Month: June 2021

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. 5616-81-9, name is tert-Butyl 2-(methylamino)acetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 5616-81-9

Example 14 tert-butyl 2-((chlorocarbonyl)(methyl)amino)acetate (12) A solution of sarcosine tert-butyl ester hydrochloride 11 (4.214 g, 23.20 mmol) in CH2Cl2 (40 mL) was shaken with saturated NaHCO3 in a separatory funnel. The organic phase was dried over MgSO4 and concentrated to a clear oil (2.298 g, 68% yield). A solution of phosgene in toluene (20%, 10.9 mL, 23.75 mmol) was cooled to -25 C., and a solution of sarcosine tert-butyl ester (2.298 g, 15.78 mmol) and DIEA (5.5 mL, 31.66 mmol) in CH2Cl2 (10 mL) was introduced in a dropwise fashion. The solution was allowed to warm to rt over 1 hr, and was then washed with 1N HCl (50 mL) and EtOAc sufficient to form two layers was added. The organic phase was washed with water, then brine, and dried over MgSO4. This solution was used without further manipulation.

According to the analysis of related databases, 5616-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Wood, Richard Delarey; McLeod, Rima; Mui, Ernest; Fomovska, Alina; Welsh, William; US2013/324555; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 27492-84-8, name is Methyl 4-amino-2-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 27492-84-8, Product Details of 27492-84-8

Step c) 4-[(Biphenyl-2-carbonyl)-amino]-2-methoxy-benzoic acid methyl ester Into a refluxing solution of 2-biphenylcarboxylic acid (9.2 g, 46 mmol) in dichloromethane was added dimethylformamide (0.1 ml, 1.4 mmol) and then neat oxalyl chloride (8.1 ml, 92 mmol) via syringe. The reaction was refluxed for 10 minutes, then the volatiles removed in vacuo. The residue was redissolved in dichloromethane, concentrated and dried under high vacuum for 15 minutes. The acid chloride was dissolved in dichloromethane (50 ml) and added into a 0° C. solution of 4-amino-2-methoxy-benzoic acid methyl ester (8.4 g, 46 mmol), diisopropyl ethylamine (10.5 ml, 60 mmol) and dichloromethane (200 ml). The reaction was warmed to room temperature and stirred for 16 hours. The reaction was diluted with dichloromethane, washed with water, (1N) sodium hydroxide (1) hydrochloric acid, and brine, and dried (MgSO4). Evaporation gave a yellow foam, which was crystallized from methanol to give a light yellow solid (16.08 g) m.p. 141-142° C. Analysis for: C22 H19 N O4 Calcd: C, 73.12; H, 5.30; N, 3.88. Found: C, 72.93; H, 5.20; N, 3.83.

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-amino-2-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; American Home Products Corporation; US5880122; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5941-55-9, name is Ethyl (E)-3-Ethoxyacrylate, 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 5941-55-9, HPLC of Formula: C7H12O3

To a mixture of ethyl 5-amino- lH-pyrazole-4-carboxylate (Sigma- Aldrich, 150.00 g, 1.08 mmol) and ethyl (E)-3-ethoxyprop-2-enoate (Sigma- Aldrich, 292.16 g, 2.03 mol) in DMF (3.2 L) was added CS2CO3 (656.77 g, 2.02 mol) in one portion at 20 C under N2. The mixture was stirred at 110 C for 6 h. TLC (PE: EtOAc=l : 1) showed the reaction was completed. The mixture was cooled to 20 C and filtered through a celite pad. The filter cake was washed with ethyl acetate (3X30 mL). The filtrate was added to H20 (2 L) and acidified with HOAc to pH=4. The resultant precipitate was filtered to afford 1-2 (173.00 g, 834.98 mmol, 86.36% yield) as a white solid: 1H NMR (400 MHz, DMSO-d6) delta 8.54 (d, 7=7.91 Hz, 1H), 8.12 (s, 1H), 6.13 (d, 7=7.91 Hz, 1H), 4.27 (q, 7=7.11 Hz, 2H), 1.28 (t, 7=7.09 Hz, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; TP THERAPEUTICS, INC.; CUI, Jingrong Jean; LI, Yishan; ROGERS, Evan W.; ZHAI, Dayong; DENG, Wei; HUANG, Zhongdong; (120 pag.)WO2017/15367; (2017); A1;,
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Ester – an overview | ScienceDirect Topics

Electric Literature of 431-47-0, 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. 431-47-0, name is Methyl 2,2,2-trifluoroacetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Amixture of carbazole 5-h (0.68 mmol) and THF (15 ml)was stirred and treated by the addition of LiH (0.03 g,3.40 mmol) and methyl trifluoroacetate (0.26 g,2.03 mmol). The reaction mixture was stirred for 1.5-5 h at63, evaporated, and treated with cold 5% hydrochloricacid solution (20 ml). The precipitate was filtered off,washed with water, and then dried over P2O5.

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

Reference:
Article; Pugachov, Dmitriy E.; Kostryukova, Tatiana S.; Zatonsky, Georgy V.; Vatsadze, Sergey Z.; Vasil?ev, Nikolai V.; Chemistry of Heterocyclic Compounds; vol. 54; 5; (2018); p. 528 – 534; Khim. Geterotsikl. Soedin.; vol. 54; 5; (2018); p. 528 – 534,7;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2033-24-1, name is 2,2-Dimethyl-1,3-dioxane-4,6-dione, 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 2033-24-1, Recommanded Product: 2033-24-1

2,4,5-Trifluorophenylacetic acid (2-1) (available from several commercial supplers) (25 g, 0.132 mol), Meldrum’s acid (21 g, 0.145 mol), and DMAP (1.29 g, 0.0011 mol) were charged into a 1000 mL three-neck flask. Acetonitrile (75 mL) was added in one portion at room temperature. N,N-diisopropylethylamine (49.2 mL, 0.283 mol) was added in one portion at room temperature while maintaining the temperature below 40 C. Pivaloyl chloride (17.8 mL, 0.145 mol) was added dropwise over 1 to 2 h while maintaining the temperature below 50 C. The reaction was aged at 45-50 C for 2-3 h and cooled to 0 C. 1N HCl (300 mL) was added dropwise over 1 h while the Meldrum’s adduct 2-2 was crystallized out. The product was collected by filtration and washed with 20% MeCN/ water. After drying, 36.5 g of the Meldrum’s acid adduct was obtained (88% yield). 1H-NMR (400 MHz, CDCl3): delta 15.50 (s, 1H), 7.14 (m, 1H), 6.96 (m, 1H), 4.45 (s, 2H), 1.76 (s, 6H) ppm. 13C-NMR (100 MHz, CDCl3): delta 192.76, 170.66, 160.42, 156.47 (ddd, J CF = 245.7, 9.6, 2.4 Hz), 149.79 (ddd, J CF = 251.4, 14.5, 12.0 Hz), 146.90 (ddd, J CF = 244.9, 12.0, 3.2 Hz), 119.40 (dd, J CF = 19.3, 5.6 Hz), 117.41 (ddd, J CF = 18.5, 5.6, 4.0 Hz), 105.80 (dd, J CF = 28.1, 20.9 Hz), 105.63, 91.99, 34.59, 27.06 ppm.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK & CO., INC.; WO2004/83212; (2004); 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. 52449-43-1, name is Methyl 4-chlorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 52449-43-1

Step 1: Methyl 2-(4-chlorophenyl)acetate (36.7 g, 199 mmol) and paraformaldehyde (6.27 g, 209 mmol) were dissolved/suspended in DMSO (400 mL) and treated with NaOMe (537 mg, 9.94 mmol). The mixture was allowed to stir at room temperature for 2 hours, at which time the reaction was complete as determined by TLC analysis of the crude. The reaction was poured into ice-cold water (700 mL; emulsion) and neutralized with the addition of IM HCl solution. The aqueous layer was extracted with ethyl acetate (3 X), and the organics were combined. The organic layer was washed with water (2 X), brine (1 X), separated, dried over MgSO4, filtered, and concentrated in vacuo to afford the crude product as an oil. The residue was loaded onto a large fritted filtered with silica gel and eluted with 9:1 hexanes:ethyl acetate and then with 1:1 hexane:ethyl acetate to give methyl 2-(4-chlorophenyl)-3-hydroxypropanoate as an oil (39.4 g, 92%).

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 52449-43-1.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2009/89459; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 2439-35-2, These common heterocyclic compound, 2439-35-2, name is 2-(Dimethylamino)ethyl acrylate, 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.

700 g of ADAMQUAT BZ 80 are charged to a reactor with a capacity of one litre operating according to the perfectly stirred reactor technology and are brought to 38 C. with stirring and while bubbling in air. Subsequently, the ADAME (stabilized with 800 ppm of HQME), the water and the benzyl chloride are introduced simultaneously at targeted respective throughputs of 75.7 g/h (0.529 mol/h), 31.5 g/h and 65.65 g/h (0.518 mol/h) respectively, i.e. an ADAME/benzyl chloride molar ratio of 1.02 and a benzyl chloride/water ratio by weight of 2.084. [0029] The withdrawal throughput of the finished product by overflowing is 171.7 g/h, i.e. an overall residence time of 4 hours. [0030] After an operating time arbitrarily set at 6 h, i.e. 1.5 residence time, the product is analysed by HPLC. It exhibits the following characteristics: [TABLE-US-00001] HPLC analysis Content (ppm) Acrylic acid 3 418 Benzyl chloride <10 Benzyl alcohol 72 The synthetic route of 2439-35-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Riondel, Alain; Herbst, Gilles; Tretjak, Serge; US2004/24242; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, 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 924-99-2, Product Details of 924-99-2

29.2 g of N,N dimethyl amino ethyl acrylate,20.2 g of triethylamine and 340 ml of toluene were added to the three-vial flask.Heat to 55C with stirringIt was slowly added dropwise a solution of 46.8g tetrafluorobenzoyl chloride / toluene,Add 1 hour, after the drop, keep warm for 2 hours.96% conversion, cooling,About 24.8 g of triethylamine hydrochloride was filtered.A small amount of toluene washes the triethylamine hydrochloride filter cake,The filtrate warmed to 40C.16.5 g of L-2-aminopropanol was added dropwise.After half an hour, the temperature rose to 90C.Insulation 0.5 hours, conversion 98%,Cool, wash three times, layer the toluene phase,Spin dry, add DMF diluted to 250ml,The liquid purity is 99.22%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-(dimethylamino)acrylate, and friends who are interested can also refer to it.

Reference:
Patent; Taicang Datang Chemical Fiber Factory; Liu Huifeng; (9 pag.)CN107141306; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 10602-06-9,Some common heterocyclic compound, 10602-06-9, name is Methyl 3-ethynylbenzoate, 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.

Example 75: Synthesis of 3-[2-(l,3-thiazol-4-yl)ethynyl]benzoic acid: 3-[2-(l,3-thiazol-4-yl)ethynyl]benzoic acid. A mixture of 3-ethynyl-l-yl- benzoic acid methyl ester (40 mg, 0.25 mmol), 4-bromo-thiazole (82 mg, 0.5 mmol), palladium tetrakis-triphenylphosphine (29 mg, 0.025 mmol) and copper iodide (9.5 mg, 0.05 mmol), potassium carbonate (69 mg, 0.5 mmol) in 1,2- dimethoxyethane/water (1 mL/0.3 mL) was degassed with N2 for 5 minutes and then heated at 60 C for 4 hours. After cooling to ambient temperature, the crude mixture was filtered through celite and washed with dichloromethane. The filtrate was concentrated and purified by preparative thin layered chromatography eluting with ethyl acetate/hexane (30%) to give the ester intermediate. To this intermediate in tetrahydrofuran/methanol (1 mL/0.2 mL) was added sodium hydroxide solution (2 N in water, 0.2 mL, 0.4 mmol) and the solution was stirred at room temperature for 18 hours. 1 N hydrochloric acid aqueous solution was added dropwise until pH = 1 and the reaction mixture was purified through preparative HPLC to give 18 mg (22% for 2 steps) of the pure product as a white solid. FontWeight=”Bold” FontSize=”10″ H NMR (300MHz, DMSO) delta = 13.2 (br. s., 1H), 9.18 (d, J=2.1 Hz, 1H), 8.19 (d, J=1.8 Hz, 1H), 8.05 (t, J=1.5 Hz, 1H), 7.98 (td, J=1.4, 7.8 Hz, 1H), 7.81 (td, J=1.4, 7.8 Hz, 1H), 7.57 (t, J=7.8 Hz, 1H). LCMS (ESI) mlz 230.0 (M+l)+. Example 77: Synthesis of 3-[2-(lH-indol-5-yl)ethynyl]benzoic acid: 3-[2-(lH-indol-5-yl)ethynyl]benzoic acid was prepared by the same procedure as example 75. NMR (300MHz, CDC13) delta = 9.30 (br. s., 1H), 8.23 (t, J=1.8 Hz, 1H), 7.98 (td, J=1.5, 7.9 Hz, 1H), 7.87 (d, J=0.9 Hz, 1H), 7.72 (td, J=1.3, 7.9 Hz, 1H), 7.47 – 7.23 (m, 4H), 6.59 – 6.50 (m, 1H). LCMS (ESI) mlz 262.0 (M+l)+.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE WISAR INSTITUTE OF ANATOMY AND BIOLOGY; MESSICK, Troy, E.; SMITH, Garry, R.; REITZ, Allen, B.; LIEBERMAN, Paul, M.; WO2015/73864; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 41658-03-1,Some common heterocyclic compound, 41658-03-1, name is Ethyl 3-bromopropiolate, molecular formula is C5H5BrO2, 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 solution of 3-phenyl sydnone (3, 100 mg, 1.0 equiv) in 4.0 mL p-xylene was added ethyl 3-bromopropynoate (120 mg, 1.05 equiv) and heated to reflux for 5 h. The residue was cooled down and added 2-aminophenylboronic acid pinacol ester (820 mg, 1.1 equiv), Pd(PPh3)4 (39 mg, 0.1 equiv), K2CO3 (2 mL, 2 M aqueous solution), and EtOH (4.0 mL). The reaction mixture was stirred at reflux for 24 h. When the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove p-xylene and EtOH. The residue was added with 20 mL water, and extract with EtOAc (40 mL). The organic layer was filtered to remove the insoluble substances, then dried over MgSO4, filtered, and concentrated under reduced pressure. The residue solution was purified by column chromatography on silica gel to give the corresponding 2-arylpyrazolo[3,4-c]quinolin-4(5H)-one 1b-e and 2-arylpyrazolo[4,3-c]quinolin-4(5H)-one 2b-e products in 27-32% and 39-43% yields, respectively.

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

Reference:
Article; Chang, En-Chiuan; Wen, Ya-Lan; Chang, Chun-Hsi; Shen, Yun-Hwei; Wen, Shaw-Bing; Yeh, Mou-Yung; Wong, Fung Fuh; Tetrahedron; vol. 68; 29; (2012); p. 5920 – 5924;,
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