogen for 1 h. The resulting mixture was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried over MgSO4, filtered, and concentrated in vacuuo. The residue was purified by flash chromatograph on silica gel (eluting with ethyl acetate) to provide the title compound as a white solid (16 mg, 45% yield). 1H NMR (300 MHz, DMSO-J6) delta 8.44 (s, 3 H), 7.64 (d, J = 8.48 Hz, 2 H), 7.36 (d, J= 8.48 Hz, 2 H), 3.61 (s, 3 H), 2.60 (s, 3 H), 1.52 (s, 6 H). MS (ESI) m/z 350 (M+H)+.

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; ABBOTT LABORATORIES; WO2008/134690; (2008); A1;,
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A common heterocyclic compound, 6933-47-7, name is Methyl 4-amino-2-methylbenzoate, molecular formula is C9H11NO2, 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. 6933-47-7.

General procedure: Step (viii): Methyl 4-(3-chloro-4-ethoxy-5-isopropoxybenzamido)-2-methylbenzoate. A suspension of 217 3-chloro-4-ethoxy 5-isopropoxybenzoic acid (48: R2=iPr, R3=Et) (2.82g, 10.9mmol) and 145 methyl 4-amino-2-methylbenzoate (38: R1=Me) (2.16g, 13.1mmol) in 45 ethyl acetate (33mL) was treated with 46 triethylamine (4.56mL, 32.7mmol) followed by 44 T3P (50wt% in ethyl acetate) (17.34mL, 27.3mmol) and the mixture was heated at 60C for 4h and allowed to cool to room temperature for 16h. The reaction mixture was stirred vigorously with an aqueous solution of 218 sodium hydrogencarbonate (50mL) for 10min and separated. The aqueous layer was extracted with dichloromethane (3¡Á100mL) and the combined organic phases were dried (magnesium sulfate), filtered concentrated in vacuo and the residue purified by silica gel chromatography (40g, 0:50:50 to 20:40:40 ethyl acetate:120 dichloromethane:isohexane) to produce 219 methyl 4-(3-chloro-4-ethoxy-5-isopropoxybenzamido)-2-methylbenzoate as a beige solid (3.24g, 70% yield).

The synthetic route of Methyl 4-amino-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Clarke, Earl; Jarvis, Christopher I.; Goncalves, Maria B.; Kalindjian, S. Barret; Adams, David R.; Brown, Jane T.; Shiers, Jason J.; Taddei, David M.A.; Ravier, Elodie; Barlow, Stephanie; Miller, Iain; Smith, Vanessa; Borthwick, Alan D.; Corcoran, Jonathan P.T.; Bioorganic and Medicinal Chemistry; vol. 26; 4; (2018); p. 798 – 814;,
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Adding a certain compound to certain chemical reactions, such as: 24398-88-7, name is Ethyl 3-bromobenzoate, 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 24398-88-7, 24398-88-7

Preparation of ethyl-3-isopropylthiobenzoate [formula 6] A solution of palladium acetate (4.5 mg, 0.02 mmol) and Xantphos (12.7 mg, 0.022 mmol) in DMF (1 mL) was stirred for 5 minutes under a nitrogen atmosphere. To this solution was added ethyl 3-bromobenzoate (1 14.5 mg, 0.5 mmol) dissolved in 0.5 mL of DMF and then the reaction mixture was stirred for 10 minutes at room temperature. In(SPr’)3 (57 mg, 0.168 mmol) in DMF ( 1 mL) and diisopropylethyl amine (65 mg, 0.5 mmol) were added to this reaction mixture. The reaction mixture was stirred for 2 hours at 100 degrees Celsius. The solution was cooled to room temperature and then 1 mL of hydrochloric acid (5 % of aqueous solution) was added to stop the reaction. The crude product was extracted with diethyl ether (15 mL, 3 times) and sequentially washed with 10 mL of water, a saturated NaHCO3 (10 mL) solution and a saturated NaCl (20 mL) solution. The extracted organic compound was dried over anhydrous MgSO4 and then filtered. After evaporation of solvents, the crude product was purified by column chromatography to give ethyl-3-isopropylthio benzoate (102 mg, 91 %) (formula 6).1H-NMR (400 MHz, CDCl3, 25 degrees Celsius) delta 8.06(s, IH), 7.89(d, J=7.8Hz, IH), 7.56(d, J=7.8Hz, IH), 7.36(t, J=7.8Hz, IH), 4.38(q, J=7.1Hz, 2H), 3.44(sep, J=6.7Hz, IH), 1.40(t, J =7. IHz, 3H), 1.31(d, J =6.7Hz, 6H).

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, Ethyl 3-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; WO2009/69888; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

4897-84-1, A common compound: 4897-84-1, name is Methyl 4-bromobutanoate, 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.

To a solution of Lambda/-[4-(7-Hydroxy-6-methoxy-quinolin-4-yloxy)-phenyl]-benzamide (170mg, 0.44mmol) in anhydrous DMF (15ml) was added potassium carbonate (121 mg, O.deltadeltammol, 2eq) and methyl-4-bromobutyrate (83mul, 0.66mmol, 1.5eq). The reaction was stirred at room temperature for 48 hours. The DMF was removed under reduced pressure and ethyl acetate was added to the crude residue, washing with water. The ethyl acetate layer was dried over magnesium sulphate and evaporated under reduced pressure. The crude product was isolated as a yellow oil (220mg, >100percent) and was taken forward without further purification. LCMS (254 nm), m/z 487.2 [M+H]+. 1H NMR (300 MHz, CDCI3), delta: 8.32 (1 H, d, J=5.3Hz), 7.90- 7.84 (1 H, m), 7.75 (2H, dd, J=8.2, 1.4Hz), 7.65-7.58 (2H, m), 7.46-7.32 (3H, m), 7.11 (1 H, s), 7.08-7.02 (2H, m), 6.33 (1 H, d, J=5.3Hz), 4.08 (2H, t, J=6.2Hz), 3.87 (3H, s), 3.55 (3H, s), 2.45 (2H1 1, J=7.3Hz), 2.17-2.06 (2H, m).

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

Reference:
Patent; CHROMA THERAPEUTICS LTD; WO2006/117570; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 10601-80-6, name is Ethyl 3,3-diethoxypropionate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 10601-80-6

General procedure: A mixture of montmorillonite K-10 (75 mg), an appropriate aniline 1 (150 mg, 1.2 mmol), ethyl-3,3-diethoxypropionate (3) (579 mg, 3 mmol) and an aldehyde (166 mg, 1.34 mmol) in pure water (7.5 mL) was stirred at 90 C for the time mentioned in Table 2. After completion of the reaction (indicated by TLC), the mixture was cooled to room temperature and filtered. The filtrate was extracted with EtOAc (3 ¡Á 5 mL). The organic layers were collected, combined, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using ethyl acetate-hexane to give the desired product.

The synthetic route of 10601-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Reddy, T. Ram; Reddy, G. Rajeshwar; Reddy, L. Srinivasula; Meda, Chandana Lakshmi T.; Parsa, Kishore V.L.; Kumar, K. Shiva; Lingappa; Pal, Manojit; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 395 – 404;,
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581065-95-4, 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. 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, A new synthetic method of this compound is introduced below.

118 mg (566 mumol) of N-[(benzyloxy)carbonyl]glycine were initially charged in 5.0 ml of DMF, 200 mg (622 mumol) of tert-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 130 mg (849 mumol) of 1-hydroxy-1H-benzotriazole hydrate and 130 mg (679 mumol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added and the mixture was stirred at RT for 1 h. Ethyl acetate was added and the mixture was extracted twice with 5% citric acid solution and with saturated sodium hydrogencarbonate solution. The organic phase was washed twice with saturated sodium chloride solution and dried over magnesium sulphate. The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 274 mg (95% of theory) of tert-butyl 1-({N-[(benzyloxy)carbonyl]glycyl}amino)-3,6,9,12-tetraoxapentadecan-15-oate. LC-MS (Method 12): Rt=1.69 min; MS (ESIpos): m/z=513 (M+H)+.

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; BAYER PHARMA AKTIENGESELLSCHAFT; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; MARX, Leo; JOHANNES, Sarah Anna Liesa; STELTE-LUDWIG, Beatrix; DIETZ, Lisa; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (481 pag.)US2019/77752; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

105-53-3, A common compound: 105-53-3, name is Diethyl malonate, 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.

EXAMPLE 28 The following experiment demonstrates the in situ preparation of the onium compound in the process. In a reaction flask were added 137.5 g (1.1 mol) trans 1,4-dichlorobutene-2, 160.0 g (1.0 mol) diethyl malonate, 600 cc methylene chloride and 6.8 g (5 mol % based on diethyl malonate) N,N-dimethylbenzylamine. The mixture was stirred at ambient temperature for 20 minutes and 124.8 g (2.0 mol) flaked 90% potassium hydroxide then added in small portions over a one-hour period while maintaining the reaction temperature at 25 C. with external cooling. The reaction was then stirred at ambient temperature for four hours. Diethyl 2-vinylcyclopropane-1,1-dicarboxylate (126.6 g; 59.8% yield) was obtained.

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, Diethyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Emery Industries, Inc.; US4252739; (1981); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

18595-18-1, The chemical industry reduces the impact on the environment during synthesis 18595-18-1, name is Methyl 3-amino-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

j00646j A solution of methyl 3-amino-4-methylbenzoate (25 g, 151 mmol) in ethanol (62 mL) was charged with 70% conc. HNO3 (9.5 g, 151 mmol) and solution of cyanamide (9.5 g, 227 mmol) in water (25 mL) at room temperature. The resulting solution was heated to 90Cfor 16 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (100 mL) and stirred for 30 mm. The solid precipitated out was filtered, washed with ethyl acetate:diethyl ether and dried to give 28.6 g, 70% yield of the title compound as yellow solid. ?H NMR (400 MHz, DMSO-d6): oe = 9.33 (br. s, 1 H), 7.87 (dd, J= 7.94, 1.32 Hz, 1 H), 7.75 (d, J = 1.32 Hz, 1 H), 7.51 (d, J= 8.38 Hz, 1 H), 7.30 (s, 4 H), 3.86 (s, 3 H), 2.28 (s, 3 H); MS (ESj:m/z = 208.15 [M+H], 249 [M+ACN] LCMS: tR = 0.71, 0.79 mm.

The chemical industry reduces the impact on the environment during synthesis Methyl 3-amino-4-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
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Ester – an overview | ScienceDirect Topics

35180-01-9, Adding a certain compound to certain chemical reactions, such as: 35180-01-9, name is Chloromethyl isopropyl 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 35180-01-9.

41.4 g of Tenofovir monohydrate (commercially available or prepared as disclosed in CN1264387A) was added to 164 g of N-methylpyrrolidone at 20~25 C.,Then added under stirring triethylamine 40g, 20 ~ 25 C under stirring for 0.5 hours,Chloromethyl isopropyl carbonate was added 100g, warmed to 55-65 C incubated for 5 hours;Stop heating, cooling to 20 ~ 30 C, adding ethyl acetate 320g, purified water 180g,0 ~ 5 C under stirring after the separation, the lower layer and then 110g of ethyl acetate at 0 ~ 5 C under extraction,Combined ethyl acetate layer, purified water 0 ~ 5 C washed twice, each 320g,30 ~ 35 C concentrated ethyl acetate; cyclohexane was added to the concentrate 150mL,20 ~ 25 C under stirring for 10 hours, filtered, cyclohexane 20mL rinse,Tenofovir disoproxil, white solid.

According to the analysis of related databases, 35180-01-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Pan Xusong; Xiao Ning; Wang Yong; Xiang Zhixiang; Lu Chongyu; Jia Xiaoman; Luo Jie; Zheng Wei; (74 pag.)CN103626803; (2017); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

816-27-3, These common heterocyclic compound, 816-27-3, name is Ethyl 2-ethoxy-2-iminoacetate, 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 l-amino-3-[tert-butyl(dimethyl)silyl]oxy-5-(cyclopropylmethyl)pyrrolidin-2-one (7.1 g, 24.96 mmol) and ethyl 2-ethoxy-2-imino-acetate (9.1 g, 62.4 mmol) in ethanol (150 mL) was stirred at 90 C for 12 h and concentrated under reduced pressure to afford crude (Z)-ethyl 2-amino-2-((3- ((tert-butyldimethylsilyl)oxy)-5-(cyclopropylmethyl)-2-oxopyrrolidin-l-yl)imino) acetate (9.2 g, 96%) as yellow oil. LC-MS RT = 0.783 min, m/z = 384.3 [M+H]+. LCMS (5 to 95%o acetonitrile in water + 0.03%o trifluoacetic acid over 1.5 mins) retention time 0.783 min, ESI+ found [M+H] = 384.3.

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 816-27-3.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
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