Tag: M.W:100-200

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

General procedure: Benzoic acid derivatives (1 mmol) and heterogeneous catalyst (10 mg) were mixed for 5 min in 1 mL of anhydrous toluene. Then, the amine (1.2 mmol) was added and the mixture was reacted under ultrasound for about 15-60 min at room temperature. After completion of the reaction (monitored by TLC), the catalyst was separated through filtration and the solvent was removed in vacuo. The obtained residue was dissolved in chloroform (10 ml) and washed with 10% NaHCO3 (10 ml) and HCl (1 M, 10 ml). The organic layer was extracted and dried over Na2SO4 and concentrated under reduced pressure to afford the amide, which was purified by recrystallization or column chromatography.

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

Reference£º
Article; Ahmadi, Masoumeh; Moradi, Leila; Sadeghzadeh, Masoud; Research on Chemical Intermediates; vol. 44; 12; (2018); p. 7873 – 7889;,
Chiral Catalysts
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Name is trans-Cyclohexane-1,2-diamine, as a common heterocyclic compound, it belongs to chiral-catalyst compound, and cas is 1121-22-8, its synthesis route is as follows.,1121-22-8

N,N’-[(2-ethoxycarbonyl)eth-1-yl]-trans-cyclohexane-1,2-diamine 2a: To freshly distilled trans-1,2-diaminocyclohexane 1 (1 ml, 8.33 mmol) in 50 ml of ethanol was added vinyl propionate (1.50 ml, 13.7 mmol) in one portion. After stirring 20h at room temperature, the reaction mixture was concentrated by rotary evaporation to yield a pale yellow oil (2.6 g, 8.32 mmol, 100%) witch was used directly in the next step. 1H NMR (CDCl3): d 1.22 (t, 12H), 1.67 (m, 2H), 1.82 (m, 2H), 2.06 (m, 2H+2H), 2.43 (t, 4H), 2.67 (dt, 2H), 2.98 (dt, 2H), 4.10 (q, 4H). 13C NMR (CDCl3): d 14.17, 24.31, 31.46, 35.34, 42.19, 60.23, 61.29, 172.69 , (M+H+): 315

With the complex challenges of chemical substances, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Patent; 99953923.2; EP1123301; (2003); B1;,
Chiral Catalysts
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trans-Cyclohexane-1,2-diamine, cas is 1121-22-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,1121-22-8

General procedure: Aldehyde (2.2 mmol, salicylaldehyde or 4-methoxysalicylaldehyde, 4-diethylamino-2-hydroxy benzaldehyde or 2,4-dihydroxybenzaldehyde) was dissolved in ethanol (30 ml) and stirred at room temperature. To this solution, either ethylene diamine (1 mmol) or trans-1,2-diaminocyclohexane (1 mmol) was added drop-wise under stirring. The immediate appearance of yellow colour indicates the formation of Schiff bases. The solution was allowed to stir for another 6 h at room temperature that produced yellow to light yellow coloured precipitates. The formed precipitate was filtered off, washed with ethanol and dried under vacuum.

1121-22-8 is used more and more widely, we look forward to future research findings about trans-Cyclohexane-1,2-diamine

Reference£º
Article; Hariharan; Anthony, Savarimuthu Philip; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1658 – 1665;,
Chiral Catalysts
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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 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).

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; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishma Reddy, Velagala Venkata Rama Murali; Sesila Sridevi, Bhatlapenumarthy; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209882; (2004); A1;,
Chiral Catalysts
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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

First, 4-benzyloxy-3,5-dimethoxybenzoic acid chloride represented by Formula 85 and [(2S)-1-ethylpyrrolidin-2-yl]methanamine represented by Formula 103 were prepared in 0.2 M solution, respectively, using a toluene solvent. An amine solution (1.2 mL, 0.240 mmol) entered 10 mL vial and a sodium carbonate solution (0.4 mL, 0.200 mmol) was added thereto. Thereafter, a benzoic acid chloride solution (1.0 mL, 0.200 mmol) entered the vial, vigorously shaken and agitated at room temperature for 18 hours. After terminating the reaction, an organic layer was moved to a cartridge tube (6 mL, benzenesulfonic acid, 904030-WJ, UCT) using ethyl acetate. Impurities were removed using methanol (15 mL) while separation and purification were conducted using an elute solution (ethyl acetate/methanol/triethylamine, 20:2:1, v/v/v), resulting in a benzamide compound represented by Formula 13 as a desired product (WZ-014; 66 mg, 83percent yield). [0114] Analysis data of the produced benzamide compound is provided as follows. 1H-NMR (MeOD-d4) d 1.22(t, 3H), 1.73(m, 1H), 1.80(m, 2H), 1.98(m, 1H), 2,30(m, 1H), 2.41(m, 1H), 2.76(m, 1H), 3.02(m, 1H), 3.28(m, 2H), 3.65(dd, 1H), 3.88(s, 6H), 5.02(s, 2H), 7.17?7.46(m, 7H).

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

Reference£º
Patent; Vivozon Inc.; LEE, Doo Hyun; EP2786986; (2014); A2;,
Chiral Catalysts
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1121-22-8, trans-Cyclohexane-1,2-diamine is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A methanolic solution (10mL) of (¡À)-trans-1,2-diaminocyclohexane (dach) (0.23g, 2.0mmol) in a Schlenk tube, was added dropwise to a methanolic solution (20mL) of salicylaldehyde-imidazolium salt H(iPr)sal(Me2Im+-X-) 3a-c (4.0mmol) into a 100mL Schlenk flask under nitrogen atmosphere. The reaction mixture was stirred under N2 at 60C for 3h. Then the solvent was partially removed under reduced pressure, and the yellow products of 4a-c were precipitated by the addition of ethyl acetate and kept in the refrigerator overnight. Solvent was decanted off and the obtained crude product was sonicated for 15min in Et2O (3¡Á25mL). Et2O was also decanted off and the residual solid was washed intensively with MeOH/Et2O mixture (1:2) to remove unreacted materials and then re-dissolved in MeOH. EtOAc was added slowly (?15min) to precipitate the products as pale yellow-dark orange solids which were collected by filtration and dried under vacuum. Samples of the isolated solids were characterized as follows.

1121-22-8, 1121-22-8 trans-Cyclohexane-1,2-diamine 43806, achiral-catalyst compound, is more and more widely used in various fields.

Reference£º
Article; Elshaarawy, Reda F.M.; Kheiralla, Zeinab H.; Rushdy, Abeer A.; Janiak, Christoph; Inorganica Chimica Acta; vol. 421; (2014); p. 110 – 122;,
Chiral Catalysts
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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

To a mixture of cyanuric chloride (0.368 g, 2 mmol) inCH3CN at approximately-10to-20 C was added3-fluoro-p-anisidine (0.28 g, 2 mmol) inCH3CN followed by the additionof 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%), mp75-77 C ; HPLC: Inertsil ODS-3V C18,40 : 30: 30[KH2P04(O. 01M, pH 3.2) :CH30H :CH3CN], 264 nm, Rt 7.9 min, 95.9% purity; MS (ESI):rnlz 458(M+H, 100).

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

Reference£º
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

(S)-2-(Methoxymethyl)pyrrolidine, cas is 63126-47-6, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,63126-47-6

Step 8: 7-Chloro-8-{[(2S)-2-(methoxymethyl)pyrrolidin-1-yl-]sulfonyl}-3,4-dihydropyrimido[1,2-a]indol-10(2H)-one To a solution of 7-chloro-10-oxo-2,3,4,10-tetrahydropyrimido[1,2-a]indole-8-sulfonyl chloride (0.140 g, 0.439 mmol) in CH2Cl2 (10 mL) was added (S)-(+)-2-(methoxymethyl)pyrrolidine (0.119 g, 0.965 mmol, 2.2 eq) drop-wise with cooling in an ice bath under a dry N2 atmosphere. After stirring at room temperature for 1.5 hr, the mixture was quenched with H2O (10 mL) and extracted with EtOAc (3*). The combined organic extracts were dried over MgSO4, filtered, and concentrated to give a film on glass. The film was combined with the product of an earlier run and purified on Biotage KP silica gel eluding with a step gradient of 20/80 petroleum ether/EtOAc, followed by 100percent EtOAc to give the title compound as a bright yellow solid (0.104 g, 52.3percent yield). Anal. Calc’d. for C17H20ClN3O4S. 0.2H2O: C, 50.86; H, 5.12; N, 10.47; Found, C, 50.82; H, 5.00; N, 10.31; NMR (400 MHz, DMSO-d6): consistent. MS: (ES-) m/z 396/398 [M-H] 1 chlorine pattern observed. m.p.: 127-130¡ã C. HRMS: consistent ESI Adduct [M+H]Exact 398.09358, Expt’l 398.09411, mmu 0.53, ppm 1.34, RIpercent 100.

63126-47-6 is used more and more widely, we look forward to future research findings about (S)-2-(Methoxymethyl)pyrrolidine

Reference£º
Patent; Wyeth; US2005/250798; (2005); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

To a mixture of cyanuric chloride(0. 368 g, 2 mmol) inCH3CN atabout-20 C was added N-phenyl glycinonitrile (0.264 g, 2 mmol) inCH3CN 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 about1 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 eluting with 96: 3: 1 methylene chloride: methanol:conc. ammonium hydroxide to yield 143, (0.300 g, 33percent) mp53-55 C ; HPLC: Inertsil ODS-3VC18, 40:30 : 30 [KH2P04 (0.01 M, pH 3. 2) : CH30H: 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 22795-99-9,belong chiral-catalyst compound

Reference£º
Patent; REDDY US THERAPEUTICS, INC.; WO2004/26844; (2004); A1;,
Chiral Catalysts
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D-Phenylalanine, cas is 673-06-3, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,673-06-3

Preparation of R-2-bromo-3-phenylpropionic Acid 46.0 ml water was supplied to a 1-litre double-walled glass reactor connected to a coolant. 275.5 g HBr 48% was added. Jacket cooling and stirring were started. Subsequently 67.7 gram KOH 45% was slowly added. The reaction mixture was cooled to 30-40 C. 45.0 g D-phenylalanine was added to the reaction mixture. Subsequently 213 ml toluene was added to the reaction mixture. The reaction mixture was cooled to 3 C. 95.9 g 30% NaNO2 solution in water was metered into the reaction mixture in 6 hours. The temperature was kept at 5 C. After the reaction stirring was continued for 3 hours at 3 C. The reaction mixture was heated to 20 C. Stirring was stopped and the aqueous phase was separated off. Then the toluene phase was additionally extracted two times with 95 ml water. The reaction mixture was heated to 70 C. and with the aid of a vacuum pump it was brought under a 100 mbar vacuum. Using a Dean-Stark setup the water was distilled off until the toluene phase was water-free. Yield: 84.0% R-2-bromo-3-phenylpropionic acid in the toluene solution, relative to D-phenylalanine.

673-06-3 is used more and more widely, we look forward to future research findings about D-Phenylalanine

Reference£º
Patent; Lommen, Franciscus Alphons Marie; Koller, Helmut; Scherubl, Herbert; US2003/120102; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare