Tag: M.W=200-300

Synthetic Route of 618-89-3, The chemical industry reduces the impact on the environment during synthesis 618-89-3, name is Methyl 3-bromobenzoate, I believe this compound will play a more active role in future production and life.

a. 3-Morpholin-4-yl-benzoic Acid Methyl Ester Following the procedure above except substituting “morpholine” for “pyrrolidine” and “methyl-3-bromobenzoate” for “methyl-4-bromobenzoate” gave the title compound: MS (M+H+): 222.

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

Reference:
Patent; Quibell, Martin; Taylor, Steven; Grabowska, Urszula; Nilsson, Magnus; Morrison, Veronique; US2003/186962; (2003); A1;,
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. 474709-71-2, name is Ethyl 4-bromo-2-fluorobenzoate, A new synthetic method of this compound is introduced below., name: Ethyl 4-bromo-2-fluorobenzoate

EXAMPLE 73 4-Bromo-2-ethoxy-benzoic acid ethyl ester Sodium (1.815 g, 78.9 mmol, Aldrich) was cut into small pieces and added to ethanol (100 mL). After all the pieces were dissolved, the clear solution was added to a solution of ethyl 4-bromo-2-fluoro-benzoate (13 g, 52.6 mmol) in ethanol (20 mL) cooled to 0 C. The ice bath was then removed and the mixture was stirred at room temperature for 12 h. The reaction mixture was concentrated in vacuo, and the residue was taken in water and 20% ethyl acetate-hexane. The organic layer was washed with saturated solution of sodium bicarbonate, brine, and dried over anhydrous sodium sulfate. The solids were filtered off, and the filtrate was concentrated in vacuo. Purification of the crude residue by flash chromatography (120 g of silica gel, eluding with 10-15% ethyl acetate in hexane) gave 4-bromo-2-ethoxy-benzoic acid ethyl ester as white solids (11.020 g, 77%).

The synthetic route of 474709-71-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ding, Qingjie; Graves, Bradford James; Kong, Norman; Liu, Jin-Jun; Lovey, Allen John; Pizzolato, Giacomo; Roberts, John Lawson; So, Sung-Sau; Vu, Binh Thanh; Wovkulich, Peter Michael; US2007/129416; (2007); A1;,
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Application of 59247-47-1,Some common heterocyclic compound, 59247-47-1, name is tert-Butyl 4-bromobenzoate, molecular formula is C11H13BrO2, 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 100 mL round-bottom flask purged and maintained under an inert atmosphere of nitrogen was added (1S,4S,5R)-5-[[3-(2-chloro-6-methylphenyl)-5-cyclopropyl-1 ,2-oxazol-4-yl]methoxy]-2-azabicyclo[2.2.l]heptane ll3h (150 rng, 0.42 mmol, l.O equiv.), Tol (20 rnL),tert-butyl4-bromobenzoate (161.2 mg, 0.63 mmoL 1.50 equiv.), Cs2C03 (408 8 mg, 1.25mmol, 3.0 equiv.), BIANP (13 mg), and Pd2(dha)3 (19 mg, 0.02 mmol, 0.05 equiv.). The5 resulting mixture was stirred at 110 ¡ãC overnight Solids were filtered out. l11e illtrate wasconcentrated under vacuum to a residue which was pmified by silica gel columnchromatography eluting with ethyl acetate/petroleum ether (l: 10 to 1 :5). Removal of solventsgave tert-huty 1 4-l(l S,4S,5R)-5-U 3-(2-chloro-6-methy lpheny 1)-5-cyclopropy 1-1,2-oxazol-4-y l] rnethoxy ]-2-azabicyclo[2.2.1 ]heptan-2-yl]henzoate ll4a (l 00 mg, 45percent) as a light yellow10 oil.

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

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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Electric Literature of 756525-95-8, These common heterocyclic compound, 756525-95-8, name is tert-Butyl 9-Amino-4,7-dioxanonanoate, 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 (6-((3-(3-(5-methyl-lH-imidazol-l-yl)-5- (trifluoromethyl)benzamido)benzyl)amino)-2H-indazole-3-carbonyl)-L-alanine (16) (170 mg, 0.28 mmol, 1.0 equiv) in DMF (6.8.0 mL, 40.0 vol. equiv) were added tert-butyl 3-(2-(2- aminoethoxy)ethoxy)propanoate (16) (78.60 mg, 0.34 mmol, 1.2 equiv), HATU (320 mg, 0.84 mmol, 3.0 equiv) and DIPEA (43.5 mg, 0.34 mmol, 1.20 equiv). The reaction mixture was stirred for 4 h at RT. The completion of reaction was monitored by TLC. The Reaction mixture was quenched with DMW (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic extract was washed with brine (100 mL), dried over Na2S04 and concentrated under vacuum to get crude of desired compound. The crude was purified with column chromatography eluted with methanol in DCM (0 to 10%) to afford titled compound (17) (220 mg, 95.5%) as a light brown gum. 1H MR (300 MHz, OMSO-d6) delta 12.90 (s, 1H), 10.59 (s, 1H), 8.68 (s, 1H), 8.46 (s, 1H), 8.32-8.16 (m, 4H), 7.79-7.69 (m, 4H), 7.39-7.34 (t, 1H), 7.21-7.19 (d, 1H), 6.76-6.8 (s, 2H), 6.35 (s, 1H), 4.46-4.36 (m, 3H), 4.12-4.00 (t, 2H), 3.63-3.41 (m, 8H), 2.94 (s, 2H)2.21 (s, 3H), 1.45-1.38 (m, 12H). MS (ES+): 821.3 (M+l); MS (ES-): 819.5 (M-l).

Statistics shows that tert-Butyl 9-Amino-4,7-dioxanonanoate is playing an increasingly important role. we look forward to future research findings about 756525-95-8.

Reference:
Patent; QUARTZ THERAPEUTICS, INC.; ZAMBONI, Robert; HENNING, Ryan; JI, Alan; SMITH, Tyler; HELLER, Bradley; REDDY, Thumkunta Jagadeeswar; ROCHELEAU, Sylvain; BEAULIEU, Marc Andre; (266 pag.)WO2018/200981; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 90971-88-3, name is Methyl 2-bromo-5-methylbenzoate, 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 90971-88-3, Quality Control of Methyl 2-bromo-5-methylbenzoate

To a mixture of 5-amino-3-ethyl-1-(2-methoxy-phenyl)-1 H-pyrazole-4-carbonitrile (Example 99, 1.0 g, 4.11 mmol), 2-bromo-5-methyl-benzoic acid methyl ester (0.78 g, 3.43 mmol) in toluene (25 mL) was added BINAP (0.21 g, 0.34 mmol) followed by tris (dibenzylideneacetone) (0) (0.19 g, 0.21 mmol). To the mixture was added cesium carbonate (1.56 g, 4.80 mmol) and the suspension was heated at 118C overnight and cooled to rt. Then reaction mixture was diluted with ethyl acetate and filtered through Celite and concentrated. The residue purified by silica gel column chromatography (25% ethyl acetate-hexanes) to give a pale yellow foamy solid (1.22 g, 91%). ES-MS m/z391.1 (MH+); HPLC RT (min) 3.73.

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-bromo-5-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2005/112923; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 541-16-2, name is Di-tert-Butyl malonate, 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 541-16-2, Quality Control of Di-tert-Butyl malonate

To a 100 mL round bottom flask, was added p-acetamidobenzenesulfonyl azide (1.08 g, 4.5 mmol), acetonitrile (25 mL), triethylamine (0.62 mL, 4.5 mmol), and di-tert-butyl malonate (1 mL, 4.5 mmol). The reaction was stirred at rt for 48 hours, after which time the mixture was concentrated in vacuo to near dryness. Hexanes (25 mL) was added to the crude material and the precipitate was filtered. The filtrate was concentrated in vacuo and used directly in the following procedure. To a 100 mL round bottom flask containing the above crude material (1.87 g, 7.7 mmol), was added Rh2(OAc)4 (35 mg, 0.08 mmol) and toluene (50 mL), and 2-hydroxyEtOAc (1.24 g, 11.55 mmol). 1 The reaction was stirred at 70 C overnight, after which time the mixture was filtered over Celite and purified by silica gel column chromatography (20% EtOAc/hexanes) to afford the intermediate as a colorless oil (936 mg, 33% yield) which was used directly in the next step.

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, Di-tert-Butyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kelley, Amber M.; Minerali, Eni; Wilent, Jennifer E.; Chambers, Nicholas J.; Stingley, Kyla J.; Wilson, G. Tyler; Petersen, Kimberly S.; Tetrahedron Letters; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1150566-27-0, 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. 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate (0.6 g, 2.66 mmol) was dissolved in tetrahydrofuran/water solution (12 ml/4 ml) and added to hydrated lithium hydroxide at 30C for 3 hours. Concentrate under reduced pressure, add 4ml of water to dissolve, then add 1mol/L dilute hydrochloric acid solution to adjust the pH value to 3, precipitate solids, suction filter, and dry to obtain 0.375g of white solid. Yield: 71.4%.

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, Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; China Pharmaceutical University; Zhang Huibin; Chen Yun; Zhou Jinpei; Liu Xueting; Ma Hui; (29 pag.)CN107652293; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)acetate, molecular formula is C11H14O4, 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. Recommanded Product: 15964-79-1

To a solution of 315 mg (1.5 mmol) of 3,4-dimethoxyphenyl methyl acetate in 5 ml of anhydrous CHCl3, add at 0 C. and under an inert atmosphere 452 mul (3 mmol) of 1-naphthoyl chloride. Add dropwise 351 mul of SnCl4. Allow to return to room temperature. [0299] After 6 hours at room temperature, evaporate to dryness. Add 10 ml of MeOH. Stir at room temperature for 30 minutes. Evaporate to dryness. Add 7 ml of iced H2O. Allow to crystallize at 0 C. for 1 hour. Filter. Wash twice with 1 ml of H2O. Yield: 37%. The product is used as is for the subsequent reactions.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15964-79-1, its application will become more common.

Reference:
Patent; Bourguignon, Jean-Jacques; Lagouge, Yan; Lugnier, Claire; Klotz, Eveline; Macher, Jean-Paul; Raboisson, Pierre; Schultz, Dominique; US2004/152888; (2004); 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. 57381-43-8, name is Methyl 2,5-dibromobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C8H6Br2O2

To a dried 25 mL flask was introduced 3-tert-butyl-1-(2-methylphenyl)-1 H-pyrazol-5-amine (220 mg, 0.96 mmol), methyl 2,5-dibromobenzoate (235 mg, 0.80 mmol), Pd2(dba)3 (36.6 mg, 0.04 mmol), BINAP (49.8 mg, 0.08 mmol), and Cs2CO3 (365 mg, 1.12 mmol). The flask was degassed followed by addition of toluene (1 mL), and the mixture was then heated to 110¡ãC for 20 h. The mixture was cooled to rt, and diluted with ethyl acetate. The solid was filtered off, and the solvent was removed under reduced pressure. The residue was redissolved in methanol/THF (4: 1, v/v) and filtered though a C8-silica plug. HPLC purification using a gradient elution from 10percent to 90percent acetonitrile in water afforded 110 mg (31 percent) of the title compound. 1H NMR (300 MHz, CD2Cl2) No. 9.21 (s, 1 H), 7.41 (d, 1 H), 7.20-7.30 (m, 5 H), 7.10 (d, 1 H), 6.09 (s, 1 H), 3.72 (s, 3 H), 2.04 (s, 3 H), 1.30 (s, 9 H). ES-MS m/z 444.1 (MH+); HPLC RT (min) 4.30.

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 PHARMACEUTICALS CORPORATION; WO2005/112923; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 193290-19-6 as follows. name: Methyl 2-(4-bromo-2-fluorophenyl)acetate

To a solution of methyl 2-(4-bromo-2-fluorophenyl) acetate (1 g, 4.05 mmol) in toluene/THF H20 (15 mL, v/v/v=2/2/l ) were added 2-methylpyridin-3-ylboronic acid (870 mg, 3.97 mmol), AcO (790 mg, 8.05 mmol) and PdCl2(dppf) (222 mg, 0.31 mmol) under nitrogen. The reaction mixture was stirred at 90C for 15 h. The reaction mixture was filtered, the filtrate was washed with water, extracted with EtOAc (2 x 10 mL). The combined layers were washed with brine, dried over Na2S04 and concentrated. The residue was purified by column chromatography on silica gel eluted with 0- 10% EtOAc in petroleum ether to afford the desired product (0.9 , 86%). LCMS m/z 260 (M+l )+.

According to the analysis of related databases, 193290-19-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AFRAXIS, INC.; CAMPBELL, David; DURON, Sergio, G.; WO2013/43232; (2013); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics