Tag: M.W=200-300

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. 260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Methyl 3-bromo-2-methoxybenzoate

2.4 g of lithium borohydride (LiBH4) was added to a solution of 5.3 g of 3-bromo-2-methoxy-benzoic acid methyl ester 5 in 200 mL of ether (Et2O) at 0 C. After stirring for 5 minutes, 5 mL of methanol was added. The reaction mixture was warmed to room temperature and kept there for 2.5 hours. Thereafter, 2.4 g more of lithium borohydride was added. The reaction mixture was quenched with aluminum chloride. After standard aqueous work up, and silica gel column purification (hexane/ethyl acetate 2:1), 4.0 g of 3-bromo-2-methoxy-phenyl-methanol 6 was obtained.

The synthetic route of 260806-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALLERGAN, INC.; US2009/306161; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, 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 56441-97-5, Formula: C16H16O4

Methyl-4-Benzyloxy-3-methoxy Benzoate (5.00 g, 18.4 mmol) was dissolved in Ac20 (23.5 mL) and cooled to 0C. Cu(N03)2 (5.05g, 27.0 mmol) was added in small portions overminutes. After 90 mi LCMS indicated product formation. The mixture was poured into ice- water and stirred for 45 minutes. Crude product was recovered by centrifugation, rinsed with water, and dried. The crude product was purified via silica-gel chromatography onCombiflash system using a petroleum ether/ethyl acetate gradient. 5.80g (99%), off-white solid. ?H NMR (CD3OD, oe in ppm): 7.62 (s, 1H), 7.45 (d, 2H), 7.40 (t, 2H), 7.35 (m, 1H), 7.25 (s, 1H), 5.20 (s, 2H), 3.95 (s, 3H), 3.90 (s, 3H). MS (ESI-QMS): mlz = 318.03 (M+H).

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 4-(benzyloxy)-3-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENDOCYTE, INC.; VLAHOV, Iontcho Radoslavov; LEAMON, Christopher Paul; QI, Longwu; WANG, Yingcai; WANG, Kevin Yu; (202 pag.)WO2016/148674; (2016); A1;,
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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. 107045-28-3, name is tert-Butyl 4-(aminomethyl)benzoate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 4-(aminomethyl)benzoate

The compound [3] produced in example 1 (800 mg, 2.14 mmol) was dissolved in anhydrous DMF (20 mL) under nitrogen, to which was added diisopropyl ethyl amine (DIPEA) (1.27 mL, 7.27 mmol) and the amine [10] (700 mg, 2.35 mmol) followed by HATU (1.88 g, 4.93 mmol). This reaction mixture was stirred at 25 C for 24 hours to produce [6]. The contents of the flask were diluted with ethyl acetate. The organic phase (ethyl acetate) was washed with 1 M hydrochloric acid, saturated sodium bicarbonate and water. The ethylacetate layer was then dried over sodium sulfate, which was filtered off. Removal of the ethylacetate solvent provided the crude product [6], which was purified by flash chromatography with 100% EtOAc and 1-2% MeOH / EtOAc to obtain the pure product [6] (680 mg, 57%) as a white solid. iH NMR (300 MHz, DMSO-d6): delta 11.03 (s, lH), 9.82 (s, lH), 8.46 (t, J = 6.0 Hz, lH), 7.82-7.86 (m, 3H), 7.46-7.52 (m, 2H), 7.35 (d, J = 8.3 Hz, 2H), 5.14 (dd, J = 5.0, 13.5 Hz, lH), 4.32-4.38 (m, 4H), 2.86-2.96 (m, iH), 2.56-2.64 (m, 2H), 2.39 (t, J = 7.5 Hz, 2H), 2.25 (t, J = 7.5 Hz, 2H), 1.97-2.05 (m, lH), 1.82-1.92 (m, 2H), 1.53 (s, 9H). APCrj- = 561.

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; SALADAX BIOMEDICAL INC.; SALAMONE, Salvatore, J.; COURTNEY, Jodi, Blake; SARD, Howard; HEGDE, Vishnumurthy; VOLKOV, Alexander; WO2011/112358; (2011); A1;,
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Synthetic Route of 106896-49-5, These common heterocyclic compound, 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, 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: An over-dried vial equipped with stir bar was charged with Pd(OAc)2 (0.0055 g, 0.0245mmol, 0.10 equiv.), dppb (0.020 g, 0.0489 mmol, 0.2 equiv.) and K2CO3 (0.15 g, 0.98 mmol, 4.0equiv.). Freshly distilled toluene was introduced into the vial via syringe and the contents were allowed to stir. A second over-dried vial equipped with a stir bar was charged with cyclopropanol (0.05 g, 0.245 mmol, 1.0 equiv.) and 2-bromoaniline (0.084 g, 0.489 mmol, 2.0equiv.). Freshly distilled toluene was introduced into the vial via syringe and contents allowed to stir. The solution of substrates was added to the solution containing the palladium catalyst. The reaction vial was purged with argon, capped with a rubber septum and heated to 110 C for 24hrs. Upon completion, the reaction mixture was filtered through a pad of celite using EtOAc, and concentrated in vacuo. The crude product was purified by flash column chromatography, eluting with the indicated solvent mixture to afford the desired quinoline product. Purification by flash column chromatography using 20% EtOAc in hexanes provided the desired quinoline as a pale yellow oil (0.051 g, 0.19 mmol) in 76% yield

The synthetic route of 106896-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nikolaev, Andrei; Nithiy, Nisha; Orellana, Arturo; Synlett; vol. 25; 16; (2014); p. 2301 – 2305;,
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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. 115118-68-8, name is Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Compound 29.3 (150 g, 0.52 mol) was added to a solutionof 10 M HCI (400 ml), andthe reaction mixture was heated to reflux for 60 hr.The reactionmixture was cooledto rt, extracted with Et20 (10 x 1 L) and the combinedorganic layers were dried, filteredand concentrated under reduced pressureto give compound 29.4 (65 g) as a yellow oil, which was5 carriedthrough to the next step withoutfurther purification..

According to the analysis of related databases, 115118-68-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACHAOGEN, INC.; LINSELL, Martin Sheringham; AGGEN, James Bradley; DOZZO, Paola; HILDEBRANDT, Darin James; COHEN, Frederick; KASAR, Ramesh Annasaheb; KANE, Timothy Robert; GLIEDT, Micah James; MCENROE, Glenn A.; WO2014/165075; (2014); A1;,
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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. 55666-43-8, name is tert-Butyl 3-bromopropanoate, A new synthetic method of this compound is introduced below., SDS of cas: 55666-43-8

Preparation No.12a: Preparation of teri-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)- l,2,4-oxadiazol-5-yl)phenylsulfonylazanediyl)dipropanoate and teri-butyl 3-(4-(3-(3- chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate; To a solution of 4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)benzenesulfonamide (0.500 g, 1.270 mmol) in DMF (3.17 mL) was added NaH (0.056 g, 1.396 mmol). After about 10 min. teri-butyl 3-bromopropanoate (0.233 mL, 1.396 mmol) was added and the reaction mixture was heated to about 60 C. After about 48 h the reaction mixture was cooled to RT and purified by chromatography on silica gel (eluting with EtOAc/Hep) to provide tert-butyl 3,3′-(4-(3-(3-chloro-4-isopropoxyphenyl)-l,2,4-oxadiazol-5- yl)phenylsulfonylazanediyl)dipropanoate (0.24 g, 29%o) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.43 min, m/z 667 (M+NH4)+, in addition to tert-butyl 3-(4-(3-(3-chloro-4- isopropoxyphenyl)-l,2,4-oxadiazol-5-yl)phenylsulfonamido)propanoate (0.28 g, 42%) as a colorless solid. LC/MS (Table 1, Method c) Rt = 3.13 min, m/z 521 (M-H)

The synthetic route of 55666-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; CUSACK, Kevin, P.; BREINLINGER, Eric, C.; FIX-STENZEL, Shannon, R.; STOFFEL, Robert, H.; WOLLER, Kevin, R.; WO2011/71570; (2011); A1;,
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Synthetic Route of 185312-82-7,Some common heterocyclic compound, 185312-82-7, name is Methyl 4-bromo-2-chlorobenzoate, molecular formula is C8H6BrClO2, 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.

Preparation Example 80-1 methyl 2-chloro-4-(methylthio)benzoate sodium thiomethoxide (459 mg) was added to a solution of methyl 4-bromo-2-chlorobenzoate (1.25 g) in N,N-dimethylformamide (10 ml) under ice-cooling, and the mixture was stirred for 2 hr. 1N hydrochloric acid was added to the reaction mixture and the resulting product was extracted three times with ether.. The organic layers were combined, washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate.. The solvent was evaporated and the residue was subjected to silica gel column chromatography (hexane/ethyl acetate=10/1) to give the objective compound (835 mg) as a colorless oil. 1H-NMR(CDCl3): 2.49(3H, s), 3.90(3H, s), 7.11(1H, d, J=8 Hz), 7.23(1H, s), 7.78(1H, d, J=8 Hz).

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-bromo-2-chlorobenzoate, its application will become more common.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6348474; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 1105187-36-7, 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. 1105187-36-7, name is Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate (1.00 g, 3.84 mmol) was dissolved in dry DMF (2 ml) in a 10 ml vial and N-iodosuccinimide (891 mg, 3.96 mmol) was added. The reaction mixture was stirred in room temperature overnight and was then poured into water (40 mL). The precipitate formed was collected by filtration and washed with water (50 mL). The powder obtained was dissolved in EtOAc (50 mL) and washed with brine (50 mL). Organic solution was dried over MgSO4, filtered and concentrated. The crude product was recrystallized in MeOH to give 1,13 g of the titled product as slightly grey powder (76% yield).1H NMR (400 MHz, DMSO-d6) O 12.93 (brs, 1H), 7.73 (5, 1H), 3.84 (5, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GISING, Johan; LINDSTROM, Stefan; ANTONOV, Dmitry; BRANDT, Peter; BELFRAGE, Anna Karin; BREM, Juergen; SCHOFIELD, Christopher J.; (161 pag.)WO2018/215800; (2018); A1;,
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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. 29823-21-0, name is Ethyl 8-Bromooctanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 29823-21-0

A mixture of ethyl 8-bromooctanoate (5g, 19.9mmol) and sodium iodide (2.98g, 19.9mmol) in Acetone (5OmL) was heated at 60C under nitrogen for 18h. The reaction mixture was then concentrated under vacuum. Purification by silica gel column chromatography, using EtOAc/Hexane (1:90) as eluant, provided ethyl 8- iodooctanoate as a colourless liquid (5.5g, 93.2 %).LCMS (ES): Found 299.2 [MH]+.

The synthetic route of 29823-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/72714; (2014); A1;,
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Synthetic Route of 54535-22-7, These common heterocyclic compound, 54535-22-7, name is Diethyl 2-((phenylamino)methylene)malonate, 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.

A 1 L three-necked flask fitted with a mechanical stirrer was charged with 2-phenylaminomethylene-malonic acid diethyl ester (26.3 g, 0.100 mol), polyphosphoric acid (270 g) and phosphoryl chloride (750 g). The mixture was heated to 70 C. and stirred for 4 h. The mixture was cooled to room temperature and filtered. The residue was treated with aqueous Na2CO3 solution, filtered, washed with water and dried. 4-Hydroxyquinoline-3-carboxylic acid ethyl ester was obtained as a pale brown solid (15.2 g, 70%). The crude product was used in next step without further purification.

The synthetic route of 54535-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Chu, Cathy; Dhamankar, Varsha; Dokou, Eleni; Haseltine, Eric L.; Moskowitz, Samuel; Robertson, Sarah; Waltz, David; Chen, Weichao George; US2019/240197; (2019); A1;,
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