Month: July 2021

These common heterocyclic compound, 206548-14-3, name is Methyl 2-amino-5-bromo-3-methylbenzoate, 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. Formula: C9H10BrNO2

To a 100 mE round-bottom flask, 0.1 mol of 2-amino-3-methyl 5-bromobenzoic acid methyl ester having the structural formula ofVIII-2, 100 mE of ethanol, 0.3 mol of N,N-diethyl ethylenediamine were added, heated to 78 C. and reacted for 4 hours, afier treatment 27.5 grams of N-diethylaminoethyl-2-amino-3-methyl-5-bromobenzamide having a structural formula of III-2 was obtained, and the yield was 84.2%;

The synthetic route of Methyl 2-amino-5-bromo-3-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHAOQING ZHENGE BIOLOGICAL TECHNOLOGY CO., LTD; Wang, Boli; Zhao, Yong; He, Daohang; Li, Weiwen; US2015/322037; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 42122-75-8, These common heterocyclic compound, 42122-75-8, name is Methyl 5-amino-2-chlorobenzoate, 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.

[1- [5-CHLORO-2- (BENZYLOXY)-PHENYL]-PENTANE-1,] 4-dione (160mg, 0. [5MMOL)] was treated with 5-amino-2-chloro-benzoic acid methyl ester [(100MG,] 0. [55MOL)] (Brown et al, WO0055120), and p-toluenesulfonic acid (-30mg) in toluene (4ml). The reaction mixture was then refluxed over 18hrs under nitrogen, evaporated down to an oil, dissolved in as little DCM as possible, and placed on a Water’s silica cartridge (10g) saturated with iso-hexane. The column was then eluted with iso-hexane [(-50ML)] followed by an Et2O/iso-hexane gradient mixture starting at 10% [ET20] to give the title compound (34mg, [7%).] ‘H NMR [(400MHZ,] [CDCI3)] 2.23 (3H, s), 3.8 (3H, s), 4.72 (2H, s), 6.12 [(1H,] d, J-3Hz), 6.28 (1H, d, J=3Hz), 6.58 (1H, d, J=9Hz), 6.94 (1H, dd, J=2,8Hz), 7.69-7. 05 (2H, m), 7.08 [(1H,] dd, J=2.8Hz), 7.22 (5H, m), 7.48 (1H, d, J=2Hz). LC/MS t=4.14 min, [MH+] 466/468/470.

Statistics shows that Methyl 5-amino-2-chlorobenzoate is playing an increasingly important role. we look forward to future research findings about 42122-75-8.

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/101959; (2003); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 609-08-5, 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 609-08-5 as follows.

General procedure: PhIO (550 mg, 2.5 mmol), Et3N·5HF (800 mg, 4 mmol), and DCE (1 mL)were placed in a Teflon test tube. After stirring at r.t. for 15 min, the appropriate malonic ester 1 (1 mmol) and DCE (1 mL) were added. The test tube was sealed with a septum rubber and heated at 70 C for 24 h with stirring. The reaction mixture was neutralized with aq NaHCO3 and the product was extracted with CH2Cl2 (3 × 10 mL). The combined organic layers were washed with brine (20 mL), dried (Na2SO4), and concentrated under reduced pressure. The product was purified by column chromatography on silica gel with hexane-CH2Cl2 as eluent.

According to the analysis of related databases, 609-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kitamura, Tsugio; Muta, Kensuke; Oyamada, Juzo; Synthesis; vol. 47; 20; (2015); p. 3241 – 3245;,
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. 369-26-6, name is Methyl 3-amino-4-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8FNO2

