Tag: M.W=200-300

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. 126430-46-4, name is Benzyl 4-bromobutanoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

Step 2 4-(3-Benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric Acid A mixture of 0.9 g of 4-bromobutyric acid benzyl ester, 0.5 g of 3-benzyl-8-aza-bicyclo[3.2.1]octane, 0.6 mL of N,N-diisopropylethylamine and 20 mL of acetonitrile was heated to 80 C. for 4 h. The mixture was cooled, concentrated under reduced pressure and partitioned between chloroform and saturated sodium carbonate. After drying over magnesium sulfate the extracts were concentrated to a thick oil, 1.4 g, which was a mixture of the benzyl ester of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid, benzyl 4-bromobutyrate, and butyrolactone. Hydrogenation over 0.5 g of palladium on carbon in 100 mL of ethanol under 1 atm of hydrogen overnight gave 0.9 g of 4-(3-benzyl-8-aza-bicyclo[3.2.1]oct-8-yl)-butyric acid after drying under vacuum at 100 C. overnight which was homogeneous by TLC (90:10:1 chloroform:methanol:ammonium hydroxide).

According to the analysis of related databases, 126430-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck & Co., Inc.; US6432976; (2002); B1;,
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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. 99548-55-7, name is Methyl 4-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H9BrO2

At 0¡ãC, lithium aluminum hydride (1.425 g, 37.5 mmol) was dropped into a solution of methyl 4-bromo-2-methylbenzoate (5.725 g, 25 mmol) in tetrahydrofuran (120 mL) slowly. The ice-salt bath used was removed after that dropping. The reaction was complete (detected by LCMS and TLC) after stirred for 1 hour at room temperature. The mixture was cooled to 0¡ãC again and the reaction was quenched with water (1.43 mL) and 10percent NaOH solution (14.3 mL) respectively. After stirred for 15 min at room temperature, the mixture was filtered and then the filter cake was washed with tetrahydrofuran (80 mL*2) and ethyl acetate EA (80 mL*2). The filtrate was dried with anhydrous sodium sulfate, filtered, and then concentrated to obtain a colorless oil product (4.535 g, 90percent yield).

The synthetic route of 99548-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUZHOU CONNECT BIOPHARMACEUTICALS, LTD.; ZHENG, Wei; PAN, Wubin; YANG, Xin; (47 pag.)EP3048103; (2016); A1;,
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Reference of 57381-62-1, 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. 57381-62-1, name is Methyl 2-bromo-4-chlorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 2-bromo-4-chlorobenzoate (In-27, 5.0 g, 20.0 mmol) in MeOH (50 mL) was added N2H4.H20 (80percent, 50 mL). The resulting solution was heated at 60 ¡ãC for 1 h, until TLC show SM consumed. After concentration, the resulting solid was dissolved in EA (100 mL), washed with brine (2 x 30 mL), dried over Na2504 and concentrated to dryness to afford desired product 2-bromo-4-chlorobenzohydrazide Sc (2.8 g, 56percent). ?H NMR(300 MHz, DMSO-d6): oe 9.58 (s, 1H), 7.80 (d, J=1.8 Hz, 1H), 7.52 (dd, J8.1 Hz, J=2.1 Hz, 1H), 7.38 (d,J=8.1 Hz, 1H), 4.49 (s, 2H). LC-MS [M+Hj 251;

The chemical industry reduces the impact on the environment during synthesis Methyl 2-bromo-4-chlorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI; HAJJAR, Roger; DEVITA, Robert; (68 pag.)WO2019/18718; (2019); A1;,
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Synthetic Route of 40876-98-0, 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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of lH-pyrazol-3-amine (45 g, 542.16 mmol) in acetic acid (297 mL) and water (900 mL) was cooled to 0 C and diethyl oxaloacetate sodium salt (113.85 g, 542.16 mmol) was added. The resulting solution was heated at 100 C for 16 h. After which time the solids were filtered and dried to obtain the title compound (22% yield).

The synthetic route of Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIZYME, INC.; KUNTZ, Kevin, W.; CAMPBELL, John, Emmerson; WO2014/100665; (2014); A1;,
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Application of 15964-79-1, 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 15964-79-1 as follows.

1-Isopropyl-6,7-dimethoxyisoquinolin-3-ol SIL 32164 To a solution of methyl 2-(3,4-dimethoxyphenyl)acetate SLA 28134 (10.09 g, 48.0 mmol) in isobutyric anhydride (60.5 mL, 364.8 mmol) at 0 C. in a 500 mL round-bottomed flask equipped with a magnetic stirrer was added HClO4 (ca. 70% solution in water, 4.91 mL, 56.8 mmol) over a period of 10 min. The reaction mixture was then allowed to warm up to RT, stirred for 2 h and diluted with Et2O (400 mL). The solid was filtered and washed several times with Et2O to give 16.88 g of a brown solid. The solid was then suspended in H2O (70 mL) in a 500 mL round-bottomed flask equipped with a magnetic stirrer and cooled in an ice bath before dropwise addition of concentrated NH4OH (180 mL). After complete addition, the ice bath was removed and the reaction mixture was stirred overnight at RT. The mixture was then extracted with CH2Cl2 (100 mL, the organic layer was isolated and the aqueous layer was further extracted with CH2Cl2 (3*100 mL). The organic layers were combined, washed with brine (50 mL), dried over Na2SO4, filtered and concentrated under vacuum to give 1-isopropyl-6,7-dimethoxyisoquinolin-3-ol SIL 32164 as a yellow solid (9.69 g, 82% yield). MW: 247.29; Yield: 82%; Yellow solid; Mp ( C.): 175.0 1H-NMR (CDCl3, delta): 1.52 (d, 6H, J=6.9 Hz, 2*CH3), 3.63-3.70 (m, 1H, CH), 3.93 (s, 3H, OCH3), 3.96 (s, 3H, OCH3), 6.57 (s, 1H, ArH), 6.60 (s, 1H, ArH), 6.94 (s, 1H, ArH), OH not seen. 13C-NMR (CDCl3, delta): 21.1 (2*C), 29.4, 55.8, 56.0, 101.8, 102.8, 104.8, 111.8, 142.0, 147.5, 154.5, 154.8, 161.2. MS-ESI m/z (% rel. Int.): 248 ([MH]+, 100).

According to the analysis of related databases, 15964-79-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ExonHit Therapeutics SA; ALLERGAN, INC.; US2012/214837; (2012); A1;,
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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. 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., COA of Formula: C9H6F4O2

To a stirred solution of 4,48 g (22.5 mmol) 4-Fluoro-3-trifluoromethyl-benzoic acid methyl ester (Rarechem) and 60.0 ml dimethylsulphoxid are added 2.23 g (27.0 mmol) dimethylamine hydrochloride and 6.54 g (47.3 mmol) potassium carbonate. The reaction mixture is stirred for 8h at 60C in an autoclave and is reduced with high vacuum rotation evaporator at 65C. The residue is diluted with dichloromethane, washed twice with water. The combined water phases are extracted with dichloromethane. The combined dichloromethane phases are washed with diluted sodium hydrogen carbonate solution, dried with sodium sulphate and concentrated. The oily crude is purified by column chromatography and the desired product 2.3.2.a is obtained in 72 % yield (4,00 g, 16,2 mmol). MS-ESI: 248 (M+ +1, 100). Elementary analysis: C 53.44% H 4.89% F 23.05% N 5.67% Determined: C 53.48% H 4.90% F 23.03% N 5.65%

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma Aktiengesellschaft; EP1916003; (2008); A1;,
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Synthetic Route of 35450-37-4, A common heterocyclic compound, 35450-37-4, name is Methyl 3-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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.

methyl 4′- (2-ethoxyethoxy)-6-methoxy-2′, 6′-dimethylbiphenyl-3- carboxylate A mixture of methyl 3-bromo-4-methoxybenzoate (0.90 g, 3.67 mmol), [4- (2-ethoxyethoxy)-2, 6-dimethylphenyl] boronic acid (0.87 g, 3.67 mmol), tris (dibenzylideneacetone) dipalladium (0) (0.13 g, 0.15 mmol), 2- (dicyclohexylphosphino) biphenyl (79 mg, 0.22 mmol), tripotassium phosphate (1.56 g, 7.34 mmol) and toluene (20 mL) was stirred under a nitrogen atmosphere at 90C for 18 hrs. The reaction mixture was cooled and insoluble material was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=9/1-hexane/ethyl acetate=1/1) to give the title compound (0.71 g, yield 54%) as a yellow oil. MS (ESI+): 359 (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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2005/63729; (2005); 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. 136333-97-6, name is Methyl 4-(2-bromoethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of Methyl 4-(2-bromoethyl)benzoate

Example 4A Diallyl 2-[4-(methoxycarbonyl)phenyl]ethylmalonate Under argon and at 0 C., 4.44 g (111.0 mmol) of sodium hydride (60% strength dispersion in mineral oil) are added a little at a time to a solution of 27.28 g (148.09 mmol) of diallyl malonate in 220 ml of anhydrous dioxane. The mixture is stirred at 40 C. for 30 min, and a solution of 18.00 g (74.04 mmol) of methyl 4-(2-bromoethyl)benzoate is then added at room temperature. The reaction mixture is then heated at 110 C. for 16 hours. After addition of 25 ml of saturated ammonium chloride solution, most of the dioxane is removed on a rotary evaporator. The residue is taken up in 200 ml of ethyl acetate and 100 ml of water. The aqueous phase is extracted with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After distillative removal of a large proportion of the excess diallyl malonate, the crude product is pre-purified on 100 g of silica gel 60 (mobile phase: cyclohexane/dichloromethane 2:1, then cyclohexane/ethyl acetate 4:1). The desired product is then isolated by preparative HPLC. This gives 11.60 g (22% of theory) of a colorless oil. LC-MS (method 2): Rt=2.53 min; MS (ESIpos): m/z=347 [M+H]+. 1H-NMR (400 MHz, CDCl3): delta=2.26 (m, 2H), 2.73 (t, 2H), 3.40 (t, 1H), 3.91 (s, 3H), 4.63 (d, 4H), 5.25 (d, 2H), 5.33 (d, 2H), 5.90 (m, 2H), 7.25 (d, 2H), 7.96 (d, 2H).

According to the analysis of related databases, 136333-97-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER HEALTHCARE AG; US2009/286882; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 57381-62-1, The chemical industry reduces the impact on the environment during synthesis 57381-62-1, name is Methyl 2-bromo-4-chlorobenzoate, I believe this compound will play a more active role in future production and life.

(4-Dibenzofuranyl) boronic acid ((4-dibenzofuranyl) boronic acid), 30 g (141.5 mmol), methyl-2-bromo-4-chlorobenzoate (methyl-2-bromo-5-chlorobenzoate), 37.1 g ( 148.6 mmol), tetrakistriphenylphosphine palladium 8.2 g (7.1 mmol) dissolved in toluene 550 ml was added to flask placed in a nitrogen atmosphere. Potassium carbonate (potassium carbonate) 104.2 g (707.51 mmol) was dissolved in 550 ml toluene, and the aqueous solution 353.8 ml was stirred under reflux for 12 hours. After completion of the reaction, the mixture was extracted with ethyl acetate, dried with magnesium sulfite (magnesium sulphate), filtered and the filtrate was concentrated under reduced pressure. The resulting mixture was purified by silica gel column chromatography using n-hexane / dichloromethane (7:3 volume ratio) to give the desired compound of intermediate (D) 38.2 g (80percent yield) as a white solid.

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

Reference:
Patent; CHEIL INDUSTRIES INC.; JO, YOUNG KYOUNG; KANG, EUI SU; KIM, DONG YEONG; LUI, JIN HYUN; MIN, SOO HYUN; YANG, YONG TAK; OH, JAE JIN; YU, EUN SUN; LEE, HAN ILL; JUNG, HO KUK; (42 pag.)KR2015/45809; (2015); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 99548-54-6, 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. 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 106A Methyl 6-amino-3-bromo-2-methylbenzoate A -20 C. solution of methyl 3-bromo-2-methylbenzoate (10 g, 43.7 mmol) in concentrated H2SO4 (100 mL) was treated dropwise with a solution of concentrated HNO3 (2.75 muL) in concentrated H2SO4 (50 mL) at a rate that maintained the temperature below -15 C. The reaction was then stirred at 0 C. for 30 minutes, poured into ice, and extracted with diethyl ether. The extract was washed with aqueous NaHCO3 and brine, dried (Na2SO4), filtered, and concentrated to give 9.32 g of the nitrated product. The crude product was added to a solution of SnCl2 (32.2 g, 170 mmol) in concentrated HCl (34 mL) and methanol (52 mL) and the resulting suspension was stirred at room temperature for 4 hours. The resulting solution was concentrated, adjusted to pH 7 with aqueous NaOH, and filtered through diatomaceous earth (Celite). The pad was washed with diethyl ether and dichloromethane and the combined filtrates were concentrated. The concentrate was purified by silica gel chromatography with 10-20% ethyl acetate/hexanes to give 3.59 g of the desired product. MS (ESI(-)) m/e 243 (M-H)-.

The synthetic route of Methyl 3-bromo-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Curtin, Michael L.; Davidsen, Steven K.; Frey, Robin R.; Heyman, Howard R.; Holms, James H.; Michaelides, Michael; Steinman, Douglas H.; US2005/26976; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics