Analyzing the synthesis route of 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

22795-99-9, 0.51 g (1.5 mmol) of compound 1a prepared in Preparation 6 was dissolved in 10 ml of anhydrous toluene, 0.39 ml of thionyl chloride was added,The mixture was heated at 60 ¡ã C under argon for 1 hour and then evaporated to dryness. 10 ml of anhydrous DCM (methylene chloride)(S) -2-aminomethyl-1-ethylpyrrole under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50 ml of DCM, washed with saturated aqueous NaHCO 3 solution,Saturated NaCl aqueous solution were washed three times, the organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, medium pressure silica gel column,Mobile phase petroleum ether: ethyl acetate 2: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.6g, yield 88.6percent.

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Analyzing the synthesis route of 22795-99-9

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

22795-99-9, 0.51 g (1.5 mmol) of compound 1a prepared in Preparation 6 was dissolved in 10 ml of anhydrous toluene, 0.39 ml of thionyl chloride was added,The mixture was heated at 60 ¡ã C under argon for 1 hour and then evaporated to dryness. 10 ml of anhydrous DCM (methylene chloride)(S) -2-aminomethyl-1-ethylpyrrole under ice-water bath, the reaction was stirred at room temperature for 8 hours and then diluted with 50 ml of DCM, washed with saturated aqueous NaHCO 3 solution,Saturated NaCl aqueous solution were washed three times, the organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, medium pressure silica gel column,Mobile phase petroleum ether: ethyl acetate 2: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.6g, yield 88.6percent.

22795-99-9 (S)-(1-Ethylpyrrolidin-2-yl)methanamine 643457, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

Analyzing the synthesis route of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,22795-99-9,Molecular formula: C7H16N2,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

EXAMPLE 2 A mixture of (S)-2-(aminomethyl)-1-ethylpyrrolidine (143 g) and methyl 2-methoxy-5-sulfamoylbenzoate (260 g) in n-butanol (1040 ml) was refluxed for 20 hours, then cooled to room temperature and extracted with a solution of concentrated hydrochloric acid (115 g) in water (1040 ml). The aqueous phase was then alkalinized with concentrated ammonia (about 95 g) and the resulting product was filtered and dried, to obtain 277 g of Levosulpiride (75percent molar yield) that, if desired, can be recrystallized from alcohols such as methanol or ethanol.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; BERTOLINI, Giorgio; BOGOGNA, Luigi; PREGNOLATO, Massimo; TERRENI, Marco; VELARDI, Francesco; US2007/105201; (2007); A1;,
Chiral Catalysts
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Some tips on 22795-99-9

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22795-99-9,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,as a common compound, the synthetic route is as follows.

In a 100 mL eggplant bottle, 1.22 g of benzaldehyde, 30 mL of anhydrous ethanol,(S) -1-ethyl-2-aminomethyltetrahydropyrroline, and the mixture was heated under reflux for 24 hours.Adding 0.76 g of sodium borohydride, stirring for 3 hours, cooling to room temperature, pouring into water, dichloromethane extraction organic phase, anhydrous magnesium sulfate drying, extraction solvent to light yellow viscous liquid. Add 30 mL of absolute ethanol,0.6 g of paraformaldehyde, 3.30 g of 2,4-dicumylphenol, and heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give a pale brown liquid L3 (3.41 g, 60.9percent)., 22795-99-9

As the paragraph descriping shows that 22795-99-9 is playing an increasingly important role.

Reference£º
Patent; East China University of Science and Technology; Ma, HaiYan; Wang, haobing; (35 pag.)CN103787943; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO100,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

The method for preparing a chiral copper-iodine complex in this embodiment is as follows: a) In a 15ml centrifuge tube, add 10ml of absolute ethanol, 0.38mg of CuI, and 300ul of (S) -2- (aminomethyl) -1-ethylpyrrolidine ((S) -2- (Aminomethyl) -1 -ethylpyrrolidine), tighten the cap of the centrifuge tube.b) Shake until the raw materials of the two are mixed uniformly, and a yellow-green phosphor can be generated by irradiating with a 254nm ultraviolet lamp.c) The raw material solution was left to stand overnight, and colorless transparent crystals were found. Decant the ethanol in the centrifuge tube and wash the crystals with n-hexane to obtain a chiral copper-iodine complex crystal with a clean surface.d) Through single crystal X-ray characterization and OLEX software data analysis, the structure information of the chiral copper-iodine complex crystal is obtained, so as to obtain the coordination mode and two-core structure between copper iodine and chiral organic molecules, and the chemical formula is ((( S) -2- (Aminomethyl) -1-ethylpyrrolidine)) 2Cu2I2

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; Huazhong University of Science and Technology; Tang Jiang; Yao Li; Niu Guangda; Gao Liang; Li Jinghui; (12 pag.)CN110105378; (2019); A;,
Chiral Catalysts
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Some tips on 22795-99-9

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

0.53 g (1.5 mmol) of the compound 2a prepared in Preparation Example 7 was dissolved in 10 ml of anhydrous toluene, 0.39 ml of thionyl chloride was added,Argon gas was heated at 60 ¡ã C for 1 hour and evaporated to dryness. 10 ml of anhydrous DCM was added,(S) -2-aminomethyl-1-ethylpyrrole was added dropwise under ice-water bath, the reaction was stirred at room temperature for 8 hours, diluted with 50 ml of DCM, washed with saturated aqueous NaHCO 3,Saturated NaCl aqueous solution were washed three times, the organic layer was dried over Na2SO4, filtered and evaporated to give a yellowish oil, medium pressure silica gel column,Mobile phase petroleum ether: ethyl acetate 3: 1, the product fractions were collected and evaporated to dryness to give a yellowish oil 0.593g, yield 85.2percent.

With the complex challenges of chemical substances, we look forward to future research findings about 22795-99-9,belong chiral-catalyst compound

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Analyzing the synthesis route of 22795-99-9

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belong chiral-catalyst compound,(S)-(1-Ethylpyrrolidin-2-yl)methanamine,22795-99-9,Molecular formula: C7H16N2,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

To 22 mg (0.039 mmol) of acid 164 dissolved in DMF (700 muL) was added (S)-2-aminoethyl)-1-ethylpyrrolidine (20 mg, 0.16 mmol), DIEA (27 muL, 0.16 mmol) and HBTU (44 mg, 0.12 mmol). The reaction mixture was stirred at rt for 3 h and then diluted with methanol (800 muL). The crude product was purified by HPLC and fractions containing the desired product were combined and lyophilized to afford 5 mg (20percent) of 156 as a fluffy white solid. MS (ESI(+)) m/e 677.4 (M+H)+.

With the synthetic route has been constantly updated, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

 

Downstream synthetic route of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO211,mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Synthesis of Compound (1) (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-2,6-dimethoxybenzamide Take 2.8 g (15.4 mmol) 2,6-dimethoxybenzoic acid and add with 20 mL hexane and 2.4 mL (33.3 mmol) thionyl chloride. Heat and reflux for 2 hours and evaporate all volatile substances under reduced pressure. Then dissolve the residue in methylene chloride (20 mL) and slowly drop 20 mL methylene chloride containing 2.0 g (15.6 mmol) (S)-(-)-2-aminomethyl-1-ethylpyrrolidine into the methylene chloride solution. Stir the solution at room temperature overnight. Next wash the reaction solution with saturated sodium bicarbonate aqueous solution (40 mL) and the reaction solution separates into two phases. The organic phase is dried by anhydrous sodium sulfate (Na2SO4) and then is concentrated under reduced pressure. The residue is separated and purified by liquid chromatography (silicon dioxide(SiO2), dichloromethane(CH2Cl2): methanol(CH3OH)=100:15) to get colorless solid product, the compound (1) (3.8 g, 84.5%). [0034] Compound data of the product: [0035] IR (KBr) nu 3324 (NH), 1663 (CO) cm-1. [0036] 1H NMR (CDCl3) delta 7.15 (t, J=8.4 Hz, 1H, Ph), 6.45 (d, J=8.4 Hz, 2H, Ph), 6.32 (br, 1H, NH), 3.69 (m, 7H, OCH3 and NHCH2), 3.16 (m, 1H, NHCH2), 3.03 (m, 1H, CH2CH2CH2N), 2.77 (m, 1H, CH2CH3), 2.57 (m, 1H, CH), 2.11 (m, 2H, CH2CH3 and CH2CH2CH2N), 1.84-1.58 (m, 3H, CH2CH2CH2N), 0.99 (t, J=7.4 Hz, 3H, CH2CH3). 13C NMR (CDCl3) delta 165.19 (CO), 156.26, 129.36, 115.29 and 102.92 (Ph), 61.72 (CH), 54.79 (OCH3), 52.47 (CH2), 47.05 (CH2), 39.53 (CH2), 26.70 (CH2), 21.70 (CH2), 21.70 (CH2), 12.60 (CH3). MS m/z 292 (M+), 264 (M+-CH2CH3+1), 195 (M+-CH3CH2N(CH2)3CH+1), 165 (M+-CH3CH2N(CH2)3CHCH2N), 98 ((CH3CH2N-(CH2)3CH)+).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine,belong chiral-catalyst compound

Reference£º
Patent; ATOMIC ENERGY COUNCIL – INSTITUTE OF NUCLEAR ENERGY RESEARCH; LIU, SHOW-WEN; CHANG, YU; HSU, CHENG-FANG; TSAI, MING-CHE; CHIANG, TSUNG-HSIEN; DENG, YUEH-FENG; LU, KUEI-LIN; LIN, CHIH-YUAN; WANG, DA-MING; LI, CHING-YUN; US2014/73803; (2014); A1;,
Chiral Catalysts
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The important role of (S)-(1-Ethylpyrrolidin-2-yl)methanamine

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

Name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 22795-99-9, its synthesis route is as follows.,22795-99-9

Example 45 Synthesis of ({4-cycloheptylamino-6-[((S)-1-ethyl-pyrrolidin-2-ylmethyl)-amino]-1,3,5-triazin-2-yl}-phenyl-amino)-acetonitrile (143) To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at about -20¡ã C. was added N-phenyl glycinonitrile (0.264 g, 2 mmol) in CH3CN followed by the addition of DIEA (0.35 mL, 2 mmol) and stirred for about 1 hour. The reaction mixture was then stirred at room temperature for about 1 hour. Then, cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. Then, S-(-)-2-aminomethyl-N-ethyl pyrrolidine (0.29 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was refluxed overnight. The reaction mixture was diluted with ethyl acetate and washed with brine. The organic layer was separated and dried over sodium sulfate, filtered, and concentrated under reduced pressure. The crude material was purified by column chromatography eluding with 96:3:1 methylene chloride:methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp 53-55¡ã C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01 M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 6.9 min, 94.1percent purity; MS (ESI): m/z 449 (M+H, 100), 381 (1.2), 353 (16.2), 226 (19.9), 225 (54.3), 212 (20.5), 177 (18.3), 164 (9.6).

With the complex challenges of chemical substances, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

Reference£º
Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krlshna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209880; (2004); A1;,
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Share a compound : 22795-99-9

22795-99-9 is used more and more widely, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

(S)-(1-Ethylpyrrolidin-2-yl)methanamine, cas is 22795-99-9, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,22795-99-9

In a 100 mL eggplant bottle, 1.22 g of benzaldehyde, 30 mL of anhydrous ethanol,(S) -1-ethyl-2-aminomethyltetrahydropyrroline, and the mixture was heated under reflux for 24 hours. Adding 0.76 g of sodium borohydride, stirring for 3 hours, pouring into water, extracting the organic phase with dichloromethane,Dried over anhydrous magnesium sulfate, and the solvent was removed to obtain a pale yellow viscous liquid.30 mL of absolute ethanol, 0.6 g of paraformaldehyde, 1.63 g of 2,4-dichlorophenol were added, and the mixture was heated under reflux for 12 hours.The crude product was chromatographed on silica gel to give red liquid L1 (2.32 g, 59.0percent).

22795-99-9 is used more and more widely, we look forward to future research findings about (S)-(1-Ethylpyrrolidin-2-yl)methanamine

Reference£º
Patent; East China University of Science and Technology; Ma, HaiYan; Wang, haobing; (35 pag.)CN103787943; (2016); B;,
Chiral Catalysts
Chiral catalysts – SlideShare