Brief introduction 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.

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22795-99-9, To a mixture of cyanuric chloride (0.368 g, 2 mmol) in CH3CN at approximately -10 to -20 C. was added 3-fluoro-p-anisidine (0.28 g, 2 mmol) in CH3CN followed by the addition of N,N-diisopropylethylamine (DIEA) (0.35 mL, 2 mmol) and stirred for an hour. The reaction mixture was then allowed to reach room temperature for an hour. The second step was continued without further purification. Cycloheptylamine (0.25 mL, 2 mmol) and DIEA (0.35 mL, 2 mmol) were added and the reaction mixture was stirred overnight at rt. The third step was also preceded without any further purification. 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 potassium carbonate, filtered, and concentrated under reduced pressure affording 0.920 g crude material. The crude material was purified by column chromatography to yield a white solid 139 (0.550 g, 60%), mp 75-77 C.; HPLC: Inertsil ODS-3V C18, 40:30:30 [KH2PO4 (0.01M, pH 3.2): CH3OH: CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI): m/z 458 (M+H, 100).

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; 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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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, General procedure: (2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate), (HATU) (1.2 equivalents) was added to a solution of acid (1 equivalent), the appropriate amine (1.5 equivalents) and DIEA (2 equivalents) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature for 1-2 h. Solvent was evaporated under reduced pressure and the crude product was purified using a Teledyne Isco Combiflash Rf purification machine to provide the desired amide in excellent yield.

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

Reference£º
Article; Mathew, Bini; Hobrath, Judith V.; Connelly, Michele C.; Kiplin Guy; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 20; (2017); p. 4614 – 4621;,
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Simple exploration of 22795-99-9

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

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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).

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

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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Brief introduction 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.

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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., 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.

Reference£º
Patent; Beijing Nerve Surgical Department Institute; Liu Qian; Zhang Yazhuo; Yang Xiaoxiao; CN106366075; (2017); A;,
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Brief introduction of 63126-47-6

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various fields.

63126-47-6, (S)-2-(Methoxymethyl)pyrrolidine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,63126-47-6

To a mixture of lithium 7-chlorothieno [3,2-b] pyridine-2-carboxylate (6.59 g, 30 [MMOLE)] in DMF (100 [ML)] were added diisopropylethylamine, (6 [ML,] 4.45 g, 34.4 mmole), benzotriazol- 1-yloxytris (pyrrolidino) phosphonium [HEXAFLUOROPHOSPHATE] (16.16 g, 31 mmole) and [S- (+)-2-] (methoxymethyl) pyrrolidine (3.73 g, 32.4 [MMOLE).] The resultant reaction mixture was stirred at ambient temperaure for 16 hours. The crude reaction mixture was poured into water (600 [ML)] and extracted with EtOAc (3 x 200 ml). The combined organic extracts were washed with water (4 x 200 ml), dried over [NA2SO4] and concentrated, in vacuo, to give 8.8 g of an amber oil, which was purified by silica gel chromatography. Elution with Et2O : EtOAc (67: 33) and evaporation of the appropriate fractions gave 6.89 [G] (74percent) of an orange [SYRUP.APOS;H] NMR (DMSO-d6): 8 8.62 (1 H, d, J = 5.0 Hz), 7.88 (1 H, s), 7.35 (1 H, d, J = 5.0 Hz), 4.54-4. 47 [(1 H,] m), 3.93-3. 75 (2H, m), 3.71-3. 55 (2H, m), 3.37 (3H, s), 2.15-1. 92 (4H, [M). ANAL. CALCD.] for [C14H1SN202SCI] : [C,] 54.10 ; H, 4.87 ; N, 9.01 ; S, 10.32 ; Cl, 11.41. Found: C, 53.96

63126-47-6 (S)-2-(Methoxymethyl)pyrrolidine 671217, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; WO2003/106462; (2003); A1;,
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Simple exploration of 22795-99-9

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

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Step 2. 3-(Benzylamino)- or 3-(arylamino)-4-methoxycyclobut-3-ene-1,2-dione 18a ? 18f (1.0 equiv.) was suspended in MeOH (0.07 M) and the amine 19a, 19b or 19c (1.0 equiv.) was added. The resulting mixture was stirred at ambient temperature for 24 hours. The mixture was then filtered and the collected solid residue was washed with ice-cold MeOH and dried in vacuo to afford the corresponding squaramides 1 ? 6., 22795-99-9

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

Reference£º
Article; Kristianslund, Renate; Aursnes, Marius; Tungen, J¡ãrn Eivind; Hansen, Trond Vidar; Tetrahedron Letters; vol. 57; 47; (2016); p. 5232 – 5236;,
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New learning discoveries about 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

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.

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)+., 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Infinity Pharmaceuticals, Inc.; US2006/25460; (2006); A1;,
Chiral Catalysts
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Downstream synthetic route of 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

22795-99-9, (S)-(1-Ethylpyrrolidin-2-yl)methanamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-ethyl 2-(2,6-(UfIuOrO-S-JOdOnJCOtJnOyI)-S-(Tl -ethylpyrrolidin-2-yl)methylamino)acrylateEthyl 2-(2,6-difluoro-5-iodonicotinoyl)-3-(dimethylamino)acrylate (Intermediate 37, 0.500 g, 1.10 mmol) was taken up THF (40 mL) and cooled to 0 0C for 10 min and then (S)-(I- ethylpyrrolidin-2-yl)methanamine (0.153 mL, 1.10 mmol) was added and stirred at room temperature for 2 min. The reaction mixture was quenched with sat NH4Cl diluted with EtOAc and separated, dried, and solvent removed. The residue was purified by a 0-5percent gradient on the ISCO of DCM/Methanol to give (S)-ethyl 2-(2,6-difluoro-5-iodonicotinoyl)-3- ((l-ethylpyrrolidin-2-yl)methylamino)acrylate (0.36Og, 67percent) as a red oil. MS (ES) (M+H)+: 494 for Ci8H22F2IN3O3, 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BIFULCO, Neil; CHOY, Allison, Laura; QUIROGA, Olga; SHERER, Brian; WO2010/136817; (2010); A1;,
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Analyzing the synthesis route of 2133-34-8

2133-34-8 (S)-Azetidine-2-carboxylic acid 16486, 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.2133-34-8,(S)-Azetidine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step A. N-(3,5-Dichlorobenzenesulfonyl)-2(S)-azetidinecarboxylic Acid To a magnetically stirred mixture of azetidine-2(S)-carboxylic acid (1 g, 10.5 mmol) and Na2CO3 (2.76 g, 20 mmol) in 15 mL of water at 0 C. was added 3.5-dichlorobenzenesulfonyl chloride (2.94 g, 12 mmol), and the reaction was allowed to slowly warm up to room temperature overnight. The reaction was quenched by careful addition of concentrated HCl at 0 C. (pH=ca. 2), and the product was extracted with EtOAc (3*15 mL). The extracts were dried over Na2SO4, and concentrated to dryness to provide the final productproduct as a white solid, which is >90% pure by 1H NMR and was used directly. 500 MHz 1H NMR (CD3OD): delta 2.3-2.4 (m, 2H), 3.39 (m, 1H), 3.95 (q, J=9 Hz, 1H), 4.68 (t, 1H, J=8.5 Hz), 7.62 (t, 1H, J=8 Hz), 7.73-7.70 (m, 1H), 7.79 (t, J=2 Hz, 1H), 7.84 (d, J=2 Hz, 1H)., 2133-34-8

2133-34-8 (S)-Azetidine-2-carboxylic acid 16486, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Patent; Merck & Co., Inc.; US6645939; (2003); B1;,
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New learning discoveries about 22795-99-9

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

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, 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

The synthetic route of 22795-99-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Huazhong University of Science and Technology; Tang Jiang; Yao Li; Niu Guangda; Gao Liang; Li Jinghui; (12 pag.)CN110105378; (2019); A;,
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