Tag: M.W=200-300

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. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Recommanded Product: Di-tert-Butyl malonate

A solution of sodium hydride (0.040 g, 1.54 mmol) in THF (100mL) was cooled to 0C and treated with di-tert-butyl malonate (20.7 3 mL, 92.47 mmol) dropwise via dropping funnel, over 20 min. After stirring at room temperature for 30 min., 3,3-dimethylallyl bromide (9.7 mL, 83.22 mmol) was added. After stirring an additional 19 h, the reaction mixture was diluted with 10% HCl solution (100 mL) and EtOAc (100 mL). The resulting organic phase was washed with satd. aq. NaCl, dried over MgSO4, filtered, and concentrated to afford 25.74 g (94%)of a crude yellow oil. TLC: Rf 0.60 (silica, 10% ethyl acetate-hexane).

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; Bayer Corporation; EP923530; (2004); B1;,
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. 6942-39-8, name is Methyl 2-bromo-5-fluorobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H6BrFO2

A 500 mL round-bottom flask was charged with methyl 2-bromo-5- fluorobenzoate (48 g, 206 mmol), copper cyanide (37 g, 412 mmmol) and DMF (200 mL). The mixture was heated at 110 C overnight and then cooled to room temperature. Ether (1.5 L) and Celite (100 g) were added and the mixture was stirred at room temperature for 30 minutes. The solid was filtered and the filtrate was washed with brine (3 x 200 mL) and then dried over MgS04. The solvent was evaporated under reduced pressure to give the desired product as a colorless solid (31 g, 84%). MS : (ES) m/z calculated for C9H7FN02[M+H]+ 180.1, found 180.1.

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; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean, R.; FAN, Junfa; KALISIAK, Jaroslaw; KRASINSKI, Antoni; LELETI, Manmohan, Reddy; MALI, Venkat; MCMAHON, Jeffrey; SINGH, Rajinder; TANAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; (198 pag.)WO2017/87607; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 39149-80-9, 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. 39149-80-9, name is tert-Butyl 2-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows.

yl)propanoate (R)-6-chloro-4-(3-methylpiperazin-1-yl)pyridazin-3-amine (370 mg, 1.62 mmol) (prepared as in example G02939250) was dissolved in dimethylformamide (8 mL) for the addition of tert-butyl 2-bromopropanoate (0.44 g, 2.11 mmol), followed by potassium carbonate (0.45 g, 3.24 mrnol). The solution was heated to 60 C for 72 h. The reaction mixture waspartitioned between ethyl acetate and sodium bicarbonate (aq., sat.). The organic layer was washed with brine, dried with sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by silica gel chromatography (eluting with hexanes and ethyl acetate) to afford the title compound (0.42 g, 1.19 mmol, 73%). LCMS I41Z (M+H) 356.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 2-bromopropanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F. Anthony; TANG, Yong; TAYLOR, Alexander, M.; (271 pag.)WO2016/138114; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 680217-71-4, 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 680217-71-4 as follows.

A mixture of scheme 27 compound 4 (1.4 g, 7.07 mmol) and (2,6-difluoro-phenyl)-acetic acid ethyl ester (2.63 g, 14.14 mmol), CS2CO3 (6.9 g, 21.2 mmol), were dissolved in DMF. The reaction mixture was heated to 110 C and stirred for 4h. The mixture was evaporated in vacuo, the residue was purified by silica gel column chromatography (DCM/MeOH = 100/1 to 10/1) to give the scheme 27 compound 5 (410 mg, 17%) as a yellow solid.

According to the analysis of related databases, 680217-71-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A.; WO2014/52365; (2014); 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. 541-16-2, name is Di-tert-Butyl malonate, A new synthetic method of this compound is introduced below., Safety of Di-tert-Butyl malonate

7a. Preparation of (1R,2R)/(1S2S) 1-amino-2-ethylcyclopropanecarboxylic Acid tert-butyl Ester (Racemic Mixture); Step 1: Preparation of 2-ethylcyclopropane-1,1-dicarboxylic acid di-tert-butyl ester, Shown Below To a suspension of benzyltriethylammonium chloride (21.0 g, 92.2 mmol) in a 50% aqueous NaOH solution (92.4 g in 185 mL H2O) was added 1,2-dibromobutane (30.0 g, 138.9 mmol) and di-tert-butylmalonate (20.0 g, 92.5 mmol). The reaction mixture was vigorously stirred for 18 hours at room temperature and treated with a mixture of ice and water. The crude product was extracted with dichloromethane (3*) and sequentially washed with water (3*), and brine. The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo. The resulting residue was purified by flash column chromatography (100 g SiO2, 3% diethyl ether in hexane) to provide the desired product (18.3 g, 67.8 mmol, 73% yield) which was used directly in the next reaction.

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; Bristol-Myers Squibb Company; US2008/119461; (2008); 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. 1014645-87-4, name is Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H14ClNO2

Description 169: methyl 4-(1-(5-chloro-2-(3-((2,4- difluorophenyl)amino)azetidin-1-yl)nicotinamido)cyclopropyl)benzoate (D169)A mixture of 5-chloro-2-(3-((2,4-difluorophenyl)amino)azetidin-1 -yl)nicotinic acid (D1 18) (40 mg, 0.1 18 mmol), 1 -Hydroxybenzotriazole hydrate (18 mg, 0.1 18 mmol) and 1 -Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (34 mg, 0.177 mmol) in dimethylformamide (5ml) was stirred 10 min at room temperature. A solution of methyl 4-(1 -aminocyclopropyl)benzoate hydrochloride (D7) (32.2 mg, 0.141 mmol) and triethylamine (0.02ml, 0.141 mmol) in dry dimethylformamide (2ml) was added and the mixture was stirred 24h at room temperature. After solvent evaporation, water (10ml) was added and the formed precipitate was filtered off and purified by Biotage SNAP-Si (1 Og) cartridge eluting with a mixture dichloromethane/methanol from 100/0 to 80/20. Collected fractions, after solvent evaporation afforded the title compound (D169) (105 mg).MS: (ES/+) m/z: 513.2 [MH+] C26H23CIF2N403 requires 512.141 H NMR (400MHz ,DMSO-d6) delta = 9.23 (s, 1 H), 8.21 (d, J = 2.4 Hz, 1 H), 7.91 – 7.80 (m, J = 8.3 Hz, 2 H), 7.74 (d, J = 2.4 Hz, 1 H), 7.40 – 7.29 (m, J = 8.3 Hz, 2 H), 7.18 – 7.06 (m, 1 H), 6.85 (t, J = 8.6 Hz, 1 H), 6.48 (d, J = 5.4 Hz, 1 H), 6.03 (br. s., 1 H), 4.22 (d, J = 3.9 Hz, 3 H), 3.86 (s, 3 H), 3.76 (d, J = 4.9 Hz, 2 H), 1 .34 (d, J = 9.3 Hz, 4 H)

According to the analysis of related databases, 1014645-87-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ROTTAPHARM S.P.A.; BORRIELLO, Manuela; ROVATI, Lucio; STASI, Luigi Piero; BUZZI, Benedetta; COLACE, Fabrizio; WO2012/76063; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 110661-91-1, name is tert-Butyl 4-bromobutanoate, 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 110661-91-1, Product Details of 110661-91-1

[000730] To a solution of Example 1.2.7 (0.103 g) and tert-butyl 4-bromobutanoate (0.032 g) in dichloromethane (0.5 inL) was added N,N-diisopropylethylamine (0.034 mL) at 50 C in a sealed amber vial overnight. The reaction was concentrated, dissolved in dimethyl sulfoxide/methanol (1 : 1, 2 mL) and purified by reverse phase HPLC using a Gilson system, eluting with 5-75% acetonitrile in water containing 0.1% v/v trifluoroacetic acid. The desired fractions were combined and freeze-dried to provide the title compound. MS (ESI) m/e 944.6 (M+l).

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

Reference:
Patent; ABBVIE INC.; TAO, Zhi-Fu; DOHERTY, George; WANG, Xilu; SULLIVAN, Gerard M.; SONG, Xiaohong; KUNZER, Aaron R.; WENDT, Michael D.; MARIN, Violeta L.; FREY, Robin R.; CULLEN, Steve C.; WELCH, Dennie S.; SHEN, Xiaoqiang; BENNETT, Nathan B.; HAIGHT, Anthony R.; ACKLER, Scott L.; BOGHAERT, Erwin R.; SOUERS, Andrew J.; JUDD, Andrew S.; (623 pag.)WO2016/94509; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 252881-74-6, 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. 252881-74-6, name is tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate, This compound has unique chemical properties. The synthetic route is as follows.

Step 4: 3-{2-[2-(2-{4-[4-(3,5-Dioxo-hexyl)-phenylcarbamoyl]-butyrylamino}-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester A solution of 4-[4-(3,5-dioxo-hexyl)-phenylcarbamoyl]-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester (1.5 g, 3.6 mmol), 3-{2-[2-(2-amino-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (1.0 g, 3.6 mmol) and DIEA (1.3 muL, 7.2 mmol) in CH2Cl2 (10 mL) was stirred at room temperature overnight. The solvent was removed in vacuo and the residual oil purified using column chromatography EtOAc/MeOH (95:5) to give the title compound as a transparent oil, (M+1)=579.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 3-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)propanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRADSHAW, Curt W.; Sakamuri, Sukumar; Fu, Yanwen; Oates, Bryan; Desharnais, Joel; Tumelty, David; US2009/98130; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 1731-79-9, These common heterocyclic compound, 1731-79-9, name is Dimethyl dodecanedioate, 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 cooled (0 C) solution of LiAlH4 (1.73 g, 45.6 mmol) in THF (280 mL) was added a solution ofdimethyl dodecanedioate (4.35 g, 15.2 mmol) in THF (20 mL) dropwise, and the resulting solution wasstirred at 0 C for 3 h. Then, the reaction mixture was quenched with MeOH and 1 M HCl. The organic layer wasseparated and the aqueous layer was extracted with diethyl ether three times. The combined organic layer was washedwith water and brine, and dried over sodium sulfate. After evaporation of the solvent, the product was obtained(3.22 g, 92%) in high purity, which was then used in the next step without further purification.1H-NMR (500 MHz, CDCl3): delta3.64 (t, J =7.5 Hz, 4H, 1-H, 14-H), 1.57 (m, 4H, 2-H, 13-H), 1.35-1.26(20H, 3-H to 12-H)13C-NMR (125 MHz, CDCl3): delta63.1 (C1, C14), 32.8 (C2, C13), 29.6, 29.6, 29.5, 29.4 (C4 to C11), 25.7(C3, C12)HR-MS (ESI-TOF): m/z calcd for C14H30O2Na [M+Na]+ 253.2138, found 253.2137IR (film): 3409, 3347, 2923, 2854 cm

The synthetic route of 1731-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tonoi, Takayuki; Kawahara, Ryo; Yoshinaga, Yutaka; Inohana, Takehiko; Fujimori, Keiko; Shiina, Isamu; Tetrahedron Letters; vol. 56; 11; (2015); p. 1356 – 1359;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)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 15964-79-1, HPLC of Formula: C11H14O4

Manufacturing Example 13: Preparation of 2-(3,4-Dimethoxyphenyl) acetaldehyde (52) Anhydrous diethyl ether solution containing methyl 3′,4′-dimethoxyphenyl acetate (1.94 g, 9.24 mmol) was stirred, during which DIBAL-H (11.1 mL, 1 M in THF solution) was added thereto drop by drop with maintaining the temperature at -78C. The mixture was stirred at the same temperature for 1 hour. Rochelle aqueous solution was carefully added thereto for 15 minutes. The mixture of the two phases was stirred vigorously at 0 C for 1 hour, which was added to water. The water layer was extracted with EtOAc (*2) and the organic layer was dried over MgSO4, filtered and concentrated under reduced pressure. Then, the obtained residue was purified by flash column chromatography (EtOAc:n-hexane=1:2) to give the compound 52 of Manufacturing Example 13 (yield: 68%, 1.13 g). 1H NMR (CDCl3, 300 MHz) delta 9.66 (t, 1H, J = 2.5 Hz), 6.80 (d, 1H, J = 8.0 Hz), 6.68 (m, 1H), 6.64 (d,

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(3,4-dimethoxyphenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; SNU R&DB Foundation; SUH, Young-Ger; CHANG, Dong-Jo; AN, Hongchan; KIM, Kyu-Won; KIM, Young-Myeong; LEE, Ho-Young; EP2871187; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics