Tag: M.W=100-200

106614-28-2, name is Methyl 2,4-difluorobenzoate, 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. SDS of cas: 106614-28-2

Example 3H methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-fluorobenzoate A mixture of EXAMPLE 3G (8.5 g), methyl 2,4-difluorobenzoate (7.05 g), and K3PO4 (9.32 g) in diglyme (40 mL) at 115 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (600 mL), and washed twice with water, and brine, and concentrated. The crude product was chromatographed on silica gel with 2-50% ethyl acetate/hexanes.

The synthetic route of 106614-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2010/305122; (2010); A1;,
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Reference of 27492-84-8, These common heterocyclic compound, 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, 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 methyl 4-amino-2-methoxybenzoate 5 (2.00 g, 11.0 mmol, 1 eq.) in MeCN (70 mL) was added N-iodosuccinimide (5.22 g, 23.2 mmol, 2.1 eq.) in 2 portions over 5 minutes. The resulting mixture was stirred at rt under argon for 1h, then at 55°C. N-iodosuccinimide (1.0 eq.) was added every 5h until completion of the reaction. The reaction mixture was then partitioned between CHCl3 and sat. aq. NaHCO3. A small amount of sat. aq. Na2S2O3 was added to quench potential traces of iodine. The aqueous phase was extracted 3 times. The combined organic phases were dried (MgSO4) and concentrated under reduced pressure. The product (2.10 g, 44percent) was obtained after purification by flash column chromatography (hexane/AcOEt 8:2). Rf 0.4 (hexane/AcOEt, 8:2); 1H NMR (400 MHz, CDCl3) delta 3.85 (s, 3H), 3.88 (s, 3H), 5.15 (br. s., 2H), 8.27 (s, 1H); 13C NMR (100 MHz, CDCl3) delta 52.1, 61.9, 74.0, 81.5, 114.7, 142.4, 151.2, 161.6, 163.7; HRMS (ESI+) m/z calcd for C9H10I2NO3 [M + H]+ 433.8745, found: 433.8746.

Statistics shows that Methyl 4-amino-2-methoxybenzoate is playing an increasingly important role. we look forward to future research findings about 27492-84-8.

Reference:
Article; Baud, Matthias G.J.; Bauer, Matthias R.; Verduci, Lorena; Dingler, Felix A.; Patel, Ketan J.; Horil Roy, Deeptee; Joerger, Andreas C.; Fersht, Alan R.; European Journal of Medicinal Chemistry; vol. 152; (2018); p. 101 – 114;,
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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. 2005-10-9, name is 6H-Benzo[c]chromen-6-one, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 6H-Benzo[c]chromen-6-one

2a (58.8 mg, 0.3 mmol) and MeCN (3 mL) was added to a flask (10 mL), then NaOH aqueous solution (5% (W/W), 2 mL) was dropped. After stired for 3 h at room temperature, the reaction mixture was wished with CH2Cl2 (3 5 mL) and filtered through Celite. After evaporation of the solvent under vacuum, the residue was purified by column chromatography on silica gel (100-200 mesh) using petroleum ether-EtOAc (10/1, V/V) as eluent to give pure 5. 4.3.35. 20-Hydroxy-(1,10-biphenyl)-2-carboxylic acid (5) Prepared from 6H-benzo[c]chromen-6-one; isolated as white solid (63.0 mg, 98%), m.p. 90-91 C (lit.25 93 C); 1H NMR(500 MHz, CDCl3): d 8.41 (d, J 7.5 Hz, 1H), 8.13 (d, J 8.0 Hz, 1H),8.07 (d, J 8.0 Hz, 1H), 7.84 (t, J 7.5 Hz, 1H), 7.60 (t, J 7.0 Hz, 1H),7.49 (t, J 8.0 Hz, 1H), 7.39e7.34 (m, 2H); 13C NMR (125 MHz,CDCl3): d 161.2,151.3,134.82,134.77,130.6,130.4,128.9,124.5,122.8,121.7, 121.3, 118.1, 117.8.

According to the analysis of related databases, 2005-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Jian; Shi, Dongdong; Zhang, Haifeng; Xu, Zheng; Bao, Hanyang; Jin, Hongwei; Liu, Yunkui; Tetrahedron; vol. 73; 2; (2017); p. 154 – 163;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 51122-91-9, name is Dimethyl Isopropylmalonate, 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 51122-91-9, Application In Synthesis of Dimethyl Isopropylmalonate

Potassium hydroxide (32.2 g) and toluene (250 mL) were taken into a round bottom flask and stirred for about 10 minutes. Dimethylisopropyl malonate (50 g) and tetrabutylammonium bromide (10 g) were then added to it and again stirred for about 10 minutes, trans-lambda ,3-Dichloropropene (35 g) was added to the reaction mixture and maintained at about 30-35 C for about 4 hours. After the reaction was completed, the reaction mass was quenched with water (500 ml_) and stirred for about 10 minutes. The reaction mixture was extracted into toluene (250 ml_), and the toluene layer was washed with water and then evaporated under reduced pressure to afford 51 g (82% yield) of (£)-dimethyl 2- (3-chloroallyl)-2-isopropylmalonate as a dark brown viscous liquid. Purity by GC: 96.84%

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; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; KOLLA, Naveen Kumar; APPAYE, Kaliyaperumal Srinivasan; GANGULA, Srinivas; GOVINDAPUR, Rajeshwar Reddy; MANNE, Nagaraju; NIKUMBH, Satish Pandurang; NEELAM, Uday Kumar; JOSEPH, Suju Chuttippari; BADDAM, Sudhakar Reddy; KUNHIMON, Shyam Kumar Unniaranpurakkal; MOOVENDAN, Mohan; DAHANUKAR, Vilas; DONIPARTHI, Kiran Kumar; WO2012/21446; (2012); A2;,
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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., Product Details of 6290-49-9

Add 67.5g (1.25mol) to a 1000ml four-necked flaskSodium methoxide solid and 450ml of cyclohexane were heated to 50 C, and 52.0g (0.50mol) of methyl methoxyacetate was slowly added dropwise.Keep no more than 70 , about 1h dripping.Then keep the reaction at 80-90 for 16h. During this period, about 20ml of solvent was distilled off with water pump under reduced pressure every 3h, and 20ml of cyclohexane was added.The temperature was lowered to about 5 C, 6N hydrochloric acid was added to adjust pH = 6-7 (about 270ml), and then 200ml of water layer was added.The aqueous layer was extracted with cyclohexane (150 ml × 1), the organic layers were combined, washed with water (100 ml × 1), and decompressed under reduced pressure to obtain a brown liquid.Distillation under reduced pressure, collecting 114-115 C fraction (10 torr) to obtain intermediate III as a colorless transparent liquid, with a mass of 64.7 g, a yield of 73.7%, and a purity of 99.1%.

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; Nanjing Jieyun Pharmaceutical Technology Co., Ltd.; Zhou He; Shu Kai; Fang Jing; Zhang Li; Song Xingchang; Yu Zenghui; Wu Xiaodong; Liu Haomin; (10 pag.)CN111004121; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1732-08-7, name is Dimethyl pimelate, 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 1732-08-7, category: esters-buliding-blocks

Add 25000 ml of tetrahydrofuran to a 50-liter glass reactor and start stirring.Add 1500g lithium tetrahydroaluminate when cooling to 5C,Then, a mixture of 5000 g of dimethyl pimelate and 5000 ml of tetrahydrofuran was transferred to a dropping funnel.When the temperature of the reaction flask dropped to 5C, it began to be added dropwise.Control the temperature at 5 C, after the completion of the drop 1hThe mixture was slowly heated to room temperature and stirred for 1.5 hours. After the sample was taken, no raw material remained. It was qualified. The temperature was lowered to 5 C., and 1500 g of water, 1500 g of 15% sodium hydroxide solution, and 1500 g of water were added dropwise. The filtrate was concentrated to give 3360 g 1, Crude 7-heptanediol, crude 1,7-heptanediol was distilled under reduced pressure by an oil pump, and the oil bath temperature was 105C.The gas-phase collection temperature is 74C, giving 3201 g of 1,7-heptanediol,Content 99.6%, yield 95.3%;

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, Dimethyl pimelate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Haimen Huaxiang Pharmaceutical Technology Co., Ltd.; Wu Tiansheng; Zhou Guang; Xu Benquan; (5 pag.)CN107417496; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 431-47-0, name is Methyl 2,2,2-trifluoroacetate, 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 431-47-0, name: Methyl 2,2,2-trifluoroacetate

Example 7. Synthesis of a labeled compound of the present invention [a fluorescent labeling, 2′-deoxycytidine-5′-triphosphate derivative]; Mononucleotide (2′-deoxycytidine-5′-triphosphate) labeled with the compound [1] of the present invention was synthesized as follows according to the above-described synthesis route.(1) Synthesis of the partial linker (A); (i) Trifluoroacetylation (Tfa) (the first step); To 21 g of propagylamine, [the compound (51) in the above synthesis route], (manufactured by Tokyo Chemical Industry Co., Ltd.), methyl trifluoroacetate (MeOTfa) (54 g) and triethylamine (Et3N) (25 mL) were added, under ice-cooling, to be subjected to stirring at room temperature for 2 days. After completion of the reaction, purification was carried out under reduced pressure to give the compound (52), [the compound (52) in the above synthesis route], (56 g, yield; 98.1%).

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

Reference:
Patent; Wako Pure Chemical Industries, Ltd.; EP2006289; (2008); A1;,
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. 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-amino-5-chloro-2-methylbenzoate

[01341 ] Step 1 : Synthesis of methyl -chloro-3-(cycloheptylamino)-2-methylbenzoate[01 342] To a stirred solution of methyl 3-amino-5-chloro-2-methylbenzoate ( 1 g, 5.02 mmol) and cycloheptanone (2.81 g, 25 mmol) in methanol (10 mL), acetic acid (0.3 g, 5.02 mmol) was added and reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (0.65 g, 10.05 mmol) was added and reaction stirred overnight. On completion, solvent was removed under reduced pressure and crude material was purified by column chromatography to afford 5- chloro-3-(cycloheptylamino)-2-methylbenzoate (0.8 g, 56.2 %).

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; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 681128-38-1, 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. 681128-38-1, name is Ethyl 3,3-difluorocyclobutanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

NaOH (10.7 g, 0.268 mol) was dissolved in MeOH (100 mL) and H2O(100 mL). Ester 23 (40.0 g, 0.244 mol) was added at r.t., and the resulting mixture was stirred at r.t. for 15 h, then evaporated in vacuo to half of the volume, acidified with concd aq HCl to pH 1, and extracted with CH2Cl2 (3 × 350 mL). The combined organic extracts were evaporated in vacuo.Yield: 32.4 g (98%); white solid; mp 49-52 C. 1H NMR (500 MHz, CDCl3): delta = 12.11 (br s, 1 H), 3.06-2.96 (m, 1 H), 2.94-2.79 (m, 4 H). 13C NMR (125 MHz, CDCl3): delta = 179.6, 118.0 (dd, J = 284, 271 Hz), 38.1(t, J = 24.8 Hz), 26.0 (dd, J = 14.0, 5.7 Hz). 19F NMR (376 MHz, CDCl3): delta = -84.5 (d, J = 194 Hz), -97.8 (d, J = 194Hz). GCMS (EI): m/z = 119 [M – OH]+, 97 [M – CO2H]+. Anal. Calcd for C5H6F2O2: C, 44.13; H, 4.44. Found: C, 43.86; H, 4.42.

The chemical industry reduces the impact on the environment during synthesis Ethyl 3,3-difluorocyclobutanecarboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Melnykov, Kostiantyn P.; Granat, Dmitriy S.; Volochnyuk, Dmitriy M.; Ryabukhin, Sergey V.; Grygorenko, Oleksandr O.; Synthesis; vol. 50; 24; (2018); p. 4949 – 4957;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 37746-78-4, 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. 37746-78-4 name is (E)-Ethyl 4-bromobut-2-enoate, 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.

4-Methoxybenzylamine (29.8 g, 217.2 mmol) was dissolved in ethanol (1 L), N,N-diisopropylethylamine (84.25 g, 651.6 mmol) was added, ethyl 4-bromocrotonate (75%, 122.96 g, 477.84 mmol) was slowly added, heated to 40C by using oil-bath, reacted for 16h. After completion of the reaction as measured by TLC (petroleum ether : ethyl acetate =5:1), the reaction solution was concentrated in vacuum, water (500 mL) was added, extracted with ethyl acetate (500 mL*2), the organic phases were combined and concentrated in vacuum, the crude product was purified by silica gel column chromatography (petroleum ether : ethyl acetate =10:1) to obtain the title compound (76 g, yield 96.8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (E)-Ethyl 4-bromobut-2-enoate, and friends who are interested can also refer to it.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (77 pag.)EP3281942; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics