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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution of the corresponding methyl 4-aminobenzoate (1, 2.5 mmol) in 20 mL of DCM was added pyridine (600 mg, 7.5 mmol) and benzo[c][l,2,5]thiadiazole-4-sulfonyl chloride (585 mg, 2.5 mmol). The resulting mixture was stirred at 50C overnight. After removal of DCM, the residue was partitioned between water and EtOAc. The organic layer was washed with 2 N HC1, water and brine, dried over Na2S04 and concentrated to give crude product 2, which was confirmed by LCMS, and used in the next reaction without further purification

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; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); 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. 178747-79-0, name is Methyl 2-fluoro-6-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 178747-79-0

(b) 2-Fluoro-6-methoxybenzhydroxamic acid. The title compound (44%) was obtained from methyl 2-fluoro-6-methoxybenzoate and hydroxylamine hydrochloride by similar reactions and treatments as in Example 1(b). NMR spectrum(CDCl3 +MeOH-d4)deltappm: 3.92(3H,s), 6.75-6.86(2H,m), 7.35-7.45(1H,m).

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 178747-79-0.

Reference:
Patent; Sankyo Company, Limited; US5965591; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 623-47-2, 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 623-47-2 as follows.

Reaction Step 1.Synthesis of ethyl 3-bromopropiolate Silver nitrite (1.72 g, 10.2 mmol, 0.1 eq) was added to a solution of ethyl propiolate (10.00 g, 102 mmol, 1.0 eq) in acetone (200 mL) at room temperature. The resulting reaction mixture was stirred for 5 min, then NBS (20.0 g, 112 mmol, 1.1 eq) was added and the reaction mixture stirred for 2 h at room temperature. After completion of the reaction (monitored by TLC, 5% ethyl acetate-hexane Rf=0.55), the reaction mixture was filtered through a celite pad, washing with acetone. The filtrate was concentrated under reduced temperature (25-30 C.) to afford an oil.

According to the analysis of related databases, 623-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INNOV17 LLC; Gaweco, Anderson; Tilley, Jefferson; Blinn, James; US2015/252051; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 10602-03-6, 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. 10602-03-6 name is Ethyl 4-ethynylbenzoate, 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.

General procedure: To a solution of 2-halobenzamide (2.0 mmol, 1.0 equiv) in MeCN (13 mL) were added PdCl2(PPh3)2 (0.05 equiv), terminal alkyne (1.2 equiv.), and Et3N (3.0 equiv.). The resulting mixture was stirred at 80 C under argon. The progress of the reaction was monitored by TLC analysis to establish completion. After cooling to room temperature, the reaction was diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic phase was dried (anhydrous MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (Silica Gel, petroleum ether/ethyl acetate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-ethynylbenzoate, and friends who are interested can also refer to it.

Reference:
Article; Yao, Tuanli; Liang, Xiujuan; Guo, Zhen; Yang, Dong; Tetrahedron; vol. 75; 23; (2019); p. 3088 – 3100;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 110928-44-4, 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. 110928-44-4, name is trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 14 ( 17.26 g) in THF (450 ml_) stirred at 0 C was added triethylamine (39.4 ml284.5 mmol) followed by methanesulfonyl chloride (14.9 ml151.7 mmol). The mixture was stirred at 0 C for additional 10 min then the reaction mixture was stirred at room temperature for 2 h . The reaction mixture was filtered through a Celite (0,01-0,04 mm) bed that was then washed with fresh TH F; the resulting solution was evaporated under reduced pressure to give 15 as a yellow oil (30.95 g) that was employed in the following reaction without further purification. Quantitative yield . Analytical data : Mr: 250.30 (C10H 18O5S) and 13C-NMR and MS are compatible with the structure

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, trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRACCO IMAGING SPA; MAIOCCHI, Alessandro; VISIGALLI, Massimo; BELTRAMI, Lorena; SINI, Loredana; LATTUADA, Luciano; WO2013/135750; (2013); 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. 81245-24-1, name is Methyl 2-methoxy-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H12O3

Description 43Methyl 5-bromo-4-methyl-2-(methyloxy)benzoate (D43)Methyl 4-methyl 2-(methyloxy)benzoate (may be prepared as described in Description 42; 2.51 g, 0.01 mmol) was dissolved in chloroform (40 ml) and cooled to 0C. Bromine (0.72 ml, 13.97 mmol) was added dropwise over 5 minutes. The solution was stirred for one hour, then saturated aqueous sodium sulfite solution (20 ml) was added and the organic layer separated, dried (MgS04) and the solvent removed in vacuo to give the title compound as a white solid. 2.96 g.MS (electrospray): m/z [M+H]+ 259 /261

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 81245-24-1.

Reference:
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 6065-82-3, A common heterocyclic compound, 6065-82-3, name is Ethyl diethoxyacetate, molecular formula is C8H16O4, 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.

Example 6An ethyl ester compound according to formula Illb1 wherein Q = OEt (10,11-dihydro- 5H-benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester ) was prepared as described below.A mixture of 2-amino-3-benzylpyridine (2.1 g, 11.4 mmol) and ethyl 2,2-diethoxyacetate (3.8 g, 21.6 mmol, 1.9 eq.) in a 250 ml round-bottomed flask was treated at room temperature with concentrated sulphuric acid (10 ml) by quick addition while stirring. A vigorous exothermic reaction took place. After stirring for 30 minutes the dark mixture was poured on ice water (100 ml). Concentrated ammonia (25% aq.; 25 ml) was added to basify the mixture. Extraction with ethyl acetate (2 x 50 ml). The combined organic layers were dried with Na2SO4. Evaporation under vacuum gave 10,11-dihydro-5H- benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester as a dark yellow oil (2.4 g, 8.9 mmol) in 79% c.y. An analytically pure sample can be obtained by chromatography on silica gel. Rf = 0.3 (EtOAc/n-heptane = 1 :1 ). Mass analysis: M+1 = 269 major peak. 1H-NMR (CDCI3) delta (ppm) 1.28 3H, d, J = 7.2 Hz, CH3; 3.80 1 H, d, J = 15.5 Hz, CHH; 4.18 1 H, d, J = 15.5 Hz, CHH; 4.32 2H, q, J = 7.2 Hz, OCH2; 5.54 1 H, d, J = 5.1 Hz; 5.86 1 H, br d, J = 5.1 Hz, NH; 6.50 1 H, dd, J = 4.8 and 7.2 Hz, ArH; 7.08 1 H, m, ArH; 7.20-7.30 4H, m, ArH; 7.88 1 H, dd, J = 1.5 Hz and 4.8 Hz, ArH.

The synthetic route of 6065-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; SEERDEN, Johannes Paulus Gerardus; WO2008/125577; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

1215205-50-7, name is Ethyl 1-(4-bromophenyl)cyclopropanecarboxylate, 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. HPLC of Formula: C12H13BrO2

Example 30 1-(1-{4-[1-(Ethoxycarbonyl)cyclopropyl]benzoyl}piperidin-4-yl)-3-methylpiperidine trifluoroacetic acid salt 600 mg (2.2 mmol) of ethyl 1-(4-bromophenyl)cyclopropanecarboxylate, 813 mg (4.5 mmol) of 4-(3-methylpiperidin-1-yl)piperidine, 294 mg (1.12 mmol) of molybdenum hexacarbonyl, 105 mg (0.11 mmol) of trans-bis(acetate)bis[o-(di-o-tolylphosphine)benzyl]dipalladium(II) (Herrmann’s palladacycle) and 709 mg (6.7 mmol) of sodium carbonate were suspended in 3 ml of water and heated in a microwave at 150 C. for 10 minutes. After cooling, the mixture was extracted with ethyl acetate and then filtered. The organic phase was removed from the filtrate, dried over magnesium sulphate and filtered, and the filtrate was concentrated. The residue was purified by preparative HPLC. [Reprosil C18, 10 mum, 250 mm*30 mm (50% methanol/50% water (+0.05% trifluoroacetic acid) to 70% methanol/30% water (+0.05% trifluoroacetic acid)) over a run time of 25 min]. The product-containing fractions were combined, concentrated and dried under HV. This gave 348 mg (30% of theory) of an oil. LC-MS [Method 2]: Rt=0.74 min; MS (ESIpos): m/z=399 (M-CF3COOH+H)+ 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=0.88-0.94 (m, 3H), 1.11 (t, 3H), 1.20-1.26 (m, 2H), 1.49-1.55 (m, 2H), 1.59-2.19 (m, 8H), 2.58-3.14 (m, 5H), 3.33-3.55 (m, 3H), 3.58-3.88 (m, 1H), 4.04 (q, 2H), 4.29-4.81 (m, 1H), 7.32-7.38 (m, 2H), 7.39-7.43 (m, 2H), 8.98-9.38 (m, 1H)

The synthetic route of 1215205-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; BECKER-PELSTER, Eva Maria; BUCHGRABER, Philipp; BUCHMUeLLER, Anja; ENGEL, Karen; GNOTH, Mark Jean; HIMMEL, Herbert; KAST, Raimund; KELDENICH, Joerg; KLAR, Juergen; KNORR, Andreas; LANG, Dieter; LINDNER, Niels; SCHMECK, Carsten; SCHOHE-LOOP, Rudolf; TINEL, Hanna; TRUeBEL, Hubert; WUNDER, Frank; (97 pag.)US2016/318866; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 721-63-1, 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 721-63-1 as follows.

Step B: Ethyl 2-bromo-2-(4-(trifluoromethyl)phenyl)acetate To a solution of ethyl 2-(4-(trifluoromethyl)phenyl)acetate (5 g, 21.5 mmol) in CC14 (100 mL) was added NBS (11.5 g, 64.6 mmol). The resulting mixture was heated to reflux and stirred for 16 hr. The reaction mixture was then filtered and the filtrate was evaporated to dryness. The residue was purified via CombiFlash (80 g column, DCM in Petroleum ether from 0% to 30%) to give ethyl 2-bromo-2-(4-(trifluoromethyl)phenyl)acetate as an oil. NMR (CDC13, 400 MHz): 5 7.68 (d, J= 8.0 Hz, 2H), 7.63 (d, J= 8.0 Hz, 2H), 5.35 (s, 1H), 4.33-4.18 (m, 2H), 1.30 (t, J = 7.0 Hz, 3H).

According to the analysis of related databases, 721-63-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; CAI, Jiaqiang; CRESPO, Alejandro; DU, Xiaoxing; DUBOIS, Byron Gabriel; GUIADEEN, Deodialsingh; KOTHANDARAMAN, Shankaran; LIU, Ping; LIU, Rongqiang; QUAN, Weiguo; SINZ, Christopher; WANG, Liping; (285 pag.)WO2016/49099; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 148547-19-7, 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 148547-19-7 as follows.

BINAP (0.67 g; 1.1 mmol; 0.05 eq.) and palladium acetate (0.24 g; 1.1 mmol; 0.05 eq.) were added to a suspension methyl 4-bromo-3-methylbenzoate (5 g; 21.8 mmol; 1 eq.), CS2CO3 (10.65 g; 32.7 mmol; 1 .5 eq.) and piperidine (2.2 g; 26 mmol; 1.2 eq.) in dioxane (100 mL) and the reaction mixture was refluxed for 15 hours. After filtration through a pad of Celite, the solution was concentrated in vacuo and the residue purified by column chromatography (petroleum ether/ethyl acetate, 80/20) to afford the title compound (4.9 g, 96%) as a brown solid.LC/MS : 233.9 (M+H)+. 1H NMR (CDCI3, 400 MHz) delta 7.84-7.82 (m, 2H), 6.99-6.97 (m, 1 H), 3.92 (s, 3H), 2.93-2.90 (m, 4H),1.76-1.67 (m, 4H, m), 1.63-1.62 (m, 2H).

According to the analysis of related databases, 148547-19-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SERONO S.A.; WO2009/43890; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics