Tag: M.W=100-200

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. 6290-49-9, name is Methyl 2-methoxyacetate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H8O3

To a solution of 5-methoxy-2-(t fluoromethyl)-4-(t methylsilyl)py dine (5 g, 20.06 mmol) in Tetrahydrofuran (10 mL) cooled to -70 C was added dropwise -BuLi in hexane (23.14 mL, 30.1 mmol) over a period of 30 min. After the addition was complete, the mixture was stirred for 1 h. Methyl 2-methoxyacetate (3.13 g, 30.1 mmol) was then added dropwise and the resulting mixture was stirred for 1 h before being allowed to warm to rt. The reaction was quenched with aqueous NH4CI (100 mL) and the mixture was extracted with ethyl acetate (3 x 50mL). The combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated. The residue was purified by flash chromatography on silica gel (petroleum ether/EtOAc = 19/1 ) to give the title compound 2-methoxy-1 -(3-methoxy-6-(trifluoromethyl)- 4-(trimethylsilyl)pyridin-2-yl)ethanone (5 g, 15.56 mmol, 78 % yield) as a yellow oil. m/z: [M + H]+ Calcd for C13H19F3NO3S1 322.1 ; Found 322

According to the analysis of related databases, 6290-49-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; BARBE, Guillaume; BOHNERT, Gary; CALANDRA, Nicholas; LAMBERT III, Millard Hurst; LU, Hongfu; LOBERA, Mercedes; RAMANJULU, Joshi; REN, Feng; YANG, Ting; (337 pag.)WO2019/63748; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2318-25-4, name is Ethyl 3-ethoxy-3-iminopropionate hydrochloride, 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 2318-25-4, Computed Properties of C7H14ClNO3

To a suspension of 3-ethoxy-3-iminopropionic acid ethyl ester hydrochloride (6.15 g, 0.031 mol) in isopropanol (100 mL) was added triethylamine (4.38 mL) at 0 ° C.And 3-aminopyrazole (2.87 g, 0.035 mol).After stirring for 30 minutes, the reaction was heated to reflux overnight.cool down,Collecting solids by filtration to obtain a product(3.50 g, 74percent).

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Reference:
Patent; Zhang Li; (6 pag.)CN108498515; (2018); A;,
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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. 4934-99-0, name is Methyl 3-hydroxycyclobutanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 4934-99-0

A solution of [1-[6-oxo-5-(trifluoromethyl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-1,6-dihydropyridazin-4-yl]pyrrolidin-3-yl]methyl 4-methylbenzene-1-sulfonate (1.09 g, 1.99 mmol, 1.00 equiv), methyl 3-hydroxycyclobutane-1-carboxylate (390 mg, 3.00 mmol, 1.50 equiv), sodium hydride (160 mg, 6.67 mmol, 2.00 equiv) in DMF (10 mL) was stirred for 6 h at 80 C. The resulting solution was quenched with 60 ml H2O, then the solution was extracted with EtOAc (3*60 mL) and the organic layers combined. The solution was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column eluting with EtOAc/petroleum ether (1:2) to afford 200 mg (20%) of the title compound as a white solid. LCMS (ESI, m/z): 506.23 [M+H]+

The synthetic route of 4934-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ribon Therapeutics Inc.; Vasbinder, Melissa Marie; Schenkel, Laurie B.; Swinger, Kerren Kalai; Kuntz, Kevin Wayne; (410 pag.)US2019/330194; (2019); A1;,
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Application of 10602-03-6,Some common heterocyclic compound, 10602-03-6, name is Ethyl 4-ethynylbenzoate, molecular formula is C11H10O2, 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 10S1 (0.10 g, 0.59 mmol), Pd(PPh3)4 (41 mg, 0.035 mmol), and CuI (34 mg,0.18 mmol) in degassed tetrahydrofuran/diisopropylamine (THF/DIPA) (5/1, v/v) (19 mL) was added2,5-diiodothiophene (DIT) (0.20 g, 0.59 mmol). The solution was stirred at 60 C for 5 h. After coolingto room temperature, the reaction mixture was diluted with dichloromethane and passed through Celiteto remove the metal catalyst. The solution was washed with 1 N HCl aqueous solution and water, andthen dried over Na2SO4. After removing the solvent by evaporation, the crude product was purified bysilica gel chromatography using hexane-dichloromethane (3/2, v/v) as the eluent to give the desiredproduct as a pale yellow solid (62 mg, 27% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 4-ethynylbenzoate, its application will become more common.

Reference:
Article; Ikai, Tomoyuki; Shimizu, Sho; Kudo, Tomoya; Maeda, Katsuhiro; Kanoh, Shigeyoshi; Bulletin of the Chemical Society of Japan; vol. 90; 8; (2017); p. 910 – 918;,
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Adding a certain compound to certain chemical reactions, such as: 344-14-9, name is Dimethyl 2-fluoromalonate, 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 344-14-9, Recommanded Product: 344-14-9

To a solution of methyl carbamimidothioate-^SC^)^ salt (45.90 g, 0.33 mol) and dimethyl 2-fluoromalonate (45.03 g, 0.30 mol) in MeOH (450 mL) at 0C was slowly added sodium methoxide (4.37 M in MeOH, 226 mL, 0.99 mol). The mixture was stirred for 16 hours at room temperature. The solution was concentrated under reduced pressure. The resulting slurry was diluted with water (50 mL) and acidified to about pH 2 by using a 6N HC1 solution. The resulting precipitate was collected, washed with water and dried under vacuum to give 5-fluoro-2-(methylthio)pyrimidine-4,6-diol (46.85 g, 88%).

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

Reference:
Patent; PTC THERAPEUTICS, INC.; LEE, Chang-Sun; BAIAZITOV, Ramil; CAO, Liangxian; DAVIS, Thomas, W.; DU, Wu; LIU, Ronggang; MOON, Young-choon; PAGET, Steven, D.; REN, Hongyu; SYDORENKO, Nadiya; WILDE, Richard, Gerald; WO2014/81906; (2014); A2;,
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Adding a certain compound to certain chemical reactions, such as: 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, 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 18469-52-8, COA of Formula: C9H11NO2

General procedure: To a solution of III (1 equiv., 0.10 g) in N-methyl-2-pyrrolidone(10 equiv., 0.3 mL) was added corresponding amine (1.2 equiv.) followedby diisopropylethylamine (3 equiv., 0.2 mL) and the reactionmixture was heated at 130 C for 2 h. The reaction mixture wasthen diluted with water and extracted with ethyl acetate. Ethylacetate layer was dried over anhydrous sodium sulphate and concentratedunder vacuum. The crude products so obtained werepurified by preparative TLC using varying proportions of methanolin dichloromethane as the solvent systems to give the desiredproducts compounds 4-8a and 9a in moderate to good yields.

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; Koul, Summon; Ramdas, Vidya; Barawkar, Dinesh A.; Waman, Yogesh B.; Prasad, Neela; Madadi, Santosh Kumar; Shejul, Yogesh D.; Bonagiri, Rajesh; Basu, Sujay; Menon, Suraj; Reddy, Srinivasa B.; Chaturvedi, Sandhya; Chennamaneni, Srinivas Rao; Bedse, Gaurav; Thakare, Rhishikesh; Gundu, Jayasagar; Chaudhary, Sumit; De, Siddhartha; Meru, Ashwinkumar V.; Palle, Venkata; Chugh, Anita; Mookhtiar, Kasim A.; Bioorganic and Medicinal Chemistry; vol. 25; 6; (2017); p. 1963 – 1975;,
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Reference of 18469-52-8, These common heterocyclic compound, 18469-52-8, name is Methyl 4-(aminomethyl)benzoate, 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.

General procedure: To DMF (50 mL) were added methyl 4-(aminomethyl)benzoate (0.015 mol) and K2CO3 (0.025 mol) [45]. The compounds 4a-4j (0.01 mol) in DMF (15 mL) were added dropwise at 0 C over a period of 0.5 h to the stirred reaction mixture, and the reaction was allowed to stir at 40 C for 8 h, then poured slowly into ice water (200 mL) while stirring constantly, and extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (2×50 mL) and dried with Na2SO4. Ethyl acetate was evaporated under reduced pressure to yield the crude products, which were chromatographed on silica gel using ethyl acetate/petroleum ether as an eluent to afford the products 5a-5j.

The synthetic route of 18469-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cai, Jin; Wei, Hongtao; Hong, Kwon Ho; Wu, Xiaoqing; Cao, Meng; Zong, Xi; Li, Lushen; Sun, Chunlong; Chen, Junqing; Ji, Min; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 1 – 13;,
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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. 6290-49-9, name is Methyl 2-methoxyacetate, A new synthetic method of this compound is introduced below., Product Details of 6290-49-9

Intermediate 30 l-(3,5-Difluoropyridin-2-yl)-2-methoxyethanone3,5-Difluoropyridine (5.0 g, 43.45 mmol) in THF was cooled to -720C (external -8O0C). LDA (23.9 mL, 1.1 eq.) was added drop-wise at such rate that the internal temp did not increase more than 30C during addition. The reaction mixture turned into a deep brownish, thick phase and was stirred for 30 minutes at this temperature. TMS-Cl (43.4 mL, 43.45 mmol) was added via syringe in a relatively fast fashion. The reaction became a clear and light yellow solution. LDA (23.9 mL, 1.1 eq.) was added drop-wise in a quicker version, and the reaction mixture was allowed to stir for 2 hours. Methyl 2-methoxyacetate (5.59 mL, 56.48 mmol) was added quickly through a syringe. The reaction mixture was quenched at -780C by adding 20 ml of saturated NH4Cl solution. Evaporation of the organic extracts under reduced pressure gave a colored residue. Purification utilizing ISCO (0-^25% EtOAc/hexanes), gave the title product (3 g). LCMS: 188 [M+H]+.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
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Electric Literature of 40872-87-5, The chemical industry reduces the impact on the environment during synthesis 40872-87-5, name is Methyl 3-amino-4-chlorobenzoate, I believe this compound will play a more active role in future production and life.

Methyl 4-chloro-3-cyanobenzoate (2). To a solution of methyl 3-amino-4- chlorobenzoate (15.0 g, 81.0 mmol) in H20/conc. HC1 (150 mL/17 mL), nitrous acid solution (5.6 g, 81 mmol) was added drop-wise at 0C and stirred for 30 min. The reaction mixture was neutralized with sodium hydroxide solution. The resulting diazonium salt solution was added to a solution of cuprous chloride (8.0 g, 81.0 mmol) and sodium cyanide (10.7 g, 218.0 mmol) at 0 C and stirred at room temperature for 4h. The reaction mixture was quenched with water (150 mL) and extracted with ethyl acetate (200 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude obtained was triturated with diethyl ether and n-pentane to yield 2 (8.0 g, 51%) as a white solid. 1H NMR (400 MHz, CDCI3) delta 3.88 (s, 3H), 4.26 (brs, 2H), 7.29 (d, J = 8.2 Hz, 1H), 7.34-7.37 (dd, J =1.9, 8.2 Hz, 1H), 7.45 (d, J = 1.9 Hz, 1H)

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 3-amino-4-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
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Electric Literature of 175867-59-1,Some common heterocyclic compound, 175867-59-1, name is Methyl 4-aminocyclohexanecarboxylate, molecular formula is C8H15NO2, 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 methyl 4-aminocyclohexane-1-carboxylate (0.61 g from step a) in DCM (5 mL), at RT, a solution of Boc20 (0.14 g, 0.64 mmol) in DCM (0.5 mL) was added portion-wise and the resulting reaction mixture was stirred at RT. The reaction mixture was concentrated under vacuum and the crude product was purified by FC on silica cartridge (eluting with Cy/EA from 100/0 to 90/10) affording methyl 4-{[(tert- butoxy)carbonyl]amino}cyclohexane-1-carboxylate (p229, 0.24 g, y= 22%). MS (m/z): 258.3 [MH]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-aminocyclohexanecarboxylate, its application will become more common.

Reference:
Patent; INDIVIOR UK LIMITED; CREMONESI, Susanna; MICHELI, Fabrizio; SEMERARO, Teresa; TARSI, Luca; (364 pag.)WO2016/67043; (2016); A1;,
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