Step 2: Methyl 4-fluoro-3-(imidazo[1 ,2-a]pyridine-3-carboxamido)benzoateA solution of methyl 3-amino-4-fluorobenzoate (5 g, 29.6 mmol) in pyridine (200 ml) was treated with imidazo[1 ,2-a]pyridine-3-carbonyl chloride. HCI (step 1 )(6.43 g, 29.6 mmol) and the mixture was stirred at RT for 2 days. The mixture was poured into water (30 ml) and a small exotherm was observed. After cooling to RT, the resulting precipitate was filtered and dried in a vacuum oven to afford the title compound; LC-MS: Rt 0.81 mins; MS m/z 314.2 {M+H}+; Method 2minl_C_v0031 H NMR (400 MHz, DMSO-d6) delta 10.30 (1 H, s), 9.44 (1 H, d), 8.63 (1 H s), 8.34 (1 H, dd), 7.83 (1 H, m), 7.78 (1 H, d), 7.54 (1 H, m), 7.48 (1 H, m), 7.20 (1 H, t), 3.90 (3H, s)

According to the analysis of related databases, 369-26-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; IRM LLC; BRUCE, Ian; CHAMOIN, Sylvie; COLLINGWOOD, Stephen Paul; FURET, Pascal; FURMINGER, Vikki; LEWIS, Sarah; LOREN, Jon Christopher; MOLTENI, Valentina; SAUNDERS, Alex Michael; SHAW, Duncan; SVIRIDENKO, Lilya; THOMSON, Christopher; YEH, Vince; JANUS, Diana; WEST, Ryan; WO2013/30802; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 81474-46-6, These common heterocyclic compound, 81474-46-6, name is Methyl 4-bromo-7-methoxybenzo[d][1,3]dioxole-5-carboxylate, 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.

To a solution of 8 (14.4 g, 50.0 mmol) in THF (100.0 mL) at 0 C was added dropwise DIBALH (1.0 mol/L in hexane, 150.0 mL, 150.0 mmol). This mixture was stirred at 0 C for 30 min, then quenched by aq Rochelle salt (1 mol/L, 200 mL). It was evaporated in vacuo to remove the organic solvents, and water (100 mL) and CH2Cl2 (100 mL) was added to the residue. The organic layer was separated, and the water layer was extracted with CH2Cl2 (100 mL×2). The combined organic layer was washed with brine (150 mL×2), dried over anhydrous Na2SO4, filtered through a short silica gel pad and concentrated in vacuo to give 9 (13.0 g) as a white solid. Yield: 99%; mp 139-141 C; 1H NMR (300 MHz, CDCl3): delta 6.71 (s, 1H), 6.06 (s, 2H), 4.68 (d, 2H, J=6.24 Hz), 3.91 (s, 3H), 1.88 (t, 1H, J=6.24 Hz); 13C NMR (75 MHz, CDCl3): delta 147.0, 142.9, 135.0, 133.5, 108.4, 102.0, 93.3, 64.5, 56.7; IR (KBr) 3213, 2904, 1628, 1446, 1342, 1161, 1106, 1036, 699 cm-1; HRMS (ESI): calcd for C9H9BrO4Na [M+Na]+ 282.9576, found 282.9571.

The synthetic route of 81474-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ni, Jizhi; Xiao, Heping; Weng, Lipeng; Wei, Xiaofeng; Xu, Youjun; Tetrahedron; vol. 67; 29; (2011); p. 5162 – 5167;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 3618-04-0, 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 3618-04-0 as follows.

Chloro(1 ,1-dimethylethyl)dimethylsilane (115g; 0.76mol) was added in portions over 1 hour to a solution of ethyl 4-hydroxycyclohexanecarboxylate (118g; 0.68mol), imidazole(103g; 1.52mol) and dimethylformamide (400ml) stirred under an atmosphere of argon. A small exotherm was observed resulting in the reaction mixture temperature increasing to~40C. The mixture was stirred at room temperature overnight then poured into 10% citric acid solution (2L) and extracted with diethyl ether (2 x 800ml). The ether extracts were washed with water, brine and then dried (Na2SO4) and the solvent was removed to give the title compound as a oil (198.4g) 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).

According to the analysis of related databases, 3618-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/107565; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10259-22-0, name is Ethyl 3-methoxybenzoate, 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 10259-22-0, Recommanded Product: Ethyl 3-methoxybenzoate

b) The hydrazone from a) (3.55 g), was dissolved in tetrahydrofuran (80 ml) and cooled to 0 C. under nitrogen while a solution of n-butyl-lithium (28.8 ml of a 2.5M solution in hexane) was added. The mixture was stirred at 0 C. for 30 minutes and then ethyl 3-methoxybenzoate (2.16 g) was added and the mixture was stirred at 0 C. for 20 minutes. 3M Hydrochloric acid (80 ml) was added and the mixture was boiled under reflux for 1 hour. The organic layer was separated and the aqueous layer was neutralized with sodium bicarbonate and extracted with ether to give an oil which is purified by flash column chromatography using 30-40% ethyl acetate in petroleum ether, b.p. 60-80 C. as the mobile phase to give 3-(3-methoxyphenyl)-1,4-dihydroindeno[1,2-c]pyrazole, m.p. 172-174 C.

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

Reference:
Patent; BASF Aktiengesellschaft; US6451834; (2002); B1;,
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. 34846-90-7, name is Methyl 3-methoxyacrylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 3-methoxyacrylate

To 50 L of solvent N,N-dimethylformamide (DMF) was added 4.3 kg of sodium methoxide (base as a catalyst) at 0 °C.Stir for 0.5 h to disperse into a suspension.After heating to 25 ° C, add 10 kg of 3-methoxyacrylic acidMethyl ester,After stirring for 0.5 h, an intermediate state of trimethyl 6-methoxy-1,3,5-hexatriene-1,3,5-tricarboxylate is formed;

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; Hebei University of Science and Technology; Feng Xue; Xiao Yuan; Wu Xiaodong; Zhang Yue; Chen Aibing; (14 pag.)CN109320418; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 146307-51-9, name is trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate, 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. SDS of cas: 146307-51-9

Reference Example 2;: Trans-4-(2-oxopyrrolidin-1-yl)cyclohexanecarboxylic acid ; [] (1) Methyl trans-4-[(t-butoxycarbonyl)amino]-cyclohexanecarboxylate (234.0 g) obtained in Reference Example 1 is dissolved in dioxane (500 ml), and thereto is added 4 N hydrogen chloride/dioxane (500 ml), and the mixture is stirred at room temperature for 19 hours. The reaction solution is concentrated under reduced pressure, and the resulting residue is suspended in diethyl ether. The precipitates are collected by filtration to give methyl trans-4-aminocyclohexanecarboxylate hydrochloride (121.9 g). APCI-MS M/Z:158[M+H]+.;

The synthetic route of trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 4891-38-7,Some common heterocyclic compound, 4891-38-7, name is Methyl Phenylpropiolate, molecular formula is C10H8O2, 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 mixture of N-methylprop-2-yn-1-amine (1c, 1.5 mmol, 103.6 mg), dimethyl acetylenedicarboxylate (2a, 1.0 mmol, 142.1 mg), AgOAc (16.7mg, 0.1 mmol) and DBU (15 2mg, 1.0 mmol) in DMF (7 mL) in a thick-walled screw-capped Pyrex tube was stirred with a magnetic stirrer at 80 C for 2 h. After cooling to room temperature, the reaction mixture was diluted with saturated aq. NH4Cl (10 mL) and extracted with ethyl acetate (5×10.0 mL). The combined organic phrase was washed with brine (2×15.0 mL) and dried over anhydrous Na2SO4. After removal of solvent under reduced pressure, purification was performed by flash column chromatography on silica gel with petroleum ether/ethyl acetate (7:3) as eluent to afford 4ca in 84 % yield (177. 2mg, 0.84 mmol).

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

Reference:
Article; Nizami, Tauqir A.; Hua, Ruimao; Tetrahedron; vol. 73; 42; (2017); p. 6080 – 6084;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics