Month: September 2020

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: 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.

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

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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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250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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%., 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.

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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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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

Finely powdered PdCl2 (177 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and N-benzyldimethylamine (160 muL, 143 mg, 1.05 mmol) were added. The solution was heated to 8O0C with stirring until a clear, orange solution was formed (approx. 20 min). Finely powdered K2CO3 (691 mg, 5.00 mmol) was added and the stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IMesetaCl (375 mg, 1.10 mmol) was added and the mixture was stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2CI2, CH2CI2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL), and the solvent was evaporated. The products were triturated with hexanes (25 mL). After drying in high vacuum, IMes-Pd(dmba)Cl (555 mg, 96%) was obtained as beige solid. 1H NMR (CDCl3, 400 MHz) delta: 7.10 (s, 2H), 6.99 (s, 2H), 6.83-6.76 (m, 4H), 6.70 (td, J= 7.6, 1.2 Hz, IH), 6.58 (d, J= 7.2, 1.2 Hz, IH), 3.53 (s, 2H), 2.45 (s, 6H), 2.44 (s, 6H), 2.29 (s, 6H), 2.23 (s, 6H). 13C NMR (CDCl3, 100 MHz) delta: 175.6, 149.3, 147.6, 138.3, 138.3, 137.4, 136.2, 133.9, 129.4, 128.7, 123.9, 123.2, 123.0, 121.2, 72.2, 50.0, 21.1, 20.2, 19.8. Anal, calcd for C30H37ClN3Pd (581.51): C, 61.96; H, 6.41; N, 7.23. Found: C, 62.02; H, 6.37; N, 7.40.

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

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Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
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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

(Step 1) A mixture of o-phenylenediamine (4.13 g, 38.2 mmol) and formic acid (2.0 mL) was reflux for 2 h. To this was slowly added 15% aqueous sodium hydroxide and the resulting mixture was basified. The crude benzimidazole (11) was filtrated and washed with ice-cold water. This crude product was used for the following reaction without purification. (Step 2) To a solution of 11 and sodium hydroxide (185.6 mg, 4.640 mmol) in MeOH (13 mL) was added iodomethane (6.1 mL, 98 mmol) at room temperature and the mixture was refluxed for 24 h. After the mixture was concentrated, the residue were recrystallized from ethanol. The mixture was filtrated to obtain 12 (8.03 mmol, 21% yield) as white crystal. (Step 3) To a solution of 12 (563.5 mg, 2.056 mmol) in MeOH (4 mL) was slowly added sodium borohydride (80.7 mg, 2.13 mmol) at 0 C under an argon atmosphere. The resulting mixture was stirred at room temperature for 40 min. The mixture was purified by chromatography on silica gel (hexane/ethyl acetate = 10 :1 as eluent) to obtain 2d as a green oil. 1H NMR (400 MHz, CDCl3) delta 6.67 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 6.42 (2H, ddd, J = 8.8, 3.2, 3.2 Hz, Ph), 4.32 (2H, s, CH2), 2.73 (6H, s, CH3); 13C NMR (100 MHz, CDCl3) delta 143.1, 119.1, 106.1, 80.2, 34.4. Spectral data were consistent with those previously reported in the literature. 17

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

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Article; Igarashi, Tomohito; Tayama, Eiji; Iwamoto, Hajime; Hasegawa, Eietsu; Tetrahedron Letters; vol. 54; 50; (2013); p. 6874 – 6877;,
Chiral Catalysts
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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: A 20 mL vial was charged with the NHC¡¤HCl (300 mg, 1 equiv.) and the zinc salt (1 equiv.). Tetrahydrofuran (5 mL) was added, the vial was sealed with a screw-cap and the reaction was stirred at 60C for two hours. The mixture was allowed to reach room temperature and the solvent was removed under reduced pressure toafford the desired product. 2.2.1. Synthesis of [IPrH][ZnCl3] (4a) Colorless solid (368 mg, 93%). 1H NMR (400 MHz, CDCl3, 298 K): delta = 1.14 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 1.31 (d, 3JH-H = 6.9 Hz, 12H, CH-CH3), 2.53 (sept, 3JH-H = 6.9 Hz, 4H, CH-CH3), 7.32 (d, 3JH-H = 7.7 Hz, 4H, CH phenyl), 7.55 (t, 3JH-H = 7.8 Hz, 2H, CH phenyl), 8.00 (s, 1H, H2), 8.46 (s, 2H, H4 and H5). 13C-{1H} NMR (75 MHz, CDCl3, 298 K): delta = 24.0 (s, CH-CH3), 25.0 (s, CH-CH3), 29.0 (s, CH-CH3), 124.8 (s, CH Ar), 128.6 (s, CH Ar), 129.9 (s, CIV), 132.2 (s, CIV), 134.3 (s, C2), 145.6 (s, C4 and C5). Anal. Calcd for C27H37Cl3N2Zn: C, 57.77; H, 6.64; N, 4.99. Found: C, 57.84; H, 6.61; N, 5.05.

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

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Article; Santoro, Orlando; Nahra, Fady; Cordes, David B.; Slawin, Alexandra M.Z.; Nolan, Steven P.; Cazin, Catherine S.J.; Journal of Molecular Catalysis A: Chemical; vol. 423; (2016); p. 85 – 91;,
Chiral Catalysts
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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

General procedure: [HIPr]2[PdCl4]: 0.45 g (1.0 mmol) of [HIPr]Cl was added to thesolution of 0.14 g (0.48 mmol) PdCl2(cod) in hot CH3CN (5 mL). Themixture was heated for 15 min, until the yellow solution becamered. The solution was cooled to room temperature and solventwas removed under reduced pressure. The product was precip-itated by addition of diethyl ether (2-3 mL). Product yield: 85%;elemental analysis calcd. (%) for PdCl4C54H78N4: C 62.88, H 7.62,N 5.46; found: C 62.37, H 7.46, N 5.40.1H NMR(500 MHz, CD3CN,25C, TMS): = 8.49 (s, 2H, N CH N); 7.57 (t, J(H,H) = 7.8 Hz, 4H,Ar); 7.42 (d, J(H,H) = 7.8 Hz, 8H, Ar); 4.48 (s, 8H, CH2CH2); 3.10(m, J(H,H) = 6.9 Hz, 8H, CH); 1.40 (d, J(H,H) = 6.9 Hz, 24H, CH3); 1.26(d, J(H,H) = 6.9 Hz, 24H, CH3,);13C NMR (125.75 MHz, CD3CN, 25C,TMS): = 160.0 (N CH N); 147.2 (Ar); 131.0 (Ar); 125.5 (Ar); 53.7(CH2CH2); 28.5 (CH); 24.0 (CH3); 23.5 (CH3).

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

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Article; Silarska; Trzeciak; Pernak; Skrzypczak; Applied Catalysis A: General; vol. 466; (2013); p. 216 – 223;,
Chiral Catalysts
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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).

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

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Patent; Timmer, Richard T.; Alexander, Christopher W.; Pillarisetti, Sivaram; Saxena, Uday; Yeleswarapu, Koteswar Rao; Pal, Manojit; Reddy, Jangalgar Tirupathy; Krishna Reddy, Velagala Venkata Rama Murali; Sridevi, Bhatlapenumarthy Sesha; Kumar, Potlapally Rajender; Reddy, Gaddam Om; US2004/209881; (2004); 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.33100-27-5,1,4,7,10,13-Pentaoxacyclopentadecane,as a common compound, the synthetic route is as follows.

General procedure: A solution of (2 mmol, 0.4 ml) of 15-crown-5 in (10 ml) of absolute ethanol was added to a solution of (1 mmol, 0.933 gm Pr-picrate), (0.936 gm Nd-picrate) and (0.900 gm Dy-picrate) in (10 ml) of absolute ethanol and refluxed at (50 ? 60 oC) for (1 hr.). The solution was concentrated at (40 ? 50 oC) to a very small volume (till the formation of a precipitate), usually a gummy precipitate forms which was treated with (40 ? 60 oC) petroleum ether until all the gummy precipitate was converted to a fine yellow ? orange powder. The precipitate was collected and stored in a desicator for complete dryness. These complexes were also prepared by another method, by stirring a solution of 15-crown-5 with a solution of lanthanide picrate for (24 ? 48 hrs.). The gummy precipitates were treated with petroleum ether. The yields were (92 ? 96percent)24., 33100-27-5

As the paragraph descriping shows that 33100-27-5 is playing an increasingly important role.

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Article; Al-Amery, Mohammed H. A.; Al-Abdaly, B. Ibrahim; Albayaty, M. Kahtan; Oriental Journal of Chemistry; vol. 32; 2; (2016); p. 1025 – 1048;,
Chiral Catalysts
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The chiral-catalyst compound, name is 6,6′-((1E,1’E)-((2,3-Dimethylbutane-2,3-diyl)bis(azanylylidene))bis(methanylylidene))bis(2,4-di-tert-butylphenol),cas is 351498-10-7, mainly used in chemical industry, its synthesis route is as follows.,351498-10-7

Compound Int-1a (733 mg, 1.33 mmol) was suspended in ethanol (10 mL) and the resulting suspension was heated to 80 C. and allowed to stir for 5 minutes. Compound Int-1b (236 mg, 1.33 mmol) was then added and the resulting reaction was allowed to stir at 80 C. for an additional 2 hours. The reaction was then cooled to room temperature using in an ice bath and the reaction mixture was filtered. The collected red solid was dried under vacuum to provide compound Int-1c (579 mg, 72%).

As the rapid development of chemical substances, we look forward to future research findings about 351498-10-7

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Patent; MERCK SHARP & DOHME CORP.; Girijavallabhan, Vinay; Njoroge, F. George; Bogen, Stephane; Kerekes, Angela; Bennett, Frank; Huang, Ying; Nair, Latha; Pissarnitski, Dmitri; Verma, Vishal; Dang, Qun; Davies, Ian; Olsen, David B.; Stamford, Andrew; Vacca, Joseph P.; US2014/161770; (2014); A1;,
Chiral Catalysts
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The chiral-catalyst compound, cas is 22795-99-9 name is (S)-(1-Ethylpyrrolidin-2-yl)methanamine, mainly used in chemical industry, its synthesis route is as follows.,22795-99-9

Example 24 (S)-(-)-N-[(1-Ethyl-2-pyrrolidinyl)methyl]-3,6-dibenzyloxy-2-methoxybenzamide (Method A) A solution of 3,6-dibenzyloxy-2-methoxybenzamide acid (120 mg, 0.33 mmol), thionyl chloride (120 mg, 1 mmol) and two drops of dimethylformamide as catalyst in 5 ml toluene was stirred at 60¡ã C. for 1.5 h. The solvent was evaporated and the residue dissolved in CH2 Cl2 and evaporated again. This residue was dissolved in 8 ml CH2 Cl2 and a solution of (S)-(-)-1-ethyl-2-aminomethylpyrrolidine (65 mg, 0.5 mmol) in 2 ml CH2 Cl2 was added. After stirring overnight at room temperature the solvent was evaporated and the residue partitioned between 2M HCl and ether. The aqueous phase was made alkaline, extracted with CH2 Cl2, dried (Na2 SO4) and evaporated to give a crude product. Purification by chromatography on SiO2 with iPr2 O/hexane/MeOH/NH3 69:20:10:1 as eluent gave 145 mg (93percent) pure title compound. M.p. 121¡ã-123¡ã C. [alpha ]D22 =-42¡ã (c=2.8, acetone). 1 H NMR (CDCl3)delta7.39 and 7.38)two s, CH2 Ph), 6.89 and 6.59 (AB, 4-H and 5-H), 5.06 and 5.03 (two s, CH2 Ph), 3.95 (s, OMe) ppm. Mass spectrum (EI, 70 eV): m/z 474 (M, 0.13percent), 347 (ArCO, 0.33percent), 98 (100percent), 91 (12percent)

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

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Patent; Astra Lakemedel Akteibolag; US5240957; (1993); A;,
Chiral Catalysts
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