Category: 645-36-3

Synthetic Route of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

At 0C, methanesulfonic anhydride (7.43 g, 42.65 mmol) was added to a solution of intermediate (10b) (7.51 g, 28.43 mmol) in DCM (120 ml_) and TEA (7.9 ml_, 56.86 mmol). The mixture was stirred at 0C for 1 h. Aminoacetaldehyde diethyl acetal (8.47 ml_, 58.28 mmol), TEA (7.9 ml_, 56.86 mmol) and tetrabutylammonium iodide (2.1 g, 5.68 mmol) were added and the mixture was stirred at rt overnight. The mixture was concentrated in vacuo. The residue was dissolved in MTBE (100 ml_) and a saturated solution of NaHC03 (100 ml_). Layers were separated. The aqueous layer was extracted with MTBE (100 mL). The organic layers were combined, dried over Na2S04 and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (DCM/acetone 100/0 to 60/40) to provide intermediate (10c) (10.08 g, 26.57 mmol, 93%). MS m/z ([M+H]+) 379/381 . 1 H NMR (400 MHz, CDCI3): (ppm) 1 .10-1 .27 (m, 6H), 2.59 (dd, J = 5.8, 12.1 Hz, 1 H), 2.80 (dd, J = 5.2, 12.1 Hz, 1 H), 2.89 (s, 3H), 2.97 (s, 3H), 3.43-3.59 (m, 2H), 3.60-3.73 (m, 2H), 4.60 (t, J = 5.5 Hz, 1 H), 4.85 (s, 1 H), 7.27 (d, J = 3.5 Hz, 1 H), 7.28 (d, J = 3.5 Hz, 1 H).

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

Reference:
Patent; MUTABILIS; BARBION, Julien; CARAVANO, Audrey; CHASSET, Sophie; CHEVREUIL, Francis; LE STRAT, Frederic; SIMON, Christophe; BRIAS, Julie; LEBEL, Remi; (80 pag.)WO2020/25543; (2020); A1;,
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Related Products of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1.3. Preparation of SIK inhibitor II-1[00385] In an exemplary experiment, SIK inhibitor II-1 was prepared according to the method shown in Scheme 2. N-(2,6-dimethylphenyl)-1H-imidazol-2-amine[00386] To a solution of cyanogen bromide (25 g, 236.03 mmol) in hexane (80 mL) was added a solution of the amino-acetaldehyde diethyl acetal (34.3 mL, 236.03 mmol) in diethyl ether (80 mL) at room temperature. The resulting mixture was stirred overnight. A white solid was formed and was removed by filtration and washed with diethyl ether. The filtrate was concentrated and purified by flash chromatography on silica gel (eluted with 0/100 to 5/95 methanol/dichloromethane) to afford N-(2,2-diethyloxyethyl)carbodiimide (27 g, 72% yield) as a bright yellow oil. Rt (retention time) = 1.82 min; MS m/z: 159.20 [M+1].

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

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; SHAMJI, Alykhan; SUNDBERG, Thomas; GRAY, Nathanael; XAVIER, Ramnik; SCHREIBER, Stuart, L.; CHOI, Hwan, Geun; LIANG, Yanke; (315 pag.)WO2016/23014; (2016); A2;,
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Electric Literature of 645-36-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 645-36-3 name is 2,2-Diethoxyethanamine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

First, 1-naphtaldehyde (1.6 g, 10 mmol) and 2,2-dietoxyethanamine (1.3 g, 10 mmol) were mixed, and the mixture was stirred at 100C for from 30 min to 1 h. After allowed to cool, the reaction mixture was mixed with EtOH (25 mL), and the resulting mixture was stirred and made homogeneous. Next, a small amount of NaBH4 (0.38 g, 10 mmol) was gradually added and the mixture was then stirred at room temperature for from 1 h to overnight. After completion of the reaction, EtOH was distilled away while the mixture was concentrated under reduced pressure. (An appropriate amount of) Water was added to the resulting residue, and a product was extracted with AcOEt. A separated organic layer was washed with saturated saline and dried with Na2SO4. After that, the sample was filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (AcOEt/hexane = 5/1) to yield compound 1 (2.3 g, 8.5 mmol, 85%) as colorless transparent liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,2-Diethoxyethanamine, and friends who are interested can also refer to it.

Reference:
Patent; National University Corporation Tottori University; KanonCure, Inc.; SHIOTA, Goshi; ITABA, Noriko; KANKI, Keita; SETO, Kenzo; SHIMIZU, Hiroki; KOUNO, Yohei; KUNITA, Shinya; ADUMI, Zyunya; SAKABE, Tomohiko; ABE, Kenichiro; MORIMOTO, Minoru; OKA, Hiroyuki; (77 pag.)EP3150207; (2019); B1;,
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Reference of 645-36-3, 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 645-36-3 as follows.

General procedure: The aromatic aldehyde or ketone and aminoacetaldehyde diethyl acetal were placed in a 500 mL round-bottom flask and toluene was added (see conditions in table 1 b). The mixture was heated under reflux in a Dean-Stark apparatus (around 4 h, see conditions in table 1 b) until complete separation of water was achieved. Toluene was then evaporated to give after drying the desired iminoacetal in almost quantitative yield. The iminoacetal ANP 31058A was prepared from 3,4-dimethoxybenzylamine (23.2 mmol) and pyruvic aldehyde dimethyl acetal (35.5 mmol) using the same general procedure (see conditions in table 1 b).

According to the analysis of related databases, 645-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALLERGAN, INC.; EXONHIT THERAPEUTICS SA; LEBLOND, Bertrand; BEAUSOLEIL, Eric; CASAGRANDE, Anne-Sophie; DESIRE, Laurent J.R.; PANDO, Matthew P.; DONELLO, John E.; YANG, Rong; TAVERNE, Thierry; CHAUVIGNAC, Cedric; WO2014/71044; (2014); A1;,
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Synthetic Route of 645-36-3, 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. 645-36-3, name is 2,2-Diethoxyethanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A three-neck flask was charged with Pd(OAc)2 (0.0182 mmol, 4.1 mg), BINAP (0.02 mmol, 12 mg) and NaO-t-Bu (1.274 mmol, 122 mg). The reaction mixture was stirred in toluene (20 mL) for 10 min at 80 C. A mixture of NH2CH2CH(OCH2CH3)2 (1.092 mmol, 159 muL) and the compound prepared as in Example 1 (0.91 mmol, 500 mg) in toluene (2 mL) was then slowly added dropwise via syringe to the reaction mixture. After addition, the mixture was heated at 80 C. with stirring for 2 h. The reaction mixture was cooled to room temperature. Et2O and water were added and the solution was partitioned between Et2O and water. The Et2O layer was washed with brine, dried over anhydrous Na2SO4 and concentrate to yield the title compound as a crude solid. The crude product was purified by column chromatography using 4:1 hexanes/EtOAc to yield the title compound as a colorless oil. [0215] 1H NMR (300 MHz, CDCl3) delta 7.12 (d, J=8.8 Hz, 1H), 6.53 (d, J=8.8 Hz, 1H) 6.38 (s, 1H), 4.68 (t, J=6.0 Hz, 1H), 3.80 (br, s, 1H), 3.75 (m, 2H), 3.60 (m, 2H), 3.22 (d, J=6.0 Hz, 2H), 2.91 (m, 2H), 2.50 (dd, J=18.0, 8.8 Hz, 1H), 2.42 (m, 1H), 2.35 (m, 1H), 2.20 (m, 1H), 2.151.94 (m, 3H), 1.721.38 (m, 6H), 1.25 (t, J=7.6 Hz, 6H), 0.98 (s, 3H) MS (m/z) M+Na (408), MH- (384).

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, 2,2-Diethoxyethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sui, Zhihua; Zhang, Xuqing; US2005/4090; (2005); A1;,
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Application of 645-36-3,Some common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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 solution of 1,4-dimethyl-3-formylcarbazole (500 mg, 2.2 mmol) in benzene (15 mL) and 2,2-diethoxyethylamine (330 mg, 2.5mmol) was placed in a flask. The mixture was refluxed for 2 h. After the reaction, the solvent was evaporated under the reduced pressure. MeOH (15 mL) was added to the residue. NaBH4 (800 mg, 22mmol) was then added slowly, and the reaction mixture was stirred at rt for 2 h. The solvent was evaporated under the reduced pressure. The residue was extracted with CHCl3 and dried over Na2SO4, andconcentrated under reduced pressure. A solution of the residue in a mixture of MeCN (10 mL) andpyridine (1 mL) was placed in a flask. After the solution was stirred at rt for 0.5 h, 2-nitrobenzenesulfonylchloride (1.0 g, 4.5 mmol) was added, and the reaction mixture was stirred at rt for 24 h. After thereaction, the solvent was evaporated under reduced pressure. The crude product was recrystallized from MeOH, affording N-(2,2-diethoxyethyl)-N-((1,4-dimethyl-9H-carbazol-3-yl)methyl)-2-nitrobenzenesulfonamide (85%, 1.0 g); yellow solid; mp 175.0-176.0 C; 1H NMR (500 MHz, CDCl3) delta 1.46 (6H, t, J= 7 Hz), 2.41 (3H, s), 2.73 (3H, s), 3.41-3.46 (4H, m), 3.61-3.64 (2H, m), 4.56 (1H, t, J = 5.5 Hz), 4.88(2H, s), 7.07 (1H, s), 7.21-7.26 (1H, m), 7.36-7.42 (2H, m), 7.47 (1H, d, J = 8 Hz), 7.52 (1H, d, J = 8 Hz),7.60 (1H, d, J = 8 Hz), 7.77 (1H, d, J = 8 Hz), 8.03 (1H, brs), 8.15 (1H, d, J = 8 Hz); 13C NMR (CDCl3,125 MHz) delta 15.3, 15.9, 16.5, 49.6, 50.6, 63.4, 102.2, 110.6, 116.8, 119.5, 121.9, 122.8, 123.7, 123.8,124.3, 125.1, 128.7, 130.4, 130.8, 131.1, 132.8, 134.4, 138.4, 139.6, 147.8; MS (FAB+) m/z 525 [M+];HRMS (FAB+): calcd for C27H31N3O6S (M+) 525.1933, found 525.1921.

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

Reference:
Article; Sato, Naoya; Kawai, Yu; Akaba, Yosuke; Honma, Shoji; Sakai, Norio; Konakahara, Takeo; Heterocycles; vol. 92; 4; (2016); p. 664 – 679;,
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Reference of 645-36-3, A common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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: To a suspension of the appropriate quinolonecarboxylic acid (1mmol) in 6mL of dry THF at 25C, HOBt (1.5mmol), WSC (1.5mmol) and the appropriate aminoalcohol (1.5mmol) were added sequentially. The mixture was stirred at room temperature under nitrogen, then the solvent was evaporated, water was added and the solid formed filtered. The crude product was purified by flash chromatography.

The synthetic route of 645-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cincinelli, Raffaella; Musso, Loana; Beretta, Giangiacomo; Dallavalle, Sabrina; Tetrahedron; vol. 70; 52; (2014); p. 9797 – 9804;,
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Reference of 645-36-3,Some common heterocyclic compound, 645-36-3, name is 2,2-Diethoxyethanamine, molecular formula is C6H15NO2, 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 solution of an amine of formula g or h (1.1 -1.5 eq) and triethylamine (1.1 eq) in dichloromethane (0.2 M) is added a solution of an acid chloride of formula XI (1 eq) in dichloromethane (0.2 – 1.0 M) at 0-5 C. The cooling bath is removed and the reaction mixture is allowed to warm to room temperature. After 2h the reaction mixture is partitioned between an organic solvent such ethyl acetate or tert-butyl methyl ether and water. The layers are separated. The aqueous layer is extracted with two portions of organic solvent. The combined organic layers are washed with one portion of saturated ammonium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to give an amide intermediate of formula XII or XIII, respectively. The title compound was obtained as white solid in quantitative yield from amino acetaldehyde diethyl acetal and tra/?s-4-chlorocarbonyl-cyclohexanecarboxylic acid methyl ester according to general procedure (III). MS m/e: 302 ([M+H]+)

The synthetic route of 645-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DOLENTE, Cosimo; SCHNIDER, Patrick; WO2011/141396; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 645-36-3, name is 2,2-Diethoxyethanamine, 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 645-36-3, Recommanded Product: 2,2-Diethoxyethanamine

To a stirred solution of triphosgene (1.94 g, 6.54 mmol) in 30.0 mL of DCM was added mixture of 4-(aminomethyl) benzonitrile hydrochloride (3.0 g, 17.7 mmol) and DIPEA (4.65 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. To this reaction mixture were added mixture of 2,2-diethoxyethan-l-amine (2.36 g, 17.7 mmol) and DIPEA (4.50 g) in 30.0 mL of DCM at 0 C followed by stirring for 30 min at 0 C. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were washed with brine solution, dried over anhydrous sodium sulphate and concentrated to give the title compound (4.0 g, 78.43 %). LCMS [M+H] + 292.3.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; CHIKKANNA, Dinesh; PANIGRAHI, Sunil Kumar; SAMMETA, Srinivasa Raju; GERD, Wohlfahrt; MIKKO, Myllymaki; (157 pag.)WO2019/180628; (2019); 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. 645-36-3, name is 2,2-Diethoxyethanamine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2,2-Diethoxyethanamine

2,2-Diethoxyethylamine (3.35 mL, 23 mmol) and Et3N (3.2 mL, 23mmol) were added to a suspension of pyrimidine 818 (3.0 g, 15.4mmol) in i-PrOH (50 mL), and the mixture was heated in the sandbath at 60-65 C for 3 h. H2O (200 mL) was added and the precipitate was collected by filtration, dried, and crystallized (hexane) to give a colorless solid; yield: 4.05 g (90%); mp 76-77 C.IR (KBr): 3324 (NH) cm-1.1H NMR (300 MHz, CDCl3): delta = 1.26 (t, J = 6.9 Hz, 6 H, 2 × CH3),2.53 (s, 3 H, SCH3), 3.45-3.64 (m, 4 H, NCH2 and 2 × CHAHBCH3),3.75 (dq, 2J = 9.6 Hz, 3J = 6.9 Hz, 2 H, 2 × CHAHBCH3), 4.62 (t,J = 5.1 Hz, 1 H, OCH), 5.21 (br s, 1 H, NH), 6.11 (s, 1 H, Ar-H).13C NMR (75 MHz, DMSO-d6): delta = 14.1, 16.0, 43.5, 62.5, 99.9,100.5, 157.3, 163.3, 171.9.Anal. Calcd for C11H18ClN3O2S: C, 45.28; H, 6.22. Found: C,45.48; H, 6.52.

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 645-36-3.

Reference:
Article; Juskenas, Robertas; Masevicius, Viktoras; Tumkevicius, Sigitas; Synthesis; vol. 45; 17; (2013); p. 2438 – 2446;,
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