Tag: M.W=200-300

Application of 26759-46-6, The chemical industry reduces the impact on the environment during synthesis 26759-46-6, name is Methyl 2-amino-4,5-dimethoxybenzoate, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of 2-aminobenzoic acid (0.1 mol) and formamide (20 mL)was refluxed for 10 h. After the mixture was cooled to room temperature,water (200 mL) was added and the precipitate was filtered off. Thecrude product was recrystallized from ethanol (100 mL) to the desiredintermediate 1 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-amino-4,5-dimethoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xie, Dandan; Shi, Jing; Zhang, Awei; Lei, Zhiwei; Zu, Guangcheng; Fu, Yun; Gan, Xiuhai; Yin, Limin; Song, Baoan; Hu, Deyu; Bioorganic Chemistry; vol. 80; (2018); p. 433 – 443;,
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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. 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, A new synthetic method of this compound is introduced below., Formula: C10H6F3NO2

In a 25 mL reaction tube, add coumarin 151 (45.8 mg, 0.2 mmol), sodium bromide (30.8 mg, 0.3 mmol), sodium bisulfate hydrate (55.2 mg, 0.4 mmol), water (72 mg, 4 mmol) And acetonitrile (2mL), stirred under the irradiation of three 2-watt LED lamps for 17 hours, after the reaction was completed, extracted, dried, filtered, concentrated, and separated by column chromatography to obtain a yellow solid 2q (48mg, 81%);

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; East China Normal University; Jiang Xuefeng; Lu Lingling; Li Yiming; (19 pag.)CN111138307; (2020); A;,
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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. 1190-39-2, name is malonic acid dibutyl ester belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C11H20O4

Exemplary Synthesis 8 Method of Synthesis of Exemplary Compound 8 (0232) (0233) Intermediate 3 (16 g), dibutylmalonate (17 g), triethylamine (7.9 g) and acetonitrile (60 ml) were placed in a flask, and the content was stirred at 100 C. for 4 hours. Acetonitrile was removed, the residue was purified by column chromatography, and the eluate was recrystallized from ethanol to obtain a target product. The crystal was dried at 50 C. under air flow, to obtain 3.2 g of Exemplary Compound 8. (0234) lambdamax=370 nm (AcOEt) (0235) 1H-NMR (CDCl3) delta: 7.95 (d, 1H), 5.31 (d, 1H), 4.07 (s, 2H), 4.22 (s, 4H), 2.74 (s, 3H), 1.62-1.35 (m, 8H), 1.27 (s, 6H), 1.02 to 0.83 (m, 6H)

The synthetic route of 1190-39-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM CORPORATION; NORIZUKI, Yutaro; WATANABE, Yukie; TAKAHASHI, Kazutaka; (21 pag.)US2016/16919; (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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7ClO4S

[1406] tert-butyl 4-((4-(methoxycarbonyl)phenyl)sulfonamido)piperidine-1-carboxylate : To a stirred solution of methyl 4-(chlorosulfonyl)benzoate (2.0 g, 8.547 mmol, 1 eq) and triethylamine (3.5 mL, 25.64 mmol, 3.0 eq.) in tetrahydrofuron was added tert-butyl 4-aminopiperidine-1-carboxylate (2.0 g, 10.25 mmol, 1.2 eq) at 0C. The mixture was allowed to warm to room temperature and stirred 18 h. The progress of the reaction was monitored by TLC (50% ethyl acetate in hexane). After completion of reaction, the reaction was diluted with ethyl acetate (200 mL), washed with water (250 mL), brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain crude. The crude was purified by flash chromatography using 30% ethyl acetate in hexane as an eluent to obtain tert-butyl 4-((4-(methoxycarbonyl)phenyl)sulfonamido)piperidine-1-carboxylate. LC-MS (m/z)=299.2 ([M+H]+- Boc group).

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (2019); A1;,
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Some common heterocyclic compound, 1186-73-8, name is Trimethyl methanetricarboxylate, molecular formula is C8H12O6, 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. SDS of cas: 1186-73-8

Embodiment 2; A. Synthesis of (3aS,4S,6aR)-1,3-dibenzyl-4-(omega,omega,omega-3-methoxycarbonyl butyl)-4H-1H-thiophene[3,4-d]iminazole-2,4(1H)- ketone; Put 300 ml methylbenzene and 60% sodium hydride 3.3 g (0.0825 mol) into the 500 ml four-neck flask with reflux condenser pipe, dropping pipette, stirrer and thermometric instrument which is protected by dry nitrogen; and then add 15.8 g (0.083 mol) methane tricarboxylic acid triethyl ester into the flask at the temperature of below 80 C. and protected for 2 h by heat preservation; add 33.3 g (0.075 mol) bromine sulfonium salts into the flask and then raise the temperature and control the temperature of the entire flask at 80 C. for a 15 h reaction; cool it to the normal temperature and use 5% sulfuric acid to adjust the pH to pH=3; separate the organic layer and extract the water layer by 100 ml methylbenzene for two times; use 40 ml 5% sodium bicarbonate water solution wash the organic layer for two times; dry the oil layer by anhydrous sodium sulfate, filtrate and reduce pressure to recycle faint yellow fluid, finally get the target object-0.2 g tri-ester dibenzyl biotin (95.3% of the theoretical value), and the HPLC measured content is 98.0% with no impurity 5 (hereinafter to be referred as dicarboxylic ester).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1186-73-8, its application will become more common.

Reference:
Patent; Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutical Factory; US2012/65406; (2012); A1;,
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Reference of 7149-03-3, 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. 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(4-cyanophenyl)zinc pivalate (lg) reacts well with different aromatic andheteroaroamatic bromides and the corresponding cross-coupling products are obtained in 56- 88 % yield (entries 11-13).

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

Reference:
Patent; LUDWIG-MAXIMILIANS-UNIVERSITAeT MUeNCHEN; KNOCHEL, Paul; BERNHARDT, Sebastian; MANOLIKAKES, Georg; WO2012/85168; (2012); A1;,
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Electric Literature of 17100-65-1,Some common heterocyclic compound, 17100-65-1, name is Methyl 2-bromo-4-methoxybenzoate, molecular formula is C9H9BrO3, 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.

10280] Synthesis of methyl 2-(6-tert-butyl-9H-pyrido[2,3- b]indol-9-yl)-4-methoxybenzoate: A mixture of 7-tert-butyl- 9H-pyrido[2,3-b]indole (3.07 g, 13.68 mmol, 1.0 eq), methyl 2-methyl 2-bromo-4-methoxybenzoate (5.03 g, 20.52 mmol, 1.5 eq), Cul (0.13 g, 0.68 mmol, 0.05 eq), K2C03 (3.97 g, 28.73 mmol, 2.1 eq), trans-N?,N2-dimeth- ylcyclohexane-1,2-diamine (0.39 g, 2.74 mmol, 0.2 eq) in DMSO (35 mE) was stirred at a temperature of 105-115 C.for 4 days under a nitrogen atmosphere and then cooled to ambient temperature. The mixture was diluted with ethyl acetate and filtered. The filtrate was washed with water three times, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was purified through column chromatography on silica gel using hexane/ ethyl acetate (10:1-5:1-3:1) as eluent to obtain the desired product as a yellow solid 3.52 g in 66% yield. ?H NMR (DMSO-d5, 400 MHz): oe 1.44 (s, 9H), 3.21 (s, 3H), 3.91 (s, 3H), 7.23-7.29 (m, 4H), 7.57 (dd, J=8.8, 2.0 Hz, 1H), 8.06 (d, J=9.2 Hz, 1H), 8.3 1-8.32 (m, 2H), 8.65 (d, J=8.0, 1.6 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-4-methoxybenzoate, its application will become more common.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Li, Guijie; (424 pag.)US2016/359125; (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. 29263-94-3, name is Diethyl 2-bromo-2-methylmalonate, A new synthetic method of this compound is introduced below., Application In Synthesis of Diethyl 2-bromo-2-methylmalonate

General procedure: To a 7 mL vial equipped with magnetic stir bar was added bromomalonate (1.0 equiv,0.40 mmol), 2,6-lutidine (1.0 equiv, 0.40 mmol), tris[2-phenylpyridinato-C2,N]iridium(III) (1 mol %, 4.0 mumol), and heterocycle (5.0 equiv, 2.0 mmol). Dryacetonitrile or DMA (0.5 mL, 0.8 M) was then added and the reaction was sparged withN2 for 15 min. The reaction was set to stir under nitrogen at room temperature surroundedby a string of 1W or two strings of 4W blue LEDs for 24 h. The reaction mixture wasthen diluted with ethyl acetate and extracted with water. The aqueous layer was extractedwith ethyl acetate (2 x 10 mL). The combined organic layers were washed with brine,dried over Na2SO4, and concentrated in vacuo. The residue was purified bychromatography on silica gel, using the solvent system indicated.

The synthetic route of 29263-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Swift, Elizabeth C.; Williams, Theresa M.; Stephenson, Corey R. J.; Synlett; vol. 27; 5; (2016); p. 754 – 758;,
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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. 618-89-3, name is Methyl 3-bromobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 618-89-3

Methyl 3-bromobenzoate (110 g, 0.51 mol), dry acetonitrile (500 mL), ethynyl(trimethyl)silane (60.0 g, 0.61 mol), diisopropylamine (62.0 g, 0.61 mol) and tetra(triphenylphosphine)palladium (23.6 g, 0.02 mol) were placed under an atmosphere of argon in a three-necked round-bottomed 1 liter flask, equipped with a magnetic stirrer and a thermometer. The mixture was stirred for 30 minutes and then cooled to 10 0C. Copper iodide (9.7 g, 0.06 mol) was added, and the obtained suspension was stirred for a further 2.5 hours at 20 0C and finally for 3 hours at 60 0C. Then the mixture was left to stand at room temperature overnight and filtered. The precipitate of hydrobromide was washed with ether, and the combined filtrate was washed with saturated aqueous solutions of NH4CI and NaCI, dried over Na2SO4 and evaporated. The crude product was purified by chromatography (hexane) on a silica gel column to give methyl 3-(2- (trimethylsilyl)ethynyl)benzoate in 95% (112.8 g) yield.A suspension of methyl 3-(2-(trimethylsilyl)ethynyl)benzoate (112.8 g, 0.48 mol), mercury(2+) diacetate (16.2 g, 0.005 mol) in THF (350 mL) and concentrated H2SO4 (40 mL) was stirred at 60 0C for 3 hours. Then the mixture was cooled, diluted with ether (500 mL), filtered to remove precipitated mercury salts and washed to obtained neutral medium. Then the solution was dried over Na2SO4 and evaporated. The residue was purified by chromatography (hexane/ethyl acetate 4:1) on a silica gel column to give methyl 3-acetylbenzoate in 75% (65.2 g) yield.(Dimethoxymethyl)dimethylamine (90 mL) was added to a suspension of methyl 3-acetylbenzoate (65.2 g, 0.27 mol) in toluene (90 mL). The mixture was refluxed for 9 hours, during which time forming methanol was distilled off. The solution was then concentrated in vacuo, and the residue was purified from ether by crystallization to give methyl 3-(3-(dimethylamino)acryloyl)benzoate as yellow prismatic crystals in 80% (68.1 g) yield. ‘ . lmidoformamide acetate (20.3 g, 0.19 mol) was added to a suspension of methyl 3-(3- (dimethylamino)acryloyl)benzoate (30.3 g, 0.13 mol) in toluene (300 mL). The reaction mixture was refluxed for 20 hours, during which time toluene and dimethylamine acetate were distilled off* Then imidoformamide acetate (6.7 g) and toluene (175 mL) were added again, and after 8 hours the mixture was evaporated in vacuo. The residue was purified by chromatography (ethylacetate/hexane 3:1) on a silica gel column to afford methyl 3-(pyrimidin-4-yl)benzoate in 70% (19.5 g) yield.A suspension of methyl 3-(pyrimidin-4-yl)benzoate (19.5 g, 0.091 mol), sodium methylate (7.6 g, 0.14 mol) in ethanol (250 mL) was refluxed for 30 minutes. Then the reaction mixture was cooled, and the formed-precipitate was separated by filtration was dissolved in water. The obtained solution was acidified with concentrated HCI to pH about 2 that caused precipitation. The precipitate was separated by filtration, washed with water and dried to give the title compound as crystals in 94% (17.2 g) yield.

The synthetic route of 618-89-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/65508; (2008); A1;,
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Application of 146307-51-9,Some common heterocyclic compound, 146307-51-9, name is trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate, molecular formula is C13H23NO4, 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.

Step 2 trans-Methyl 4-((tert-butoxycarbonyl)(methyl)amino)cyclohexanecarboxylate To a solution of trans-methyl 4-((tert-butoxycarbonyl)amino)cyclo hexanecarboxylate (1.7 g, 6.6 mmol) in DMF (50 mL) was added NaH (1.05 g, 26.4 mmol, 60% in mineral) at room temperature. The reaction mixture was stirred at room temperature for 1 h. Iodomethane (9.9 g, 69.7 mmol) was added into the reaction mixture and the reaction mixture was stirred at room temperature for 18 h. TLC (PE / EtOAc = 4 : 1) showed the starting material has been consumed. The mixture was neutralized with HCl (2N) till pH ~7. The reaction mixture was added into 100 mL of water. The aqueous was extracted with EtOAc (70 mL x 2). The combined organic layers were dried over anhydrous (1204) Na2S04 and concentrated in vacuum to give trans-methyl 4-((tert- butoxycarbonyl)(methyl)amino)cyclo hexanecarboxylate (1.3 g, yield 72%) as a colorless oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate, its application will become more common.

Reference:
Patent; BIOGEN MA INC.; KUMARAVEL, Gnanasambandam; PENG, Hairuo; XIN, Zhili; WO2015/188051; (2015); A1;,
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