Category: chiral-catalyst

A common heterocyclic compound, the chiral-catalyst compound, name is 1,4,7,10,13-Pentaoxacyclopentadecane,cas is 33100-27-5, mainly used in chemical industry, its synthesis route is as follows.,33100-27-5

EXAMPLE 3 Production of 1-(2,6-dichloro-4-trifluoromethylphenyl)-4-methylsulfenyl-5-(1-oxy-pyridin-3-ylmethylamino)pyrazole-3-carbonitrile (Compound No. 14) In 10 ml of N,N-dimethylformamide was suspended 0.1 g of 60percent sodium hydride, and 1 g of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole-3-carbonitrile was gradually added thereto. After 20 minutes of stirring at room temperature, 3 drops of 15-crown-5-ether and then 0.3 g of 3-chloromethylpyridine-1-oxide were added thereto, followed by stirring at room temperature. After standing over one night, water and ethyl acetate were added thereto and the mixture was neutralized by 1N hydrochloric acid. After liquid separation, the organic layer was washed with saturated saline and then dried over anhydrous sodium sulfate. The residue was purified by a silica gel column chromatography to obtain 0.9 g of the compound (No. 14) described in the following Table 1.

As the rapid development of chemical substances, we look forward to future research findings about 33100-27-5

Reference£º
Patent; MITSUBISHI CHEMICAL CORPORATION; US2003/60471; (2003); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.250285-32-6,1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,as a common compound, the synthetic route is as follows.

A mixture of 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride(0.425 g, 1.0 mmol), [Cp*IrCl2]2 (0.398 g, 0.5 mmol), and K2CO3(0.484 g, 3.5 mmol) in anhyd THF (8 mL)-CH2Cl2 (2 mL) wasstirred at 24 C for 10 h under N2. The resulting suspension wasstirred at 60 C for 24 h under N2, then concentrated to dryness. Afterthe addition of CH2Cl2 (10 mL) to the residue, the resulting suspensionwas filtered through Celite. The filtrate was concentrated todryness to give the iridium complex 2 as a brownish orange solid(0.748 g, 0.963 mmol, 96%).IR (ATR, ZnSe): 1659 cm-1 (CO2).1H NMR (500 MHz, CD2Cl2): delta = 7.43 (t, J = 8.0 Hz, 2 H), 7.33 (d,J = 8.0 Hz, 4 H), 7.09 (s, 2 H), 2.99-2.94 (m, 4 H), 1.45 (d, J = 7.0Hz, 12 H), 1.21 (s, 15 H), 1.06 (d, J = 6.0 Hz, 12 H).13C{1H} NMR (126 MHz, CD2Cl2): delta = 168.1, 165.9, 138.1, 130.1,126.4, 124.2, 87.2, 29.0, 27.2, 23.5, 9.4.Anal. Calcd for C38H51IrN2O3¡¤H2O: C, 57.48; H, 6.73; N, 3.53.Found: C, 57.40; H, 6.54; N, 3.57., 250285-32-6

250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride 2734913, achiral-catalyst compound, is more and more widely used in various.

Reference£º
Article; Yamada, Yoichim. A.; Ohta, Hidetoshi; Yuyama, Yoshinari; Uozumi, Yasuhiro; Synthesis; vol. 45; 15; (2013); p. 2093 – 2100;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

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)+)., 22795-99-9

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

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
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is Benzo-18-crown 6-Ether,cas is 14098-24-9, mainly used in chemical industry, its synthesis route is as follows.,14098-24-9

A mixture of 0.27 g OfMo(CO)6 (1.03 mmol), 0.12 g of KBr (1.00 mmol) and 0.31 g of benzo-18-crown-6-ether (1.00 mmol) was refluxed in 15 ml of freshly distilled THF for 2 hours. The yellow solution was filtered and a brown oil formed and started to separate. After decanting the oil, 40 ml of hexane were added and the schlenk was left at 0 0C to isolate a yellow solid. Extraction with CH2Cl2 afforded K[benzo-18-crown-6-ether][Mo(CO)5Br] as yellow needles (75% yield , 0.5 g).Analysis Calculated for BrC21H24KMo11: C, 37.80; H, 3.62. Found: C, 37.25; H5 3.83. IR (KBr pellet), cm4: 3069 (w), 2955 (m), 2941 (m), 2921 (m), 2067 (m), 1977 (w), 1932 (sh, s), 1914 (s), 1842 (s), 1834 (s), 1638 (br, w), 1596 (w), 1523 (w), 1505 (s), 1478 (w), 1457 (m), 1436 (w), 1382 (w), 1355 (m), 1343 (m), 1325 (m), 1286 (m), 1247 (s), 1214 (s), 1178 (br, sh5 w), 1166 (w), 1126 (m), 1116 (m), 1108 (m), 1097 (sh, w), 1083 (w), 1075 (w), 1055 (w), 961 (m), 952 (m), 935 (w), 922 (w), 908 (w), 882 (w), 860 (w), 848 (w), 833 (w), 806 (br, w), 782 (m), 737 (s), 598 (s), 542 (m), 507 (w), 463 (w). 1H NMR (CD2Cl2, 300 MHz): 7.00-6.90 (c, 4H, C6H4 crown ether), 4.22 + 3.95 + 3.77-3.42 (c, 1OH, aliphatic crown ether protons).

As the rapid development of chemical substances, we look forward to future research findings about 14098-24-9

Reference£º
Patent; ALFAMA – INVESTIGACAO E DESENVOLVIMENTO DE PRODUTOS FARMACEUTICOS LDA.; WO2007/73225; (2007); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Dimethyl-1H-benzo[d]imidazol-3-ium iodide,cas is 7181-87-5, mainly used in chemical industry, its synthesis route is as follows.,7181-87-5

50 mL round bottom flask that was capped with a rubber septum and containing a needle for ventilation and a glass pipette for addition of gaseous carbon dioxide, was charged with a clear colorless solution of 1,3-dimethylbenzimidazolium iodide (1b) (274.1 mg, 1 mmol) in deionized water (7 mL) (pH=6). Carbon dioxide was bubbled for 1 min followed by addition of hydrogen peroxide (65 muL (30% w/v), 0.75 mmol in 0.5 mL water, 1.5 equiv). Vigorous CO2 bubbling was maintained for 1 h under stirring during which time the solution turned yellow and then brown until the formation of a purple precipitate was detected. The mixture was filtered and washed with water (3¡Á2 mL) resulting in a clear colorless filtrate solution (pH=8). Water was removed by flushing air overnight over the surface of the solution then it was dried under high vacuum for 2 h to give a white solid. The residual solid was triturated and sonicated in acetone (3¡Á2 mL), which was then decanted off. Subsequent drying under vacuum afforded the desired product as a white powder (123 mg, 59% yield) Mp: 137-138 C. (dec.). (0410) 1H NMR (400 MHz, CD3OD): delta 7.96 (dd, J=6.2, 3.1 Hz, 2H, Ar-H), 7.74 (dd, J=6.3, 3.1 Hz, 2H, Ar-H), 4.15 (s, 6H, CH3). The N2CH and HCO3 protons could not be observed due to their rapid exchange with the deuterated solvent on the NMR time scale. 13C (1H) NMR (100 MHz, CD3OD): delta 161.38 (s, HCO3-), 143.94 (s, N2CH), 133.54 (s, Cq), 128.18 (s, CAr), 114.15 (s, CAr), 33.65 (s, CH3). (0411) ATR-IR: strong peaks for CO2 asym. str. at 1626 cm-1 and sym. str. at 1367 cm-1. (0412) Anal. Calc. for C10H12N2O3: C, 57.68; H, 5.81; N, 13.45. Found: C, 57.72; H, 5.75; N, 13.03. HRESI-MS (m/z) for C9H11N2+ [M-HCO3]+: 147.0913, Calc.: 147.0917.

As the rapid development of chemical substances, we look forward to future research findings about 7181-87-5

Reference£º
Patent; Queen’s University at Kingston; Crudden, Cathleen M.; Horton, J. Hugh; Narouz, Mina Raafat Ryad; Unsworth, Phillip; Li, Zhijun; Nazemi, Ali; Padmos, Joseph Daniel; Eisenberger, Patrick; Zamora, Matthew Thomas; MacLean, Michael William Angus; (114 pag.)US2019/169132; (2019); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine,cas is 22795-99-9, mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

General procedure: To a well-stirred solution of 83 4-chloroaniline (a2) (0.57g, 4.5mmol) and 84 NEt3 (5mL) in dry 28 DCM (25mL) was added dropwise a solution of compound 26 10 (0.51g, 2.0mmol) at room temperature. The reaction mixture was stirred at room temperature for 14h. The crude mixture was obtained by removal of the organic solvents under reduced pressure and was re-dissolved in DCM, followed by washing with H2O for 3 times. The organic layers were combined, dried over anhydrous MgSO4, filtered and concentrated in vacuum. Purification of the product was performed by flash column chromatography on silica gel to afford the desired 85 compound 11_a2 (0.28g) in 45percent yield.

As the rapid development of chemical substances, we look forward to future research findings about 22795-99-9

Reference£º
Article; Jin, Wen Bin; Xu, Chen; Cheng, Qipeng; Qi, Xiao Lin; Gao, Wei; Zheng, Zhiwei; Chan, Edward W.C.; Leung, Yun-Chung; Chan, Tak Hang; Wong, Kwok-Yin; Chen, Sheng; Chan, Kin-Fai; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 285 – 302;,
Chiral Catalysts
Chiral catalysts – SlideShare

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

25.9 g of ethyl 2-methoxy-5-sulfamoylbenzoate,(S) 1-ethyl-2-aminomethyltetrahydropyrrolidine 15g and isopropanol 20g were added to the reaction flask,The reaction was carried out at 80 ¡ã C for 36 hours, the reaction was completed, and 10 g of ethanol was added.Stir under reflux for 10 minutes, cool to 5 ¡ã C and stir for 1 hour.It was filtered, washed with ethanol and dried at 65 ¡ãC. The yield was 90.3percent and the purity was 99.1percent., 22795-99-9

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

Reference£º
Patent; Jiangsu Tianshili Diyi Pharmaceutical Co., Ltd.; Liu Jinping; Liu Wenzheng; Zhu Zhanyuan; Yang Guojun; (5 pag.)CN103804265; (2018); B;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

General procedure: Under N2 atmosphere, a mixture of imidazolium salts 1 (0.22mmol), PdCl2 (0.2 mmol), K2CO3 (0.44 mmol) and benzo[h]quinoline 2 (0.22 mmol) was stirred in anhydrous THF (2.0 mL) at 50 or 90 C for 18 h. Then the solvent was removed under reduced pressure, and the residue was purified by flash chromatography on silica gel (CH2Cl2) to give complexes 3 as yellow solids. 4.2.1.1 Compound 3a Yellow solid; m.p. 298C (decomposed). 1H NMR (300MHz, CDCl3, TMS) delta 9.44 (dd, J=5.1, 1.2Hz, 1H), 7.98 (dd, J=8.1, 1.5Hz, 1H), 7.56 (d, J=8.7Hz, 1H), 7.45-7.21 (m, 10H), 7.10 (dd, J=7.2, 2.1Hz, 2H), 6.96 (d, J=7.2Hz, 1H), 3.51-3.30 (m, 4H), 1.52 (d, J=6.3Hz, 6H), 1.18 (d, J=6.9Hz, 6H), 1.06 (d, J=6.9Hz, 6H), 0.66 (d, J=6.3Hz, 6H). 13C NMR (125MHz, CDCl3) delta 177.9, 153.9, 153.5, 148.6, 147.8, 145.0, 142.0, 136.3, 135.9, 134.2, 132.8, 129.9, 128.23, 128.18, 125.7, 125.0, 124.2, 123.9, 123.0, 121.7, 120.6, 29.0, 28.4, 26.5, 26.2, 23.2, 23.0. IR (neat) nu 2977, 2927, 2860, 1624, 1593, 1565, 1462, 1394, 1380, 1364, 1330, 1266, 1196, 1182, 1115, 937, 830, 816, 801, 758cm-1. MS (ESI): 672 [M-Cl]+. HRMS (ESI) calcd. for C40H44N3Pd [M-Cl]+: 672.2579; found: 672.2594. Anal. calcd. for C40H44ClN3Pd: C, 67.79%; H, 6.26%; N, 5.93%; found: C, 67.71%; H, 6.26%; N, 5.67%.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Article; Liu, Feng; Hu, Yuan-Yuan; Li, Di; Zhou, Quan; Lu, Jian-Mei; Tetrahedron; vol. 74; 39; (2018); p. 5683 – 5690;,
Chiral Catalysts
Chiral catalysts – SlideShare

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.141556-45-8,1,3-Dimesityl-1H-imidazol-3-ium chloride,as a common compound, the synthetic route is as follows.

General procedure: A mixture of pyrazine ligand 1 or 2 (1mmol), Li2PdCl4 (1mmol) and NaOAc (1mmol) in 20mL of dry methanol was stirred for 24hat rt. The yellow solids (yield: 92%) were collected by filtration and washed several times with methanol, which can be assigned to be palladacyclic dimers. Then, a Schlenk tube was charged with the above chloride-bridged palladacyclic dimers (0.5mmol), the corresponding imidazolium salt (1.25mmol) and tBuOK (2.5mmol) under nitrogen. Dry THF was added by a cannula and stirred at room temperature for 3h. The product was separated by passing through a short silica gel column with CH2Cl2 as eluent, the third band was collected and afforded the corresponding carbene adducts 3-10 as yellow solids. The characterization data for 3: Yield: 78%., 141556-45-8

As the paragraph descriping shows that 141556-45-8 is playing an increasingly important role.

Reference£º
Article; Xu, Chen; Wang, Zhi-Qiang; Fu, Wei-Jun; Ji, Bao-Ming; Yuan, Xiao-Er; Han, Xin; Xiao, Zhi-Qiang; Hao, Xin-Qi; Song, Mao-Ping; Journal of Organometallic Chemistry; vol. 777; (2015); p. 1 – 5;,
Chiral Catalysts
Chiral catalysts – SlideShare

A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride,cas is 250285-32-6, mainly used in chemical industry, its synthesis route is as follows.,250285-32-6

Synthesis of [(IPr)CuCl]. This synthesis is as reported in the literature; see H. Kaur et al., Organometallics 2004, 23, 1157-1160. In a 250 mL Schlenk flask were added copper(I) chloride (1.0 g, 10.10 mmol), 1,3-bis(2,6-diisopropylphenyl)imidazolium chloride (IPr.HCl; 4.29 g, 10.10 mmol), and sodium tert-butoxide (0.97 g, 10.10 mmol). To this flask, dry tetrahydrofuran (100 mL) was added under an inert atmosphere of argon, and the mixture was magnetically stirred for 20 hours at room temperature. After the mixture was filtered through a plug of Celite and then evaporating the solvent under vacuum, a white solid was obtained (4.59 g, 9.40 mmol, 94%). 1H NMR: (400 MHz, acetone-d6, ppm) delta=1.21 (d, J=6.8 Hz, 12H); 1.30 (d, J=6.8 Hz, 12H); 2.57 (hep, J=6.8 Hz, 4H); 7.12 (s, 2H). 7.29 (d, J=7.8 Hz, 4H); 7.49 (t, J=7.8 Hz, 2H). 13C NMR: (100 MHz, acetone-d6, ppm) delta=182.32; 145.61; 134.41; 130.62; 124.25; 123.13; 28.76; 24.82; 23.87. Elemental analysis calcd for C27H36ClCuN2: C 66.64%, H, 7.46%, N, 5.76%; found C, 66.70%, H, 7.48%, N, 6.06%.

As the rapid development of chemical substances, we look forward to future research findings about 250285-32-6

Reference£º
Patent; Institut Catala d’Investigacio Quimica; Institucio Catalana de Recerca i Estudis Avancats; US2009/69569; (2009); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare