Month: March 2021

Related Products of 681465-85-0, The chemical industry reduces the impact on the environment during synthesis 681465-85-0, name is Methyl 4-amino-3-isopropoxybenzoate, I believe this compound will play a more active role in future production and life.

To 10-Chloro-2-cyclopentyl-6-methyl-2,6,9,11-tetrazabicyclo[5.4.0]undeca-8,10,12-trien-5-one (Intermediate 1, 190 mg, 0.68 mmol) was added a solution of Methyl4-amino-3-propan-2-yloxy-benzoate (Intermediate 71, 145 mg, 0.69 mmol) in ethanol (4 mL), followed by water (12 mL). Concentrated hydrochloric acid (36%; 140 mul) was added and the reaction heated to 80 C., with stirring, overnight. The reaction was allowed to stand and cool overnight, before evaporating ethanol. The aqueous residue was diluted to 40 mL with water and the solution basified to pH 9 by addition of a few drops of aq. ammonia, The resultant emulsion was treated with a little brine and extracted with DCM (2¡Á30 mL). The biphasic mixture was poured into a PTFE cup and the organic phase allowed to drip through under gravity. Evaporation of the organic phase afforded an amber gum, which was purified by flash chromatography on silica (40 g Si cartridge; ISCO companion), eluting with a rising gradient of 25-100% ethyl acetate in iso-hexane. Product containing fractions were combined and evaporated to give a colourless gum which was triturated with a small amount of diethyl ether and the resultant solid collected by suction filtration and dried to afford the title compound as a white solid (132 mg, 43%)1H NMR (400.132 MHz, DMSO-D6) delta 1.36 (d, 6H), 1.58-1.77 (m, 6H), 1.95 (m, 2H), 2.60 (m, 2H), 3.18 (s, 3H), 3.64 (m, 2H), 3.83 (s, 3H), 4.77 (m, 2H), 7.53 (m, 1H), 7.57 (m, 1H), 7.78 (s, 1H), 8.10 (s, 1H), 8.51 (d, 1H); MS m/z 452 [M+H]+.

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-3-isopropoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2008/9482; (2008); A1;,
Ester – Wikipedia,
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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 4224-69-5 as follows. Recommanded Product: Methyl 2-(bromomethyl)acrylate

General procedure: Into a round bottom flask charged with a magnetic stirbar was added 1.0 equiv. allylic bromide. This material was suspended in deionized water to produce a 1.0 M suspension. 1.5 volumetric equiv. of THF (w/respect to H2O) were then added with vigorous stirring, followed by 1.5 equiv. aldehyde and 1.1 equiv. indium powder. The reaction mixture was stirred for 12 hours, then was partitioned between EtOAc and deionized water. After separating the organic layer, the residual product was extracted with multiple portions (as necessary) of ethyl acetate. The combined organic layers was washed with brine, dried with Na2SO4, filtered, concentrated, and purified via column chromatography.

According to the analysis of related databases, 4224-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nicponski, Daniel R.; Tetrahedron Letters; vol. 55; 13; (2014); p. 2075 – 2077;,
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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. 23877-12-5, name is tert-Butyl 2-bromo-2-methylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

59.1) tert-butyl 2-methyl-2-(10H-phenothiazin-2-yloxy)propanoate: 1.93 g (3 eq.) of K2CO3 is added to a solution of 1 g (4.6 mmol) of intermediate 21.1 in 10 ml of DMF. The reaction mixture was heated to 60 C. before the addition of 1.73 ml (2 eq.) of tert-butyl 2-bromoisobutyrate. The mixture is then taken to 110 C. and stirring is maintained at this temperature for 6 hours. After returning to 20 C., the mixture is poured into 100 ml of water and the product is extracted using twice 100 ml of ethyl acetate. The organic solution is finally washed with 100 ml of salt water, dried over sodium sulphate, filtered and concentrated to dryness under vacuum. The evaporation residue is purified on a silica column, eluent: ethyl acetate/heptane (1/9). 450 mg of a pale pink solid is obtained with a yield of 28%. Melting point: 138-140 C.

The synthetic route of 23877-12-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Auvin, Serge; Chabrier De Lassauniere, Pierre-Etienne; US2005/222045; (2005); A1;,
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Electric Literature of 22223-49-0, The chemical industry reduces the impact on the environment during synthesis 22223-49-0, name is Methyl 2-amino-3-methylbenzoate, I believe this compound will play a more active role in future production and life.

Example 64 – Preparation of methyl 3-methyl-N-(6-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl)anthranilate Methyl 3-methylanthranilate (2.1 g, 13 mmol) was dissolved in 4 ml pyridine and 6-methyl-1,2,4-triazolo[1,5-a]pyrimidine-2-sulfonyl chloride was added. After a mild exothermic reaction subsided the reaction mixture was stirred at 50C for 24 hours. The pyridine was removed by evaporation at reduced pressure and the residue was treated with in 10% aqueous sodium bicarbonate. Insouble material was collected by filtration, washed with ether and dried to yield 2.9 (63%) of the desired product as a solid, mp 198.5-205C. An analytical sample was prepared by recrystallization from ethanol to yield a crystalline solid, mp 208.5-210.5C. IR and 1H NMR spectra were in agreement with the assigned 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, Methyl 2-amino-3-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 927-68-4, name is 2-Bromoethyl acetate, 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 927-68-4, Recommanded Product: 2-Bromoethyl acetate

(R)-7-chloro-N-(piperidin-3 -yl)-4-(trifluoromethyl)benzo[b]thiophene-2-carboxamide (TFA salt, 95 mg, 0.20 mmol), Nal (50 mg, 0.33 mmol), K2C03 (180 mg, 1.30 mmole), 2- bromoethyl acetate (32 uL, 0.29 mmol) and DMF (2 mL) were added into a reaction flask, and stirred at room temperature overnight. The mixture was dissolved in ethyl acetate (20 mL) and water (5 mL). The layers were separated and the aqueous layer was extracted with ethyl acetate (2x). The ethyl acetate layer was concentrated in vacuo and chromatographed on silica gel using hexanes and ethyl acetate to give title compound (50 mg, 0.11 mmol, 56%). ?H NMR (CD3OD, 400 MHz) 8.34 (s, 1H), 7.83 (dd, IN, J 0.4, 8.0 Hz), 7.68 (dd, 1H, J?0.4, 8.0 Hz), 4.50 (m, 2H), 4.38 (m, 1H), 3.73 (m, 1H), 3.56 (m, IH), 3.32 (m, 2H),3.02 (m, 2H), 2.14 (m, 5H), 2.00 (m, 2H), 1.79 (m, 2H). LCMS (ES) 449, 451 (M+H).

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

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; ICAHN SCHOOL OF MEDICINE AT MONT SINAI; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; KAMENECKA, Theodore, M.; KENNY, Paul; LINDSTROM, Jon, M.; WANG, Jingyi; JIN, Zhuang; DOEBELIN, Christelle; (95 pag.)WO2016/191366; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5164-76-1, name is Dimethyl pent-2-enedioate, 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 5164-76-1, COA of Formula: C7H10O4

General procedure: The crude aryl diazonium tosylate 9 thus obtained was dissolved or suspended in MeOH (30 mL). Dimethyl glutaconate (1.45 mL, 10.0 mmol) and Pd(OAc)2 (112 mg, 0.5 mmol) were successively added while stirring. After stirring at r.t. for 15 h, the mixture was concentrated under reduced pressure and partitioned between CH2Cl2 (40 mL) and H2O (25 mL). The organic layer was washed with brine, dried (Na2SO4), and concentrated in vacuo. The residue was briefly fractionated on SiO2 using CH2Cl2 or CH2Cl2- acetone (5:1) as eluent. Fractions containing arylation product were pooled and concentrated to give compound 10 of at least 90% purity (according to 1H NMR analysis). It was used in the next step without further purification.

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:
Article; Dar’In, Dmitry; Kantin, Grigory; Bakulina, Olga; ?alubovskis, Raivis; Krasavin, Mikhail; Synthesis; vol. 51; 10; (2019); p. 2230 – 2236;,
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4131-74-2, name is Dimethyl 3,3-Thiodipropionate, 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. name: Dimethyl 3,3-Thiodipropionate

2.7098 g of NaH (60%) was added to 250 ml of dry three-necked flask,40 ml of anhydrous tetrahydrofuran (THF) was added,Stirred at room temperature for 10 min,A solution of dimethyl 3,3′-thiodipropionate (10.1015 g)In THF (30 ml) was added and heated to reflux,About 1h drops finished,After adding 10mlTHF rinse the dropping funnel,Continue to return after 1h,The reaction was stopped and allowed to cool to room temperature.The reaction solution was adjusted to a pH of 6 to 7 with 2% dilute hydrochloric acid and then extracted with dichloromethane (30 ml * 3)The layers were washed with saturated sodium chloride solution and the organic layer was collected and washed with sufficient anhydrous sodium sulfate and filtered. The filtrate was filteredThe solvent was removed by evaporation to give 7.5639 g of a yellow oily liquid,4-oxo-tetrahydro-2H-thiopyran-3-carboxylic acid methyl ester (II)Yield 88.7%.

The synthetic route of 4131-74-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Tang Qidong; Chen Chen; Lei Fei; Wu Chunjiang; Tu Yuanbiao; Ouyang Yiqiang; (42 pag.)CN105153190; (2017); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

50413-30-4, name is Methyl 2-amino-4-methoxylbenzoate, 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. Formula: C9H11NO3

To a solution of compound 34 (4.0 g, 0.02 mol) in DCM(200 mL) was added bromine (1.36 mL, 0.02 mol). Themixture was stirred at room temperature for 20 h. It wasdiluted with saturated sodium hydrogen sulfite (50 mL) andthe aqueous solution was extracted with DCM. The combinedorganic layers were washed with brine, dried overNa2SO4 and filtered. The residue was purified by silica gelcolumn chromatography eluting with PE/EA to give whitepowder 35 (4.71 g, 82.06%). 35: 1H NMR delta (400 MHz,CDCl3) 8.04 (s, 1H), 6.14 (s, 1H), 5.87 (s, 2H), 3.89 (s, 3H),3.87 (s, 3H).

The synthetic route of 50413-30-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yi, Jingyu; Du, Guoxin; Zhao, Yuanyuan; Zhang, Liuqiang; Li, Bo; Zhu, Weiliang; Huang, Cheng; Li, Yiming; Guo, Fujiang; Medicinal Chemistry Research; vol. 27; 7; (2018); p. 1851 – 1862;,
Ester – Wikipedia,
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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. 454-31-9, name is Ethyl 2,2-difluoroacetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2,2-difluoroacetate

To a cold (-78 0C) stirred solution of 1,4-dibromobenzene (86.4 g, 366 mmol) in tetrahydrofuran (800 mL) was added n-butyllithium (228 mL, 1.6 M in hexanes, 366 mmol). The mixture was stirred at -78 0C for 30 min and ethyl difluoroacetate (50 g, 402 mmol) was added over 2 min. The mixture was stirred at -78 C for 1 h. The reaction was quenched with 1 N hydrochloric acid (250 mL) and allowed to attain room temperature. Methyl tert-butyl ether (250 mL) was added and the layers were separated. The organic layer was washed with brine (100 mL), dried (MgSO4) and concentrated under reduced pressure. The residue was distilled under vacuum to give the difluoroketone as a white glassy solid which was used in the next step.

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; MERCK FROSST CANADA LTD.; WO2009/70873; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 35180-01-9, These common heterocyclic compound, 35180-01-9, name is Chloromethyl isopropyl carbonate, 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 stirred solution of 5-((4′-isopropyl-[l,r-biphenyl]-4-yl)oxy)-l-(4-methoxy benzyl)-lH-l, 2, 3-tri azole-4- carboxylic acid 23 (330 mg, 0.744 mmol) in DMA (3.0 mL) was added potassium carbonate (77 mg, 0.558 mmol), stirred at rt for 30 min. To the resultant suspension was added neat chloromethyl isopropyl carbonate (170 mg, 1.12 mmol), heated for 6 h at 50 C until clear solution, cooled to rt, acidified with aq. 10% citric acid, extracted with ethyl acetate (30 mL), washed with brine, dried (Na2S04), and concentrated. The residue was purified on 40 g SiC cartridge using a gradient of ethyl acetate in hexanes (0 to 50%) as eluant to afford the title compound (350 mg, 84.1%) as colorless gum. Rf = 0.19 (20% EtOAc in hexanes). NMR (400 MHz, Chloroform-d) d 7.50 – 7.41 (m, 4H), 7.33 – 7.24 (m, 2H), 7.24 – 7.16 (m, 2H), 6.85 – 6.74 (m, 4H), 5.79 (s, 2H), 5.36 (s, 2H), 4.79 (hept, J = 6.3 Hz, 1H), 3.74 (s, 3H), 2.95 (hept, J = 6.9 Hz, 1H), 1.29 (d, J = 7.0 Hz, 6H), 1.21 (d, J = 6.3 Hz, 6H). MS: ES+ 560.25 (M+l).

The synthetic route of 35180-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORFAN BIOTECH INC.; MAAG, Hans; FERNANDES, Miguel Xavier; ZAMBONI, Robert; AKBARIROMANI, Elham; BEAULIEU, Marc-Andre; LEBLANC, Yves; THAKUR, Pallavi; (157 pag.)WO2020/10309; (2020); A1;,
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