Month: September 2020

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

To the sodium salt of 2-nitroimidazole prepared above was added acetonitrile (50 ml), 15-crown-5-ether (3.5 ml, 14.3 mmol) and 4-bromo-2-methyl-2-butene (2 ml; 17.4 mmol). The mixture was stirred at RT for ca 16 h. and then the solvent was removed to leave a crude semi-solid which was purified by column chromatography on silica. The intermediate product, 1-(3-methyl-2-butenyl)-2-nitroimidazole (80percent yield) was eluted using a mixture of petroleum ether (40-60)/ethyl acetate (ratio 4:1 respectively).

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Reference£º
Patent; Amersham International plc; US5993774; (1999); A;,
Chiral Catalysts
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A common heterocyclic compound, the chiral-catalyst compound, name is 1,3-Dimesityl-1H-imidazol-3-ium chloride,cas is 141556-45-8, mainly used in chemical industry, its synthesis route is as follows.,141556-45-8

Prepared according a procedure of Mohr et al.21 To a soln of1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (175 mg,0.513 mmol) in CH2Cl2 (10 mL) was added HgO (108 mg,0.514 mmol) and Me4NCl (56.4 mg, 0.51 mmol). After stirring at r.t. for 15 h, the soln was passed through Celite, the solvent was removed in vacuo, and the residue was washed with H2O (2 ¡Á 10 mL) and Et2O (2 ¡Á 10 mL) to give 14 as a colorless solid; yield: 240 mg (82%); mp 270 C (dec); Rf = 0.09 (CH2Cl2-MeOH, 10:1).

As the rapid development of chemical substances, we look forward to future research findings about 141556-45-8

Reference£º
Article; Emsermann, Jens; Arduengo, Anthonyj.; Opatz, Till; Synthesis; vol. 45; 16; (2013); p. 2251 – 2264;,
Chiral Catalysts
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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: 2-(7-Aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU; 1.2 equivalents) was added to a solution of the corresponding alpha-methyl carboxylic acid (2) (1 equiv), the appropriate amine (1.5 equiv) and DIEA (2 equiv) in dry acetonitrile (10 mL) at room temperature under argon atmosphere. The reaction mixture was stirred at room temperature overnight. Solvent was evaporated under reduced pressure, and the crude product was purified using a Teledyne Isco Combiflash? Rf purification machine using 0-10percent CHCl3/methanol as eluent to provide the desired amides 3-59 in 68-95percent yields.

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Reference£º
Article; Mathew, Bini; Snowden, Timothy S.; Connelly, Michele C.; Guy, R. Kiplin; Reynolds, Robert C.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2136 – 2142;,
Chiral Catalysts
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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

In a glove box, a Schlenk flask equipped with a magnetic bar is loaded with the imidazolium salt IPr EtaC1 (2.96 g, 7 mmol), Pd(acac), (1.53 g, 5 mmol) and dry dioxane (100 mL). The flask was taken outside the glove box and placed in an oil bath at 100 C over a magnetic stirrer for 6 hours. After that time, the solution looked clear with no solid remaining. The solvent was evaporated in vacuo and diethyl ether was added until no more solid was dissolved. The solution is filtered and the solid washed with diethyl ether (2 x 10 mL). The solvent was evaporated in vacuo to yield 2.99 g (95 %) of the desired compound as a yellow powder.1H NMR (delta, 400 MHz, CDCl3): 7.51 (t, / = 7.8 Hz, 2H), 7.35 (d, / = 7.8 Hz, 4H), 7.12 (s, 2H), 5.12 (s, IH), 2.95 (q, / = 6.4 Hz, 4H), 1.84 (s, 3H), 1.82 (s, 3H), 1.34 (d, / = 6.4 Hz, 12H), 1.10 (d, / = 6.4 Hz, 12H). EPO 13C NMR (delta, 100 MHz, CDCl3): 187.1, 184.1, 156.4, 147.0, 135.5, 134.8, 130.9, 125.7, 124.7, 124.6, 99.9, 29.1, 30.0, 27.6, 26.8, 23.7, 23.5.Anal. Calcd. for C32H43ClN2O2Pd (MW 629.57): C, 61.05; H, 6.88; N, 4.45. Found: C, 60.78; H, 7.15; N: 4.29.

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

Reference£º
Patent; PROMERUS LLC; WO2006/128097; (2006); A1;,
Chiral Catalysts
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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

The reagent and solvent shown below were placed in a 50 mL flask under nitrogen flow. F13: 274 mg (1.00 mmol) (purchased from Sigma-Aldrich) Dehydrated DMF: 10 ml.After the solution was degassed with nitrogen, 192 mg (4.00 mmol) of sodium hydride (60% oil dispersion) was added and stirred for 2 minutes. Thereafter, 112 mg (1.00 mmol) of potassium tert-butoxide was added, and the mixture was stirred at room temperature for 6 hours. After completion of the reaction, 30 ml of water degassed with nitrogen while stirring was gradually added to precipitate the desired product, and then the solvent was removed with a silane. After the addition of 20 ml of de-gassed water with nitrogen, the solvent was removed twice with distilled water, and 10 ml of hexane degassed with nitrogen was added, followed by dispersion washing using an ultrasonic washing machine , And was filtered through a membrane filter. It was confirmed that the filtrate partially deliquesced. Thereafter, drying was carried out at 50 C. under reduced pressure to obtain 116 mg (yield 40%) of Comparative Compound 3 as a black brown solid.

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Reference£º
Patent; CANON INCORPORATED; MIYASHITA, HIROKAZU; NISHIDE, YOSUKE; KAMATANI, JUN; (41 pag.)JP2017/8011; (2017); A;,
Chiral Catalysts
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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

(S)-(-)-4-amino-N-[(1-ethylpyrrolidin-2-yl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide 95 g of 2-methoxy-4-amino-5-ethylsulphonylbenzoic acid dissolved in 370 ml of acetone, in the presence of 37 g of trielthylamine, is treated with 40 g of ethyl chloroformate with 57 g of (S)-(-)-1-ethyl-2-aminomethylpyrrolidine. 115 g of (S)-(-)-N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-amino-5-ethylsulphonylbenzamide is obtained (yield=84%).

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Reference£º
Patent; Sanofi-Synthelabo; US6169094; (2001); A;,
Chiral Catalysts
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14098-24-9, Benzo-18-crown 6-Ether is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A modification of the previously reported procedure23 was used. Commercially available Eaton’s reagent (ca. 8 ml that corresponds to 6.28 mmol of phosphorus(V) oxide) and acetic acid (0.20 ml, 3.45 mmol) were mixed at room temperature. Then naphtho-15-crown-5 ether (1 g, 3.14 mmol) was added. The reaction mixture was stirred at room temperature for ca. 6 h and then poured into water. The suspension was extracted with dichloromethane and the combined organic phases were washed with water. Removal of the dried (MgSO4) solvent gave a dark brown oil, which upon repeated extractions with hot heptane, afforded the product as an off-white solid (1.02 g, 90%), mp 126-129 C., 14098-24-9

The synthetic route of 14098-24-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Paramonov, Sergey V.; Lokshin, Vladimir; Smolentsev, Artem B.; Glebov, Evgeni M.; Korolev, Valeri V.; Basok, Stepan S.; Lysenko, Konstantin A.; Delbaere, Stephanie; Fedorova, Olga A.; Tetrahedron; vol. 68; 38; (2012); p. 7873 – 7883;,
Chiral Catalysts
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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
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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
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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
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