Author: Jessica.F

Adding a certain compound to certain chemical reactions, such as: 581065-95-4, name is tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, 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 581065-95-4, Recommanded Product: tert-Butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate

To a stirred solution of 4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)- picolinic acid (08) (200 mg, 0.44 mmol, 1.0 equiv) in DMF (5.0 mL, 25.0 vol. equiv), were added tert-butyl l-amino-3,6,9, 12-tetraoxapentadecan-15-oate (165 (171.0 mg, 0.53 mmol, 1.2 equiv), HATU (505 mg, 1.33 mmol, 3.0 equiv) and DIPEA (68.50 mg, 0.53 mmol, 1.20 equiv). The reaction mixture was stirred for 12 h at RT. Completion of the reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to afford the titled compound (16) (160 mg, 47.90%) as a brownish gum. MR (300 MHz, OMSO-d6) delta 9.23 (s, 1H), 9.02 (s, 1H), 8.75 (s, 1H), 8.52- 8.51 (d, 1H), 8.13-8.12 (d, 1H), 7.64-7.63 (d, 2H), 7.61 (s, 1H), 7.58 (s, 1H), 7.38-7.37 (d, 1H), 7.19-7.16 (m, 3H), 3.58-3.44 (m, 18H), 2.51-2.49 (t, 2H), 1.38 (s, 9H). MS (ES+): 755.0 (M+l); MS (ES-): 753.3 (M-l). HPLC: 97.56%.

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 1-amino-3,6,9,12-tetraoxapentadecan-15-oate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
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These common heterocyclic compound, 64123-77-9, name is Methyl 2-(3-fluorophenyl)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. Quality Control of Methyl 2-(3-fluorophenyl)acetate

General procedure: The oil was thendissolved in EtOH, and NH2NH2.H2O (3 eq) was added.The mixture was refluxed for 10 h. CH2Cl2 (30 mL) was thenadded and extracted with distilled H2O (3 × 20 mL). Theorganic phase was separated, dried on anhydrous Na2SO4,and evaporated under vacuum to afford correspondinghydrazide 7a in very good yield (white solid, 1.02g, 93%)

The synthetic route of Methyl 2-(3-fluorophenyl)acetate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vu, Vu Van; Nhung, Trinh Thi; Thanh, Nguyen Thi; Chinh, Luu Van; Tien, Vu Dinh; Thuy, Vu Thu; Thi Thao, Do; Nam, Nguyen Hai; Koeckritz, Angela; Vu, Tran Khac; Journal of Chemistry; vol. 2017; (2017);,
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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. 3196-15-4, name is Methyl 2-bromobutyrate, A new synthetic method of this compound is introduced below., COA of Formula: C5H9BrO2

Double-benzyl-isoquinoline (Formula in, X = Br) 6.85g, 2- bromo-7-bromo-butyrate weighed 4.50g wasdissolved in N, N- dimethyl Formamide 100mL, 500mL three-neck flask was added, mixed by stirring, cooled to-10 C, and the reaction was stirred 24h incubation After filtration, filtrate was washed with a small amount of5% hydrobromic acid and, the solvent was distilled off under reduced pressure to a volume of the liquid reducedto 1/4, crystallization at room temperature 8h, Filtered and the filtrate evaporated under reduced pressure to 50%of water, cooled to 5 C to crystallize overnight, filtered and the solid was dried at 60 C 4h, to give the lightThe product 5.20g yellow powder in a yield of 70.29%, a purity of 96.47% (HPLC).

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; Shandong Normal University; LIU, YUFA; ZHANG, MENG; MAO, FEIFEI; CHEN, DONGMEI; ZHANG, JINE; (22 pag.)CN103910740; (2016); B;,
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Synthetic Route of 5941-55-9,Some common heterocyclic compound, 5941-55-9, name is Ethyl (E)-3-Ethoxyacrylate, molecular formula is C7H12O3, 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 ethyl-(E)-3-ethoxyacrylate (21 mmol) and 2N NaOH (12 mL) was refluxed for 2 h. The solution was then evaporated to dryness. The residue was redissolved in toluene (7 mL), the solution stirred for 3 min and the solvent evaporated. This was repeated 5 times until water was removed from the solid which was used directly in the next step. S?um (E)-3- ethoxyacrylate (3.30 mmol) (20) was added to thionyl chloride (15.2 mmol) and the mixture was refluxed for 90 min. The solution was evaporated and the residue was dissolved in dry THF, 2 mL).4′-met’oxy-[1,1′-biphenyl]-2-amine (2.19 mmol) and pyridine (5.0 mmol) were added to the solution at 0 C. Resulting mixture was stirred for 18h at room temperature. Next, water/EtOAc was added to the solution and the aqueous phase was separated and washed with EtOAc. The organic phase was dried with Na2SO4, evaporated and the residue was purified on silica chromatography to give the sub-title product. Yield: 43%

The synthetic route of 5941-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YALE UNIVERSITY; JORGENSEN, William L.; DZIEDZIC, Pawel; CISNEROS, Jose; (240 pag.)WO2016/130968; (2016); A1;,
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Electric Literature of 150529-73-0,Some common heterocyclic compound, 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, molecular formula is C9H9BrO2, 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 121A (2.28 g, 10.0 mmol) and N-bromosuccinimide (1.96 g, 11.0 mmol) in carbon tetrachloride (20 mL) was deoxygenated with a flow of nitrogen for 5 min. 2,2′-Azobisisobutyronitrile (82 mg, 0.5 mmol) was added and the mixture was refluxed for 18 h. Hexanes was added to the cooled mixture, and the resulting solid was filtered and washed with hexanes. The filtrate was concentrated on a rotary evaporator and then chromatographed (silica gel, step gradient from 100% hexanes to 5% ethyl acetate in hexanes) to give 121B (1.3 g, 42%) as clear oil. LC-MS m/z: 309.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-(3-bromophenyl)acetate, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/3539; (2007); A1;,
Ester – Wikipedia,
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Electric Literature of 18469-52-8, These common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, 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-(aminomethyl)benzoate (50 g, 0.302 mol) and benzaldehyde (32 g, 0.302 mol) in EtOH (1 L) was refluxed for 5 h. After cooling to r.t, NaBH4 (11.5 g, 0.302 mol) was added portionwise. The reaction mixture was stirred at r.t. for 10 h. The solvent was removed under reduced pressure and the compound was purified by acid-base work up to give N-(4-methoxycarbonylbenzyl)benzylamine (25 g, 33%).

Statistics shows that Methyl 4-(aminomethyl)benzoate is playing an increasingly important role. we look forward to future research findings about 18469-52-8.

Reference:
Patent; ARES TRADING S.A.; US2008/51397; (2008); A1;,
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Synthetic Route of 609-12-1,Some common heterocyclic compound, 609-12-1, name is Ethyl 2-bromo-3-methylbutanoate, molecular formula is C7H13BrO2, 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.

in room temperature,2-(2-Methyl-1,3-dioxolan-2-yl)ethan-1-amine (Compound 2) (28.86 g, 220 mmol) was first dissolved in acetonitrile.The above solution was then added to 3-bromo-4-ethoxy-4-methyl-4-oxobutan-1-yl hydrazone with stirring.(Compound 1) (41.61 g, 200 mmol) and triethylamine (42 mL, 302 mmol) EtOAc.The resulting mixture was stirred at room temperature overnight.Pour into 500 mL of ether.The resulting suspension was extracted with 300 mL of water.It was extracted twice with 300 mL of 2 mol/L hydrochloric acid.The combined extracts were basified by the addition of a 25% aqueous sodium hydroxide solution and extracted twice with 500 mL x 2 ethyl acetate.The extracts were combined and washed successively with water and saturated brine.It was dried over anhydrous magnesium sulfate. After removing the desiccant by filtration,Solvent volatilization,45.54 g of yellow (2-(2-methyl-1,3-dioxolan-2-yl)ethyl)proline ethyl ester were obtained(Compound 3),The yield was 87.8%.

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

Reference:
Patent; Li Huaxu; (9 pag.)CN108164517; (2018); A;,
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Electric Literature of 25542-62-5, These common heterocyclic compound, 25542-62-5, name is Ethyl 6-bromohexanoate, 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.

In a 50-mL round bottom flask, a stuffed solution of substituted 5-bromo-2-hydroxybenzaldehyde(5.0 g, 24.8 mmol) in DMF (30 mL), was treated with potassium carbonate (10.26g, 74.4 mmol) and ethyl 6-bromohexanoate (6.6g, 29.8 mmol) at rt under nitrogen atmosphere. The reaction mixture was heated at 90C for 4 h. Upon completion of the reaction (TLC) the reaction mixture was cooled to rt, diluted with cold water and extracted ethyl acetate (250 mL x 2). The combined organic extract was washed with brine and dried over anhydrous Na2SO4. The solution was concentrated under reduced pressure to give the titlecompound (7.97 g, 94%) as yellow oil. LCMS (m/z): 343.2 (M+1).

Statistics shows that Ethyl 6-bromohexanoate is playing an increasingly important role. we look forward to future research findings about 25542-62-5.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; EVANS, Ronald, M.; DOWNES, Michael; (258 pag.)WO2016/57322; (2016); A1;,
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Application of 57267-03-5,Some common heterocyclic compound, 57267-03-5, name is Ethyl 2,2,2-triethoxyacetate, molecular formula is C10H20O5, 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.

Ethyl 2,2,2-triethoxyacetate (221.9 mg, 1.02 mmol) was added dropwise to a solution of (s)-tert-butyl (1 -((2?,3 ?-diamino-3 -(N,N-bis(4-methoxybenzyl)sulfamoyl)-2-(2-(4- methoxybenzyl)-2H-tetrazol-5 -yl)-[ 1,1 ?-biphenyl] -4-yl)sulfonyl)propan-2-yl)carbamate (300 mg, 0.328 mmol) in EtOH (5 ml) at 0C. The mixture was evacuated and backfilled with nitrogen 3 timesand stirred at 80C for l6hr. The reaction progress was monitored by LCMS. When the reaction was completed, it was concentrated under vacuum. The residue was applied on a silica gel column with EA/PE(1/1) to give the title compound as a solid.: LCMS (ESI) calc?d for C49H54N801152 [M + H]: 995, found 995.

The synthetic route of 57267-03-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, Frank; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; SCOTT, Jack D.; TANG, Haiqun; ZHAO, Zhiqiang; HUANG, Yuhua; HUNTER, David; YANG, Dexi; ZHANG, Zhibo; FU, Jianmin; BAI, Yunfeng; ZHENG, Zhixiang; ZHANG, Xu; YOUNG, Katherine; XIAO, Li; (580 pag.)WO2016/206101; (2016); A1;,
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Synthetic Route of 383-62-0, The chemical industry reduces the impact on the environment during synthesis 383-62-0, name is Ethyl 2-chloro-2,2-difluoroacetate, I believe this compound will play a more active role in future production and life.

EXAMPLE 12 2,3′-Dichloro-2,2-difluoroacetophenone A solution of 25 g of 3-bromochlorobenzene in 100 ml ether was added to a solution of 15.1 g of tetramethylenediamine, 52.4 ml of a 2.5M solution of n-butyllithium in hexane and 75 ml ether at -78 C. under nitrogen. After 1 hour, a solution of 31.0 g of ethyl chlorodifluoroacetate in 150 ml ether was added. After warming to room temperature, the reaction was poured into excess ammonium chloride solution and extracted with ether. The extracts were dried (Na2 SO4) and evaporated. The residue was distilled (0.1 mm Hg) to give 14.7 g of an oil which was used directly.

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 2-chloro-2,2-difluoroacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoechst-Roussel Pharmaceuticals Inc.; US5006563; (1991); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics