Esters-buliding-blocks

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. 369-25-5, name is Methyl 3,4-difluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6F2O2

[0620] tert-Butyl 4-(2-fluoro-4-(methoxycarbonyl)phenyl)piperazine-l-carboxylate (301): Potassium carbonate (5.56 g, 40.3 mmol) and tert-bvXy piperazine-1-carboxylate (6.92 g, 37.2 mmol) were combined; methyl 3,4-difluorobenzoate (5.33 g, 31.0 mmol) was added, and the reaction mixture was stirred at 900C for 1 d. The mixture was triturated with ethyl acetate (3 x 5 mL) and the combined organic extracts were filtered, concentrated down to about 5-10 mL, and subjected to flash column chromatography on silica gel (120 g SiO2, hexanes:ethyl acetate 1 :0 to 4:1) to afford the title compound as a white solid (4.702 g, 13.90 mmol, 44.9 % yield). ESI-MS: m/z 339 (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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; GANGLOFF, Anthony, R.; JENNINGS, Andrew, John; VU, Phong, H.; WO2010/111626; (2010); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 6279-86-3 as follows. Quality Control of Triethyl methanetricarboxylate

5-ethyl-6-{4-[(3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrol-5(lH)-yl]phenyl}-4-hydroxy-2- oxo-l,2-dihydropyridine-3-carboxylic acid hydrochloride (1:1) (Cpd 246)Step 1:A solution of l-(4-chlorophenyl)butan-l-one (5.00 g, 27.37 mmol) and t-butyl amine(11.60 mL, 109.90 mmol) in DCM (30 mL) was cooled to 0 C. A solution of TiCl4 (1MDCM, 18.00 mL, 18.00 mmol) was added dropwise via syringe pump over 30 min. The reaction mixture was allowed to warm to room temperature and stirred overnight. The mixture was diluted with DCM (200 mL) and then the reaction was quenched with aHC03 (aqueous saturated, 60 mL). After vigorous shaking, the organic phase was separated using a PTFE phase separator, then dried over Na2S04. The solvent was removed to afford a colorless oil (5.30 g, 81), which was used directly in the next step without furtherpurification.The oil (2.14 g, 8.99 mmol) and triethylmethane tricarboxylate (2.20 mL, 10.46 mmol) in diglyme (9 mL) were heated at 160 C for 2 h. After the mixture was cooled to room temperature, a white solid was collected by filtration and washed with Et20. The resulting product (1.54 g, 53%) was obtained as a colorless crystalline material.XH NMR (500 MHz, DMSO-i?) delta ppm 0.95 (t, J=7.4 Hz, 3H) 1.30 (t, J=7.1 Hz, 3H) 2.18 (d, J=7.4 Hz, 2H) 4.34 (q, J=7.1 Hz, 2H) 7.44 (d, J=8.2 Hz, 2H) 7.57 (d, J=8.2 Hz, 2H) 11.43 (br. s., 1H) 13.57 (s, 1H). LC-MS 322.2/324.2 [M+H]+, RT 1.30 min.

According to the analysis of related databases, 6279-86-3, 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; WO2013/33240; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 107317-58-8, name is Methyl 4-bromo-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Product Details of 107317-58-8

To a mixture of methyl 4-bromo-3-(trifluoromethyl)benzoate (1.00 g, 3.53 mmol), bis(pinacolato)diboron (1.79 g, 7.06 mmol), and KOAc (1.04 g, 10.6 mmol) in DMSO (15 mL) was added Pd(PPh3)4 (816 mg, 0.706 mmol) under N2 atmosphere. Then the mixture was heated to 120C for 3 hours. The reaction mixture was cooled followed by an aqueous/EtOAc workup to give the crude product (2.3 g) as a yellow oil.

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; N30 PHARMACEUTICALS, LLC; SUN, Xicheng; QIU, Jian; STOUT, Adam; WO2012/83165; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 23680-40-2, name is Methyl 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. Recommanded Product: Methyl 3-bromopropiolate

Into a 50-mL round-bottom flask, was placed tert-butyl 1H-pyrrole-1-carboxylate (3) (14.4 g, 86.12 mmol, 3.00 equiv), methyl 3-bromoprop-2-ynoate (2) (4.7 g, 28.84 mmol, 1.00 equiv). The resulting solution was stirred for 20 h at 90 C. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:30?1:15) as eluent to furnish 2.89 g (30%) of 7-tert-butyl 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (4) as a yellow oil.

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

Reference:
Patent; YEE, Calvin W.; Li, Zhe; US2015/141465; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 454-31-9, 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. 454-31-9, name is Ethyl 2,2-difluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 16 (3.2 g, 0.0123 mol) was stirred in toluene (150 mL) at 0C under N2. Potassium tert-butoxide (1.94 g, 17.3 mmol) was added at 0-5C, ethyldifluoroacetate (1.84 g, 0.0149 mol) was added dropwise at 0-5C. RM was stirred at RT for 2 hr. The RM was washed with 10% H2S04 in water and the OL was dried on MgS04, filtered and evaporated to yield intermediate 17 (4.16 g, 99%).

The synthetic route of Ethyl 2,2-difluoroacetate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; TRESADERN, Gary, John; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; VELTER, Adriana, Ingrid; JACOBY, Edgar; MACDONALD, Gregor, James; GIJSEN, Henricus, Jacobus, Maria; AHNAOU, Abdellah; DRINKENBURG, Wilhelmus, Helena, Ignatius, Maria; (216 pag.)WO2018/83098; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 7686-78-4, The chemical industry reduces the impact on the environment during synthesis 7686-78-4, name is Diethyl 2-vinylcyclopropane-1,1-dicarboxylate, I believe this compound will play a more active role in future production and life.

Preparation method: under an argon atmosphere, add 0.2 mmol of N-pyrimidine porphyrin compound, 0.36 mmol of ethylene cyclopropane compound to a 35 mL Shrek tube.0.008 mmol of [Cp*Rh(CH3CN)3](SbF6)2, 0.08 mmol of 1-adamantanic acid, 0.04 mmol of silver hexafluoroantimonate, methanol 0.5 mL, reacted at 90 C for 12 hours; after the reaction, using acetic acid Ethyl ester was rinsed, concentrated under reduced pressure, and then chromatographed on silica gel (200-300 mesh, eluent: ethyl acetate / petroleum ether gradient elution, ratio: 0/100 to 100/0). The yield was 81% and E/Z > 20:1.

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 2-vinylcyclopropane-1,1-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengzhou University; Zhu Xinju; Wang Qiuling; Zhi Changlei; Li Jing; Liu Shuang; Zhao Xuemei; Hao Xinqi; Song Maoping; (15 pag.)CN109180648; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1014645-87-4, The chemical industry reduces the impact on the environment during synthesis 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, I believe this compound will play a more active role in future production and life.

A suspension of 2-(3-(3-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenoxy)azetidin-1-yl)-5-chloronicotinic acid (D110) (150 mg, 0.306 mmol), 1-Hydroxybenzotriazole hydrate (47 mg, 0.306 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (88 mg, 0.46 mmol) in dimethylformamide (2 ml) was stirred 40 min at room temperature. A solution of methyl 4-(1-aminocyclopropyl)benzoate (D7) (68.9 mg, 0.306 mmol) and triethylamine (0.042 ml, 0.306 mmol) in dimethylformamide (2 ml) was added and the resulting mixture was stirred 40 min at room temperature. Water (2 ml) was added and the resulting precipitate was collected by filtration and purified by Biotage column (10g) eluting with a mixture dichloromethane/ethylacetate from 100/0 to 80/20. Collected fractions, after solvent evaporation, afforded tert-butyl 4-(3-((1-(5-chloro-3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)pyridin-2-yl)azetidin-3-yl)oxy)phenyl)piperazine-1-carboxylate (135 mg)

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-(1-aminocyclopropyl)benzoate hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Borriello, Manuela; Rovati, Lucio; Stasi, Luigi Piero; Buzzi, Benedetta; Colace, Fabrizio; US2013/261100; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 22223-49-0 as follows. HPLC of Formula: C9H11NO2

The mixture of pyridine-4-carboxylic acid (1.1199g; 9.0967mmol) dissolved in thionyl chloride (15mL; 206.7748mmol) were mixed and refluxed for 1-3h. Then the excess of thionyl chloride was distilled under vacuum and the aromatic amine methyl ester Ea (1.500g; 9.0816mmol) dissolved in CHCl3 (20mL; 249.6231mmol) was added. The mixture was heated and stirred under reflux for 3-6h. The amide (L2: yield ca. 50%; 1.2212g; 3.5627mmol) was precipitated as yellow crystals after washing the dark yellow oil with diethyl ether and recrystallization with the mixture of acetone and methanol (m.p. 180C). Anal. Calc. for (C15H15N2O3)Cl(H2O)2: C, 52.56; H, 5.59; N, 8.17. Found: C, 52.39; H, 6.30; N, 8.16. FT-IR (KBr): 3435cm-1 nu(O-H), 3218cm-1 nu(N-H), 3056, 2924, 2852cm-1 nu(C-H), 1730 and 1640cm-1 nu(C=O), 1603-1441cm-1 nu(ringC=C), 1317-1088cm-1 nu(C-O) and nu(C-N) overlapped, 803/750cm-1 delta(ringC=C)oop. 1H NMR (403MHz, d-DMSO, ppm) delta: 10.71 (s, 1H) – 9, 9.04 (dd, J=4.98, 1.52Hz, 2H) – 2/4, 8.28 (dd, J=4.96, 1.54Hz, 2H) -1/5, 7.71 (m, 1H) – 14, 7.57 (ddd, J=7.64, 1.53, 0.72Hz, 1H) – 12, 7.38 (t, 1H) – 13, 4.41 (s, 12H N+-H protone – fast chemical exchange with water molecules) – 3, 3.72 (s, 3H) – 20, 2.30 (s, 3H) -16. 13C NMR (151MHz, d-DMSO, ppm) delta: 166.32-17, 162.88-7, 146.52-2/4, 145.42-6, 136.54-11, 134.61-10, 134.33-12, 128.25-15, 127.95-14, 126.95-13, 123.44-1/5, 52.10-20, 17.86-16.

According to the analysis of related databases, 22223-49-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kwiatek, Dorota; Kubicki, Maciej; Barczy?ski, Piotr; Lis, Stefan; Hnatejko, Zbigniew; Journal of Molecular Structure; vol. 1145; (2017); p. 86 – 93;,
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. 5326-50-1, name is Ethyl 2-(1-hydroxycyclohexyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H18O3

Reference Example 62; [1-(Benzoylamino)cyclohexyl]acetic acid; To a mixture of ethyl (1-hydroxycyclohexyl)acetate (17.1 g, 92.1 mmol) and benzonitrile (9.5 ml, 92.1 mmol) was added conc. sulfuric acid (50 ml) at 0C, and the mixture was stirred at room temperature for 12 hrs. Water (200 ml) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution, and then with saturated brine and dried over anhydrous MgS04. After concentration under reduced pressure, ethanol (50 ml) and 50% aqueous potassium hydroxide solution (10 ml) were added to the residue, and the mixture was heated under reflux for 6 hrs. Water (400 ml) was added to the reaction mixture, and the mixture was washed with diethyl ether. The aqueous layer was acidified (pH 2) with 5N hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The obtained solid was recrystallized from ethanol-toluene to give the title compound (18.1 g, 75%) as colorless crystals. ?H-NMR (CDCl3) No.:1.14-1.62 (8H, m) , 2.25-2.43 (2H, m) , 2.74 (2H, s), 3.32 (lH, s), 7.36-7.57 (3H, m), 7.73-7.80 (2H, m), 11.93 (lH, s). LC/MS (ESI) m/z: 262 (MH(at)).

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 5326-50-1.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/105802; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 18595-12-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 18595-12-5 name is Methyl 5-amino-2-methylbenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of THF (5 mL) containing compound 3 (350 mg, 1.03 mmol) were added sequentially, HOBT (224 mg,1.6 mmol), EDC.HCl (306 mg, 1.6 mmol), TEA (0.28 mL, 2.0 mmol) and methyl 5-amino-2-methylbenzoate (3a) (198 mg, 1.2 mmol). The resulting mixture was stirred at room temperature for 12 h. The reaction mixture was diluted with dichloromethane (10 mL) followed by water (15 mL), the organic layer was separated, washed with water (2 ¡Á 15 mL) followed by brine solution to obtain the crude compound 4. The crude compound was purified by column chromatography using 60-120 silica gel and eluted with 30 % EtOAc/hexane to afford compound 4. Pale white solid; Yield: 280 mg, 66 %; m.p.: 160-162 C; IR (neat, numax): 3431, 2925, 2858, 1620,1442, 1255, 1219, 1170, 1079, 954; 1H NMR: (CDCl3, 400 MHz): delta 7.96 (br.s, 1H-NH), 7.66 (d, J = 6.4 Hz, 1H), 7.46 (t, J = 7.2 Hz, 1H), 7.34 (d, J = 7.6Hz, 1H), 7.22 – 7.33 (d, 4 H),4.68 (br.p, 1H), 3.90 (s, 3H), 3.8(t,1H),3.06 (br.t, 2H) 2.55 (s,3 H)2.47(q, 1H) 1.87-2.03 (m, 4 H). ESI MS: m/z (rel. abund.%): 465.37 (M+,100).

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

Reference:
Article; Reddy; Prasad; Venkataramana; Asian Journal of Chemistry; vol. 28; 1; (2016); p. 138 – 142;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics