Author: Jessica.F

Electric Literature of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of rac-(5aR,6S,7R,8R,8aS)-5a-(4-bromophenyl)-3-chloro-N-(2,2-diethoxyethyl)-8,8a-dihydroxy-6-phenyl-5a,7,8,8a-tetrahydro-6H-cyclopenta[4,5]furo[3,2-b]pyridine-7-carboxamide (3) To a solution of rac-(5aR,6S,7R,8R,8aS)-5a-(4-bromophenyl)-3-chloro-8,8a-dihydroxy-6-phenyl-5a,7,8,8a-tetrahydro-6H-cyclopenta[4,5]furo[3,2-b]pyridine-7-carboxylic acid (1, 1.4 g, 2.7 mmol) in dichloromethane (20 mL), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (1.6 g, 8.3 mmol), 1-hydroxybenzotriazole (1.13 g, 8.3 mmol) and N,N-diisopropylethylamine (2.88 mL, 16.0 mmol) were added at 0 C. and stirred the mixture for 5 min. 2,2-diethoxyethan-1-amine (2, 2.35 g, 13.0 mmol) was then added at same temperature and the reaction was stirred at 35 C. for 16 h. After completion, reaction mass was diluted with dichloromethane and washed with cold water. The organic layer was separated and dried over anhydrous sodium sulphate, filtered and concentrated to give crude. The crude was purified by Combi-flash (12 g, RediSep column) using 2% methanol in dichloromethane as eluent. The desired fractions were concentrated under reduced pressure to afford rac-(5aR,6S,7R,8R,8aS)-5a-(4-bromophenyl)-3-chloro-N-(2,2-diethoxyethyl)-8,8a-dihydroxy-6-phenyl-5a,7,8,8a-tetrahydro-6H-cyclopenta[4,5]furo[3,2-b]pyridine-7-carboxamide (3) as light brown oil. Yield: 1.1 g, 64%; MS (ESI) m/z 617.12[M+1]+.

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

Reference:
Patent; eFFECTOR Therapeutics, Inc.; ERNST, Justin T.; REICH, Siegfried H.; SPRENGELER, Paul A.; TRAN, Chinh Viet; PACKARD, Garrick Kenneth; XIANG, Alan X.; NILEWSKI, Christian; MICHELS, Theo; (478 pag.)US2017/145026; (2017); A1;,
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Application of 41365-75-7, A common heterocyclic compound, 41365-75-7, name is 1-Amino-3,3-diethoxypropane, molecular formula is C7H17NO2, 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.

5-bromo-4-chloro-2-(methylsulfanyl)pyrimidine (9.2 g, 38.4 mmol), K2003 (6.9 g, 49.9 mmol) and 3,3-diethoxypropan-1-amine (5.65 g, 38.4 mmol) were added to DMF (80 mL). The reaction was stirred for 3 h then quenched with H20 (100 mL), extracted with diethyl ether(2 x 75 mL) and dried over MgSO4. After filtration the filtrate was concentrated under reduced pressure to afford 5-bromo-N-(3,3-diethoxypropyl)-2-(methylsulfanyl)pyrimidin-4-amine 11 a (13.2 g, 98%) as a yellow gum. LC-MS (Method A) 351.9 [M+H] RT 3.32 mm.

The synthetic route of 41365-75-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; COOPER, Ian; LYONS, Amanda; (102 pag.)WO2017/137743; (2017); A1;,
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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. 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (2,3-Dimethoxyphenyl)methanamine

By proceeding in a similar manner to Example 2, but using the appropriately substituted amines in step 2, there were prepared Compounds E to BU depicted in Table 1. MOLECULAR FORMULA: C31H36N4O8. HPLC: RT = 7.6 minutes, area of main peak as a percentage of the total sample = 79% (gradient elution using a mixture of acetonitrile and water 3:7 to 17:3 v/v). MS: 593 [MH]+. MS: 591 [MH]-.

According to the analysis of related databases, 4393-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Aventis Pharma Limited; US6352977; (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. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of ((2-Bromoethoxy)methyl)benzene

0.24 g (10 mmo 1) sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask,Stirred at room temperature for 10 minutes,Followed by the addition of 2.5 g (lOmmol) of compound 2 and 1 O of 2-octyloxyethyl bromide,And the reaction was carried out by thin layer chromatography to the end of the reaction. The reaction solution was then poured into 500 ml of ice water and extracted three times with 100 ml of ethyl acetate. The organic phase was combined and the solvent was evaporated. The residue was purified by WATFif = 100: 1 ) To give Compound 3 (2.7 g, 71% yield)

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Li Liangping; Lu Xing; (13 pag.)CN106478675; (2017); A;,
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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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-(Benzyloxy)-3-bromobenzene

To a solution of 1-(benzyloxy)-3-bromobenzene (1.00 g) in 1,2-dimethoxyethane (15 mL) were added tris(dibenzylideneacetone)dipalladium(0) (180 mg), 2′-[dicyclohexylphosphino]-N,N-dimethylbiphenyl-2-amine (150 mg), piperidine (500 muL), and tripotassium phosphate (2.5 g) at room temperature, and the mixture was stirred at 110C for 21 hours. After the reaction mixture was cooled to room temperature, insolubles were separated by filtration and the solvent was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0 – 85/15) to obtain 1-[3-(benzyloxy)phenyl]piperidine (722 mg).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53087-13-1.

Reference:
Patent; Astellas Pharma Inc.; EP2194044; (2010); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1017779-69-9, name is 3-Fluoro-4-(trifluoromethoxy)aniline, belongs to ethers-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 1017779-69-9, HPLC of Formula: C7H5F4NO

[0193j Step 1[0194j Corresponding amine (1 equiv.) and triethylamine (1.5 equiv.) was dissolved in CH2C12 (54 mM corresponding to amine) and stirred at -78 C. Triphosgene (0.45 equiv.) dissolved in CH2C12 (20 mM, corresponding triphosgene) was added dropwise at -78 C. The reaction was then warm to rt and was stirred for 30 mm. The reaction was cooled to 0 C. Corresponding piperidine (1.5 equiv.) and triethylamine (1.5 equiv.) dissolved in CH2C12 (54 mM, corresponding piperidine) was added slowly and the reaction was further stirred at rt for 12 h. The reaction was quenched with the addition of HC1 solution (2M). The organic layer was collected and the aqueous layer was further extracted with EtOAc (EtOAc: Aqueous layer 1:1) for three times. The combined organic layer was washed with sat. NaC1 solution. The organic layer was dried over anhydrous magnesium sulfate and was concentrated in vacuo. The product was used without further purification.[0277j The reaction was carried out according to synthetic pathway 2. The 3-fluoro-4- (trifluoromethoxy)aniline (109 mg, 559 jimol) was reacted with 1-(4-aminopiperidin-1-yl)-2- methylpropan-1-one (143 mg, 838 jimol). The product was purified by flash chromatography using ethyl acetate :hexane (7:3). The product was further purified by recrystallization using methanol and water.[0278j Yield: 150 mg, 383 jimol, 68.6% yield. Purity (H-NMR): 95%

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

Reference:
Patent; EICOSIS, LLC; HAMMOCK, Bruce, D.; LEE, Kin, Sing, Stephen; INCEOGLU, Ahmet, Bora; WO2015/148954; (2015); 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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H8Br2O

General procedure: In a round bottom flask fitted with amagnetic stirrer, 2-chloro-1H-benzimidazole, 3, (0.50 g, 3.3 mmol) was dissolved in DMSO (3mL) and then NaH (60%; 0.19 g, 4.9 mmol) was added at 0 C and stirred for 1h. Next, benzylbromide (0.67 g, 3.9 mmol) was added to the suspension and the reaction was stirred at rt for 12h. Ice-cold water (15 mL) was added to the mixture and resulting precipitate was collected viafiltration. The filtrate was washed with water and dried under vacuum to give desired product, 4,as a white solid (0.75 g, 88%). LCMS: RT = 2.69 min., >98% 215 and 254 nm, m/z = 243.0 [M+ H]+. 1H NMR (499 MHz, CDCl3) delta 7.68 (d, J = 7.4 Hz, 1H), 7.35 – 7.24 (m, 5H), 7.16 (d, J =6.8 Hz, 2H), 5.38 (s, 2H). 13C NMR (126 MHz, CDCl3) delta 141.33, 134.83, 128.99, 128.22, 126.76,123.53, 123.05, 119.18, 109.98, 47.94.

The synthetic route of 18800-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharma, Swagat H.; Pablo, Juan Lorenzo; Montesinos, Monica Suarez; Greka, Anna; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 155 – 159;,
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Electric Literature of 54149-17-6, 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 54149-17-6 as follows.

To a solution of m-toluidine (lOg, 9.3mmol) in DMF (lOmL), 1-bromo-2-(2- methoxyethoxy)ethane (0.85g, 4.6mmol) and diisopropylamine (1.2g, 0.93mmol) was added. The mixture was heated to 100C for 4h. The mixture was diluted with ethyl acetate and water, and the layers were separated. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was then concentrated. The residue was purified by column chromatography (silica, heptane/ethyl acetate) to afford the desired product (650mg, 66%) as an oil. ?H NMR (300 MHz, CDC13) oe 7.07 (t, J 7.5, 1H), 6.56 (d, J 7.5, 1H), 6.52 – 6.45 (m, 2H), 3.71 (t, J= 5.3, 2H), 3.67 – 3.62 (m, 2H), 3.60 – 3.52 (m, 2H), 3.31 (t, J= 5.3, 2H), 2.28 (s, 3H); ESI MS m/z 210 [M + Hj.

According to the analysis of related databases, 54149-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROMEGA CORPORATION; DUELLMAN, Sarah; ROBERS, Matthew, B.; WALKER, Joel, R.; ZHOU, Wenhui; ZIMPRICH, Chad; (230 pag.)WO2016/210294; (2016); A1;,
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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. 36449-75-9, name is 1-(2-Bromoethyl)-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H11BrO

Step 1: Preparation of 1-[2-(2-methoxy-phenyl)-ethyl]-piperidin-4-one [Show Image] A mixture of 4-piperidone hydrochloride monohydrate (2.0 g, 14.8 mmol), 2-methoxy phenyl ethyl bromide (2.5 g, 11.7 mmol) and anhydrous potassium carbonate (7.2 g, 52.1 mmol) was prepared in DMF (65 mL) and heated at 60 C for 2 hours. The reaction mixture was concentrated under vacuum. The residue was taken up with ethyl acetate and washed with brine. The organic layer was dried (Na2SO4) and concentrated under vacuum. After purification by flash chromatography on silica, the title compound was obtained as a yellow solid (1.1 g, 36 %). TLC: ethylacetate/hexane (5/5): Rf : 0.6. 1H NMR (DMSO-d6, 400 MHz): delta 7.21-7.14 (m, 2H), 6.84-6.75 (m, 2H), 3.83 (s, 3H), 2.84-2.80 (m, 6H), 2.72-2.64 (m, 2H), 2.46-2.43 (m, 4H).

According to the analysis of related databases, 36449-75-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ares Trading SA; EP2508526; (2012); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1535-73-5, name is 3-Trifluoromethoxyaniline, belongs to ethers-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 1535-73-5, Product Details of 1535-73-5

General procedure: A mixture of B (1 mmol) and dichloromethane (10 ml) was stirred for 10 min, then EDCI (1.2 mmol) and HOBt (1.2 mmol) were added. Added the appropriate amine (1.2 mmol) into the mixed solution after 30 min and refluxed for 12 h. The reaction mixture was filtrated with water and then the filtrate was dried and evaporated. Purification by silica gel afforded C1-C27

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Trifluoromethoxyaniline, and friends who are interested can also refer to it.

Reference:
Article; Ni, Hai-Jun; Cheng, Hui-Jie; Ge, Wei-Wei; Lin, Meng-Xue; Li, Qing-Shan; Ruan, Ban-Feng; Letters in drug design and discovery; vol. 13; 6; (2016); p. 495 – 504;,
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