Month: August 2021

These common heterocyclic compound, 57267-03-5, name is Ethyl 2,2,2-triethoxyacetate, 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. name: Ethyl 2,2,2-triethoxyacetate

To a solution of 2M LDA in THF/hexane/ethylbenzene (4.3 ml, 8.60 mmol) in dry THF (5 ml) cooled to -78C under inert atmosphere was added methylpyrazine (0.40 g, 4.25 mmol). The RM was stirred for 15 min then ethyl 2,2,2-triethoxyacetate (1.03 ml, 4.68 mmol) was added. The solution was allowed to warm to RT and stirred for 16 h. The RM was poured into 1M HC1 and stirred for 1 h. The mixture was neutralized with NaHC03 solution and extracted three times with DCM. The combined organics were washed with brine, dried over Na2S04, filtered and evaporated. The crude was purified by FCC (0 – 90 % EtOAc in DCM) to give the title compound as an orange solid. Y = 87 %. NMR (300 MHz, chloroform-) delta 13.01 (s, 1H), 8.60 (d, J= 2 Hz, 1H), 8.49 (d, J= 3 Hz, 1H), 8.45 – 8.41 (m, 1H), 6.66 (s, 1H), 4.40 (q, J= 7 Hz, 2H), 1.42 (t, J= 7 Hz, 3H)

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

Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 6091-64-1, 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. 6091-64-1, name is Ethyl 2-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

2-bromobenzoicacid ethyl ester 22 (1.5g, 6.6mmol) was dissolved in 15mL of ethanol, then under ice-cooling was slowly added dropwise with hydrazine hydrate (1.3g, 26mmol), after the addition was complete, it was stirred at room temperature for 15min, then heated under reflux for 10h. After completion of the reaction, ethanol was removed by rotary evaporation, poured into water, extracted with ethyl acetate, the organic phase was dried and concentrated to give the desired product 23 (1.2g, 86%), without purification into the next step.

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

Reference:
Patent; Jiangshu Alpha Biopharmaceuticals, Inc.; Jiangnan University; Nanjing Drum Tower Hospital; Feng, Bainian; Yang, Guijun; Tang, Chunlei; Wang, Guping; Jie, Desheng; (36 pag.)CN105481765; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 116419-94-4, 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. 116419-94-4, name is Methyl 4-methyl-3-(trifluoromethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 4-(bromomethyl)-3-(trifluoromethyl) benzoic acid: Methyl 4-methyl-3-(trifluoromethyl)benzoate (4.0 g, 18.3 mmol) in CCL, (40 mL) with NBS (3.9 g, 22 mmol) and benzoylperoxide with 25% of water (0.55 g, 1.7 mmol) were stirred and heated to reflux for 6 h. Solvent was evaporated, a water solution of K2CO3 was added and product is extracted with EtOAc to obtain a pale yellow solid (7.64 g, 25.7 mmol). Yield = 140% (crude).

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

Reference:
Patent; ORIBASE PHARMA; CHEVE, Gwenael; DAYDE-CAZALS, Benedicte; FAUVEL, Benedicte; BORIES, Cedric; YASRI, Abdelaziz; WO2014/102377; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 108928-00-3, name is Ethyl 2,4-difluorobenzoate, 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 108928-00-3, SDS of cas: 108928-00-3

a) step1 : rac-tert-butyl4-(4-(ethoxycarbonyl)-3-fluorophenyl)-2-methylpiperazine-1-carboxylate A solution of ethyl2,4-difluorobenzoate (200 mg, 1.07 mmol) and 2-methylpiperazine (538 mg,5.37 mmol) in DMA (2 ml) was heated to 100C in a microwave reactor for 15 minutes.Ethyl acetate and water was added. The layers were separated and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried over sodium sulfate,filtered and evaporated. A solution of this crude material and triethylamine (131 mg, 180 f..Ll, 1.29mmol) in dichloromethane (2.00 ml) was cooled to 0C. Di-tert-butyl dicarbonate (352 mg, 1.61mmol) in dichloromethane (0.5 ml) was added dropwise. The mixture was stirred at roomtemperature overnight. Water was added. The layers were separated. The aqueous layer was extracted twice with dichloromethane. The combined organic layers were dried oversodiumsulfate, filtered and evaporated. The crude product was purified with flash columnchromatography on silica gel (Eluent: Heptane/ethyl acetate 0 to 20) to provide 155 mg (34 %)of the title compound as a light yellow oil.

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 2,4-difluorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; PTC THERAPEUTICS INC.; DAKKA, Amal; GREEN, Luke; KARP, Gary; NARASIMHAN, Jana; NARYSHKIN, Nikolai; PINARD, Emmanuel; QI, Hongyan; RATNI, Hasane; RISHER, Nicole; WEETALL, Marla; WOLL, Matthew; WO2014/209841; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 13195-64-7,Some common heterocyclic compound, 13195-64-7, name is Diisopropyl malonate, molecular formula is C9H16O4, 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.

(1) using 830 mmol of sodium hydride as a catalyst,200 mmol of diisopropyl malonate and 440 mmol of propargyl bromide were added to 210 mL of anhydrous acetonitrile in an ice water bath.Stir the reaction for 8 hours.The product is washed with water,Extract with ethyl acetate and spin dry under reduced pressure.Obtaining a yellow-brown solid product,That is, compound a-1

The synthetic route of 13195-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Normal University; Yao Liangliang; Liu Baohua; Yue Hao; Han Mengyao; Hu Yimin; (15 pag.)CN110256253; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 2216-92-4,Some common heterocyclic compound, 2216-92-4, name is N-Phenylglycine Ethyl Ester, molecular formula is C10H13NO2, 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.

Prepared according to Example 2 steps 2 and 3 except with ethyl N- phenylglycinate instead of ethyl [N-PHENYLALANINATE.] Title compound was obtained as a yellow solid (74%). 1H NMR [(CDCI3)] [5] 7.46 (d, 2H), 6.64 (d, 2H), 4.12 (q, 2H), 4.01 (s, 2H), 3.30 (s, 3H), 1.17 (t, 3H). [ANAL. CALC.] for [C14H15NO3F6] : C, 46.80 ; H, 4.21 ; N, 3.90. Found: C, 47.78 ; H, 4.06 ; N, 3.86. HRMS [(MH+)] [CALC.] : 360.1047. Found: 360.1034.

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

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); 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. 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H12N2O2

Synthesis of (3R)-1-[1-methyl-2-(5-phenyl-1H-pyrazol-1-yl)-1H-1,3- benzodiazole-5-carbonyl]piperidin-3-amine hydrochloride, I-59, EOAI3426751 (EV- AO7894-001) Methyl 1-methyl-2-oxo-2,3-dihydro- 1H-1,3-benzodiazole-5-carboxylate (EV- AP4075-001)- Step 1 To a solution of methyl 3-amino-4-(methylamino)benzoate (EV-AN2487-001, synthesised as described in Scheme 1, 100 mg, 0.54 mmol) in anhydrous DCM (3 ml) was added 1,1′-carbonyldiimidazole (110 mg, 0.68 mmol). The mixture was stirred at room temperature for 16h. The precipitate was collected by vacuum filtration and washed with ice-cold diethyl ether (2×2 ml). The solid was air dried for 2h to obtain 82 mg (73%) of methyl 1-methyl-2-oxo-2,3- dihydro- 1H-1,3-benzodiazole-5-carboxylate (EV-AP4075-001) as a white powder. LCMS (method D): retention time 0.94min, M/z = 207 (M + 1).

According to the analysis of related databases, 66315-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PADLOCK THERAPEUTICS, INC.; DEVRAJ, Rajesh; KUMARAVEL, Gnanasambandam; ATTON, Holly; BEAUMONT, Edward; GADOULEAU, Elise; GLEAVE, Laura; KERRY, Philip Stephen; LECCI, Cristina; MENICONI, Mirco; MONCK, Nat; PALFREY, Jordan; PAPADOPOULOS, Kostas; TYE, Heather; WOODS, Philip A.; (158 pag.)WO2017/147102; (2017); 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. 10203-58-4, name is Diethyl isobutylmalonate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 10203-58-4

EXAMPLE 2 Preparation of 2-ethoxycarbonyl-4-methylvaleric acid A mixture of potassium hydroxide at 85% (3.6 g; 57.34 moles), water (10 ml) and ethanol (10 ml) was heated at 70 C. and hence ethyl 2-ethoxycarbonyl-4-methylvalerate (11.75 g; 54.34 mmoles), prepared as described in example 1, was therein added. After keeping the reaction mixture at reflux temperature for 2 hours, ethanol was evaporated and the resultant solution was washed with ethyl acetate and acidified with concentrated hydrochloric acid. After extracting with ethyl acetate, drying and evaporating the solvent at reduced pressure, 2-ethoxycarbonyl-4-methylvaleric acid (6.7 g; 65.5% yield) was obtained as a colorless oil. 1 H-NMR (200 MHz, CDCl3): delta (ppm): 0.90 (d, 6H); 1.25 (t, 3H); 1.60 (m, 1H); 1.79 (t, 2H); 3.44 (t, 1H); 4.19 (g, 2H).

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 10203-58-4.

Reference:
Patent; Zambon Group S.p.A.; US5739123; (1998); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

5445-17-0, name is Methyl 2-bromopropanoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of Methyl 2-bromopropanoate

To (E)-N-(2-cyclopropylphenyl)-2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzylidene)hydrazinecarbothioamide (100 mg, 0.191 mmol) and sodium acetate (63.0 mg, 0.765 mmol) in EtOH (4 mL) was added methyl 2-bromopropanoate (0.026 mL, 0.230 mmol). The reaction was heated to 60 C. overnight. The reaction was then heated to 85 C. for 72 hours. The reaction mixture was diluted with DCM and washed with water. The aqueous layer was extracted with DCM. The organic layers were poured through a phase separator and concentrated. Purification by flash column chromatography provided the title compound as a white solid (32.5 mg, 0.056 mmol, 30%): mp 112-115 C.; 1H NMR (400 MHz, CDCl3) delta 8.58 (s, 1H), 8.32 (s, 1H), 8.22 (d, J=8.3 Hz, 2H), 7.87-7.75 (m, 4H), 7.43-7.32 (m, 4H), 7.26-7.24 (m, 2H), 4.23 (q, J=7.3 Hz, 1H), 1.85-1.78 (m, 4H), 0.90-0.78 (m, 2H), 0.78-0.69 (m, 1H), 0.65-0.55 (m, 1H); ESIMS m/z 578 (M+H).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; BAUM, ERICH W.; Crouse, Gary D.; Dent, III, William Hunter; Sparks, Thomas C.; Creemer, Lawrence C.; US2013/203593; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, molecular formula is C9H16O3, 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. name: trans-Ethyl 4-hydroxycyclohexanecarboxylate

Chloro(1 ,1-dimethylethyl)dimethylsilane (1 15 g; 0.76 mol) was added in portions over 1 hour to a solution of commercially available ethyl 4-hydroxycyclohexanecarboxylate (118 g; 0.68 mol), imidazole (103 g; 1.52 mol) and dimethylformamide (400 ml.) stirred under an atmosphere of argon. A small exotherm was observed resulting in the reaction mixture temperature increasing to -40 0C. The mixture was stirred at room temperature overnight then poured into 10% citric acid solution (2 L) and extracted with diethyl ether (2 x 800 ml_). The ether extracts were washed with water, brine and then dried (Na2SC>4) and the solvent was removed to give the title compound as an oil (198.4 g) 1H NMR delta (CDCI3, 400 MHz): 0.01 (6H, m), 0.85 (9H, s), 1.2 (3H, m), 1.3-1.5 (2H, m), 1.6 (2H, m), 1.85-2 (3H, m), 2.15-2.3 (1 H, m) 3.5 (0.4H, m) 3.86 (1 H, m) 4.1 (1 H, m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3618-04-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/37294; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics