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Chemistry
Heterocyclic Building Blocks
Pyridines
dipyridine
2,2'-(1H-Pyrazole-3,5-diyl)dipyridine
Chemistry
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Heterocyclic Building Blocks
MOF Ligands Nonchiral nitrogen ligands
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[ CAS No. 129485-83-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 129485-83-2
Chemical Structure| 129485-83-2
Structure of 129485-83-2 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 129485-83-2 ]

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SDS Specification
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Product Details of [ 129485-83-2 ]

CAS No. :129485-83-2 MDL No. :MFCD00130125
Formula : C13H10N4 Boiling Point : -
Linear Structure Formula :- InChI Key :IMDRKCUYKQQEAC-UHFFFAOYSA-N
M.W : 222.25 Pubchem ID :613762
Synonyms :

Safety of [ 129485-83-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 129485-83-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 129485-83-2 ]

[ 129485-83-2 ] Synthesis Path-Downstream   1~88

  • 1
  • [ 129485-44-5 ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
81% With hydrazine hydrate In methanol for 0.133333h; Heating;
Reference： [1]Ferles, Miloslav; Liboska, Radek; Trska, Petr [Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 5, p. 1228 - 1233]
  • 2
  • [ 129485-83-2 ]
  • [ 74-88-4 ]
  • 2,2’-(1-methyl-1H-pyrazole-3,5-diyl)dipyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% Stage #1: 3,5-di(pyridin-2-yl)-1H-pyrazole With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: methyl iodide In tetrahydrofuran for 24h;
Reference： [1]Yu, Wei-Shan; Cheng, Chung-Chih; Cheng, Yi-Ming; Wu, Pei-Chi; Song, Yi-Hwa; Chi, Yun; Chou, Pi-Tai [Journal of the American Chemical Society, 2003, vol. 125, # 36, p. 10800 - 10801]
  • 3
  • [ 129485-83-2 ]
  • [ 74-88-4 ]
  • 2-[5-(1-methyl-1<i>H</i>-pyridin-2-ylidene)-5<i>H</i>-pyrazol-3-yl]-pyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% In tetrahydrofuran at 20℃; for 48h;
Reference： [1]Yu, Wei-Shan; Cheng, Chung-Chih; Cheng, Yi-Ming; Wu, Pei-Chi; Song, Yi-Hwa; Chi, Yun; Chou, Pi-Tai [Journal of the American Chemical Society, 2003, vol. 125, # 36, p. 10800 - 10801]
  • 4
  • [ 129485-83-2 ]
  • 4-diazo-3,5-bis(2-pyridyl)pyrazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% With acetic anhydride; sodium nitrite In acetic acid at 25℃;
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
  • 5
  • [ 129485-83-2 ]
  • [ 922506-47-6 ]
YieldReaction ConditionsOperation in experiment
85% With bromine; sodium carbonate In dichloromethane at 0 - 5℃; for 0.5h;
65% With bromine; sodium carbonate In dichloromethane; water at 0℃; for 0.5h;
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
[2]Praneeth, Vijayendran K. K.; Kondo, Mio; Okamura, Masaya; Akai, Takuya; Izu, Hitoshi; Masaoka, Shigeyuki [Chemical Science, 2019, vol. 10, # 17, p. 4628 - 4639]
  • 6
  • [ 129485-83-2 ]
  • [ 922506-46-5 ]
YieldReaction ConditionsOperation in experiment
89% With hydrogenchloride; chlorine In water at 25℃; for 2h;
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
  • 7
  • [ 129485-83-2 ]
  • [ 922506-48-7 ]
YieldReaction ConditionsOperation in experiment
98% With iodine; sodium carbonate; potassium iodide In dichloromethane at 25℃; for 4h;
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
  • 8
  • [ 129485-83-2 ]
  • [ 922506-49-8 ]
YieldReaction ConditionsOperation in experiment
80% With sulfuric acid; nitric acid In water at 100℃; for 6h;
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
  • 9
  • [ 129485-83-2 ]
  • 1-[3,5-bis(2-pyridyl)pyrazol-4-yl-azo]-2-naphthol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 79 percent / Ac2O; NaNO2 / acetic acid / 25 °C 2: 84 percent / aq. NaOH / benzene / 2 h / Heating
Reference： [1]Zhang, Wei; Liu, Jianhui; Jin, Kun; Sun, Licheng [Journal of Heterocyclic Chemistry, 2006, vol. 43, # 6, p. 1669 - 1672]
  • 10
  • [ 129485-83-2 ]
  • cobalt(II) nitrate hexahydrate [ No CAS ]
  • {Co(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}NO3 * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% In methanol aerobic conditions; crystn. (24 h), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 11
  • [ 129485-83-2 ]
  • manganese(II) chloride tetrahydrate [ No CAS ]
  • {Mn(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Cl * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. (vac.), crystn. on standing (room temp., few hours), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 12
  • [ 129485-83-2 ]
  • cadmium(II) nitrate hydrate [ No CAS ]
  • {Cd(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}NO3 * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In methanol aerobic conditions; crystn. (24 h), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 13
  • [ 129485-83-2 ]
  • nickel(II) nitrate hydrate [ No CAS ]
  • {Ni(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}NO3 * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% In methanol aerobic conditions; crystn. (24 h), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 14
  • [ 129485-83-2 ]
  • Co(II) chloride hydrate [ No CAS ]
  • {Co(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Cl * 2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. (vac.), crystn. on standing (room temp., few hours), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 15
  • [ 129485-83-2 ]
  • hydrated nickel(II) chloride [ No CAS ]
  • {Ni(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Cl * 2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. (vac.), crystn. on standing (room temp., few hours), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 16
  • [ 129485-83-2 ]
  • copper(II) nitrate hydrate [ No CAS ]
  • {Cu(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}NO3 * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% In methanol aerobic conditions; crystn. (24 h), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 17
  • [ 129485-83-2 ]
  • zinc(II) nitrate hydrate [ No CAS ]
  • {Zn(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}NO3 * 2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% In methanol aerobic conditions; crystn. (24 h), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 18
  • [ 129485-83-2 ]
  • Zn(II) chloride hydrate [ No CAS ]
  • {Zn(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Cl * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. (vac.), crystn. on standing (room temp., few hours), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 19
  • [ 129485-83-2 ]
  • zinc dibromide [ No CAS ]
  • {Zn(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Br * H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. to dryness (vac.), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 20
  • [ 129485-83-2 ]
  • cobalt(II) bromide [ No CAS ]
  • {Co(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Br * 2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. to dryness (vac.), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 21
  • [ 129485-83-2 ]
  • nickel dibromide [ No CAS ]
  • {Ni(3,5-bis(2'-pyridyl)pyrazolato-N(1)N':N(2)N'')}Br * 2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In ethanol N2 atmosphere; stirring (2 h, room temp.); concn. to dryness (vac.), filtration off, drying (vac.); elem. anal.;
Reference： [1]Casabo, Jaume; Pons, Josefina; Siddiqi, Khwaja S.; Teixidor, Francesc; Molins, Elias; Miravitlles, Carles [Journal of the Chemical Society, Dalton Transactions, 1989, p. 1401 - 1404]
  • 22
  • [ 129485-83-2 ]
  • Co(2+)*2SCN(1-)*3H2O=Co(SCN)2*3H2O [ No CAS ]
  • {cobalt(II)(3,5-bis(2-pyridyl)pyrazole)(NCS)}*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In ethanol under N2; solid Co(NCS)2*3H2O added to the pyrazole in ethanol, stirred at room temp., 6h, clear soln. at room temp., 24h, pptn.; filtered, washed (ethanol), dried (vac.), elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Benet, E.; Casabo, J.; Teixidor, F.; Sanchez, F. J. [Polyhedron, 1990, vol. 9, p. 2839 - 2846]
  • 23
  • [ 129485-83-2 ]
  • [ 865-38-3 ]
  • {cadmium(II)(3,5-bis(2-pyridyl)pyrazole)(NCS)}*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% In ethanol under N2; solid Cd(NCS)2 added to the pyrazole in ethanol, stirred under refluxing, 6h, clear soln. refluxed, 24h, pptn.; filtered, washed (ethanol), dried (vac.), elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Benet, E.; Casabo, J.; Teixidor, F.; Sanchez, F. J. [Polyhedron, 1990, vol. 9, p. 2839 - 2846]
  • 24
  • [ 129485-83-2 ]
  • [ 557-42-6 ]
  • {zinc(II)(3,5-bis(2-pyridyl)pyrazole)(NCS)}*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% In ethanol under N2; solid Zn(NCS)2 added to the pyrazole in ethanol, stirred at room temp., 6h, clear soln. at room temp., 24h, pptn.; filtered, washed (ethanol), dried (vac.), elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Benet, E.; Casabo, J.; Teixidor, F.; Sanchez, F. J. [Polyhedron, 1990, vol. 9, p. 2839 - 2846]
  • 25
  • [ 129485-83-2 ]
  • [ 13689-92-4 ]
  • {nickel(II)(3,5-bis(2-pyridyl)pyrazole)(NCS)}*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% In ethanol under N2; solid Ni(NCS)2 added to the pyrazole in ethanol, stirred at room temp., 6h, clear soln. at room temp., 24h, pptn.; filtered, washed (ethanol), dried (vac.), elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Benet, E.; Casabo, J.; Teixidor, F.; Sanchez, F. J. [Polyhedron, 1990, vol. 9, p. 2839 - 2846]
  • 26
  • [ 129485-83-2 ]
  • copper(II) choride dihydrate [ No CAS ]
  • {(3,5-bis(pyridin-2-yl)pyrazolate)(aqua)copper(II)} chloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% In methanol; ethanol (N2); addn. of a CuCl2*2H2O methanolic soln. to an ethanolic soln. of 3,5-bis(pyridin-2-yl)pyrazole; room temp.; 1 h; filtration; washing (ethanol, ether); drying in vac.; elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Casabo, J.; Teixidor, F.; Caubet, A.; et al. [Inorganica Chimica Acta, 1992, vol. 195, p. 61 - 66]
  • 27
  • [ 129485-83-2 ]
  • copper(II) nitrate dihydrate [ No CAS ]
  • tetrakis{((3,5-bis(pyridin-2-yl)pyrazolate)(aqua)copper(II)) nitrate monohydrate} [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% In ethanol (N2); room temp.; 1 h; filtration; washing (ethanol, ether); drying in vac.; elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Casabo, J.; Teixidor, F.; Caubet, A.; et al. [Inorganica Chimica Acta, 1992, vol. 195, p. 61 - 66]
  • 28
  • [ 129485-83-2 ]
  • [ 7789-45-9 ]
  • {(3,5-bis(pyridin-2-yl)pyrazolate)(aqua)copper(II)} bromide [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% In methanol (N2); room temp.; 1 h; filtration; washing (ethanol, ether); drying in vac.; elem. anal.;
Reference： [1]Pons, J.; Lopez, X.; Casabo, J.; Teixidor, F.; Caubet, A.; et al. [Inorganica Chimica Acta, 1992, vol. 195, p. 61 - 66]
  • 29
  • [ 129485-83-2 ]
  • copper(II) chloride monohydrate [ No CAS ]
  • Cu2(NC5H4N2C3HC5H4N)Cl3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
30% In ethanol addn. of solid CuCl2*H2O (stoich. amt.) to soln. of 3,5-bis(pyridin-2-yl)pyrazole (4.5E-4 mol) in deoxygenated ethanol;; pptn.; filtering under N2 after stirring for 24 h in mother liquor; washing with ethanol and drying under vac.; elem. anal.;;
Reference： [1]Pons, J.; Sanchez, F. J.; Labarta, A.; Casabo, J.; Teixidor, F.; Caubet, A. [Inorganica Chimica Acta, 1993, vol. 208, p. 167 - 172]
  • 30
  • [ 129485-83-2 ]
  • copper(II) acetate dihydrate [ No CAS ]
  • Cu2(NC5H4N2C3HC5H4N)(CH3CO2)2(OH)*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ethanol addn. of Cu(CH3CO2)2*2H2O (9.0E-4 mol) to soln. of 3,5-bis(pyridin-2-yl)pyrazole (4.5E-4 mol) in ethanol;; concg. to near dryness; filtering, washing with ethanol and drying under vac.; elem. anal.;;
Reference： [1]Pons, J.; Sanchez, F. J.; Labarta, A.; Casabo, J.; Teixidor, F.; Caubet, A. [Inorganica Chimica Acta, 1993, vol. 208, p. 167 - 172]
  • 31
  • [ 129485-83-2 ]
  • copper(II) bromide monohydrate [ No CAS ]
  • Cu2(NC5H4N2C3HC5H4N)Br3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% In ethanol addn. of solid CuBr2*H2O (stoich. amt.) to soln. of 3,5-bis(pyridin-2-yl)pyrazole (4.5E-4 mol) in deoxygenated ethanol;; pptn.; filtering under N2 after stirring for 24 h in mother liquor; washing with ethanol and drying under vac.; elem. anal.;;
Reference： [1]Pons, J.; Sanchez, F. J.; Labarta, A.; Casabo, J.; Teixidor, F.; Caubet, A. [Inorganica Chimica Acta, 1993, vol. 208, p. 167 - 172]
  • 32
  • [ 129485-83-2 ]
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • copper [ No CAS ]
  • [ 172994-60-4 ]
YieldReaction ConditionsOperation in experiment
With ethylene; air In methanol treatment of Cu-salt with Cu-wire under ethylene, addn. of 2 equiv. ligand, standing at room temp. for 1 week (crystn.);
Reference： [1]Munakata, Megumu; Wu, Liang Ping; Yamamoto, Mikiko; Kuroda-Sowa, Takayoshi; Maekawa, Masahiko; et al. [Journal of the Chemical Society, Dalton Transactions, 1995, # 24, p. 4099 - 4106]
  • 33
  • [ 129485-83-2 ]
  • [ 39483-71-1 ]
  • [ 7732-18-5 ]
  • [Cr(nitritotriacetate)(3,5-bis(pyridin-2-yl)pyrazole)]*3H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
In hydrogenchloride; water Cr complex dissolved in H2O in water bath; ligand (1 equiv.) in concd. HCl added; stirred; accordingly to A. Uehara, E. Kyuno, R. Tsuchiya, Bull. Chem. Soc. Jpn., 40, 2317 (1967); filtered; ppt. washed with MeOH; dried in vac.; elem. anal.;
Reference： [1]Ni-iya, Keiko; Fuyuhiro, Akira; Yagi, Takashi; Nasu, Saburo; Kuzushita, Kaori; Morimoto, Syotaro; Kaizaki, Sumio [Bulletin of the Chemical Society of Japan, 2001, vol. 74, # 10, p. 1891 - 1897]
  • 34
  • [ 129485-83-2 ]
  • iron(II) tetrafluoroborate hexahydrate [ No CAS ]
  • [ 60-29-7 ]
  • [ 4608-34-8 ]
  • [Fe(3,5-bis(pyridin-2-yl)pyrazole)(N,N'-bis(2-pyridylmethyl)ethylenediamine)](BF4)2*0.5(diethyl ether)*2H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol under N2; Fe salt added to MeOH soln. of N,N'-bis(2-pyridylmethyl)ethylenediamine (1 equiv.); 3,5-bis(pyridin-2-yl)pyrazole (1 equiv.) in MeOH added; stirred for 5 h; ether added; filtered; ppt. washed with ether; elem. anal.;
Reference： [1]Ni-iya, Keiko; Fuyuhiro, Akira; Yagi, Takashi; Nasu, Saburo; Kuzushita, Kaori; Morimoto, Syotaro; Kaizaki, Sumio [Bulletin of the Chemical Society of Japan, 2001, vol. 74, # 10, p. 1891 - 1897]
  • 35
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 72905-30-7 ]
  • [ 496068-94-1 ]
YieldReaction ConditionsOperation in experiment
42% With LiCl; Et3N In ethanol; water dppzH, Ru(trpy)Cl3, LiCl, and Et3N in EtOH-H2O were refluxed for 3 h under N2, react. mixt. was filtered, filtrate was evapd., residue was dissolved in MeOH, NH4PF6 was added; ppt. was filtered, dissolved in acetone and filtered, filtrate was evapd., residue was dissolved in CH2Cl2 andloaded on silica gel column (CH2Cl2:acetone:MeCN 10:1:1);
Reference： [1]Catalano, Vincent J.; Craig, Tegan J. [Inorganic Chemistry, 2003, vol. 42, # 2, p. 321 - 334]
  • 36
  • [ 129485-83-2 ]
  • dichlorotetrakis(dimethylsulfoxide)ruthenium(II) [ No CAS ]
  • [ 515850-89-2 ]
YieldReaction ConditionsOperation in experiment
75.3% In methanol N2; refluxing of equimol. amts. of Ru complex and ligand in methanol overnight; filtration, washing the solid with ether, vac.-drying; elem. anal.;
Reference： [1]Sens, Cristina; Rodriguez, Montserrat; Romero, Isabel; Llobet, Antoni; Parella, Teodor; Sullivan, B. Patrick; Benet-Buchholz, Jordi [Inorganic Chemistry, 2003, vol. 42, # 6, p. 2040 - 2048]
  • 37
  • [ 129485-83-2 ]
  • dichlorotetrakis(dimethylsulfoxide)ruthenium(II) [ No CAS ]
  • [ 515850-89-2 ]
YieldReaction ConditionsOperation in experiment
55.5% In methanol N2; refluxing of equimol. amts. of Ru complex and ligand in methanol for45 min; filtration, washing the solid with ether, vac.-drying; elem. anal.;
Reference： [1]Sens, Cristina; Rodriguez, Montserrat; Romero, Isabel; Llobet, Antoni; Parella, Teodor; Sullivan, B. Patrick; Benet-Buchholz, Jordi [Inorganic Chemistry, 2003, vol. 42, # 6, p. 2040 - 2048]
  • 38
  • [ 129485-83-2 ]
  • [ 12107-56-1 ]
  • [ 842123-29-9 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile under N2atm. soln. (PdCl2(cod)) in MeCN was treated with soln. ligand inMeCN and stirred for 14 h; soln. was concd., ppt. was filtered, washed with MeCN and dried in vacuo; elem. anal.;
Reference： [1]Perez, Josë Antonio; Pons, Josefina; Solans, Xavier; Font-Bardia, Mercè; Ros, Josep [Inorganica Chimica Acta, 2005, vol. 358, # 3, p. 617 - 622]
  • 39
  • [ 129485-83-2 ]
  • copper(II) perchlorate hexahydrate [ No CAS ]
  • [Cu2(3,5-bis(2-pyridyl)pyrazole(-1H))2(H2O)2](ClO4)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% In chloroform; acetonitrile a MeCN soln. of Cu salt added dropwise to a CHCl3 soln. of ligand; ppt. dissolved in addn. MeOH, filtered, crystd. at room temp. for 1 wk; elem. anal.;
Reference： [1]Du, Miao; Chen, Shen-Tan; Guo, Ya-Mei; Bu, Xian-He; Ribas, Joan [Journal of Molecular Structure, 2005, vol. 737, # 1, p. 17 - 21]
  • 40
  • [ 129485-83-2 ]
  • [ 14592-56-4 ]
  • [ 842123-29-9 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile under N2atm. soln. (PdCl2(MeCN)2) in MeCN was treated with soln. ligand in MeCN and stirred for 14 h; soln. was concd., ppt. was filtered, washed with MeCN and dried in vacuo; elem. anal.;
Reference： [1]Perez, Josë Antonio; Pons, Josefina; Solans, Xavier; Font-Bardia, Mercè; Ros, Josep [Inorganica Chimica Acta, 2005, vol. 358, # 3, p. 617 - 622]
  • 41
  • [ 129485-83-2 ]
  • [ 13869-42-6 ]
  • [ 842123-37-9 ]
YieldReaction ConditionsOperation in experiment
53% In acetonitrile under N2 atm. soln. 3-methyl-5-phenylpyrazole in MeCN was treated with soln. (PtCl2(MeCN)2) in MeCN and stirred at room temp. for 10 h; soln. was concd., ppt. was filtered, washed with MeCN and dried in vacuo; elem. anal.;
Reference： [1]Perez, Josë Antonio; Pons, Josefina; Solans, Xavier; Font-Bardia, Mercè; Ros, Josep [Inorganica Chimica Acta, 2005, vol. 358, # 3, p. 617 - 622]
  • 42
  • [ 129485-83-2 ]
  • [ 64-17-5 ]
  • trans{Cr(acac)2(H2O)2}Cl [ No CAS ]
  • [(acetylacetonato)2Cr(3,5-di(2-pyridyl)pyrazolato)]*C2H5OH [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol equimolar mixt. of Cr-complex and organic ligand reacted in ethanol at room temp., CH3CN added, Et3N added; elem. anal.;
In ethanol mixing of equimolar amts. of (Cr(acac)2(H2O)2)Cl and 3,5-(di(2-pyridyl)pyrazole in EtOH at room temp.; addn. of MeCN;
Reference： [1]Kawahata, Ryouji; Tsukuda, Toshiaki; Yagi, Takashi; Subhan, Md. Abdus; Nakata, Hiroyasu; Fuyuhiro, Akira; Kaizaki, Sumio [Chemistry Letters, 2003, vol. 32, # 11, p. 1084 - 1085]
[2]Abdus Subhan; Kawahata, Ryouji; Nakata, Hiroyasu; Fuyuhiro, Akira; Tsukuda, Toshiaki; Kaizaki, Sumio [Inorganica Chimica Acta, 2004, vol. 357, # 11, p. 3139 - 3146]
  • 43
  • [ 939-23-1 ]
  • [ 129485-83-2 ]
  • [ 15727-35-2 ]
  • [ 872005-84-0 ]
YieldReaction ConditionsOperation in experiment
71% With tetra-n-butylammonium hydroxide In methanol (N2); 3,5-bis(2-pyridyl)-pyrazole dissolved in a methanol soln. of 4-phenylpyridine with a 10% methanol soln. of (n-Bu)4NOH; methanol soln. of trans-(Co(NCS)2(py)4) added under N2; mixture stirred for 2 h; precipitate filtered off and washed with methanol; dried in vacuo; elem.anal.;
In methanol methanolic soln. of trans-(Co(NCS)2(py)4) transferred to a glass tube, and a methanolic soln. of 3,5-bis(2-pyridyl)-pyrazole and 4-phenylpyridine poured into the glass tube without mixing the solns.; crystals form intwo weeks at ambient temp.;
Reference： [1]Yoneda, Ko; Nakano, Keisaku; Fujioka, Junji; Yamada, Koichi; Suzuki, Takayoshi; Fuyuhiro, Akira; Kawata, Satoshi; Kaizaki, Sumio [Polyhedron, 2005, vol. 24, # 16-17, p. 2437 - 2442]
[2]Yoneda, Ko; Nakano, Keisaku; Fujioka, Junji; Yamada, Koichi; Suzuki, Takayoshi; Fuyuhiro, Akira; Kawata, Satoshi; Kaizaki, Sumio [Polyhedron, 2005, vol. 24, # 16-17, p. 2437 - 2442]
  • 44
  • [ 129485-83-2 ]
  • iron(II) chloride tetrahydrate [ No CAS ]
  • [ 540-72-7 ]
  • [Fe(μ-3,5-bis(pyridin-2-yl)pyrazolate)3]2Fe3O(NCS)2*10H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With NaOH In methanol; water N2; aq. soln of FeCl2 transferred into glass tube, 1:1 methanol/water mixt. of ligand, NaNCS and NaOH added without mixing; crystals formed at ambient temp. during 2 d; elem. anal.;
Reference： [1]Yoneda, Ko; Adachi, Keiichi; Nishio, Kyonosuke; Yamasaki, Mikio; Fuyuhiro, Akira; Katada, Motomi; Kaizaki, Sumio; Kawata, Satoshi [Angewandte Chemie - International Edition, 2006, vol. 45, # 33, p. 5459 - 5461]
  • 45
  • [ 67-56-1 ]
  • [ 129485-83-2 ]
  • [ 553-26-4 ]
  • [ 15661-16-2 ]
  • [bis(thiocyanate)bis(μ-3,5-bis(2-pyridyl)-pyrazolate)(4,4'-bipyridine)diiron(II)]-methanol (1/1) [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With tetra-n-butylammonium hydroxide In methanol N2, stored for 1 mn; elem. anal.;
Reference： [1]Yoneda, Ko; Adachi, Keiichi; Hayami, Shinya; Maeda, Yonezo; Katada, Motomi; Fuyuhiro, Akira; Kawata, Satoshi; Kaizaki, Sumio [Chemical Communications, 2006, # 1, p. 45 - 47]
  • 46
  • [ 939-23-1 ]
  • [ 129485-83-2 ]
  • [ 15661-16-2 ]
  • [ 872005-85-1 ]
YieldReaction ConditionsOperation in experiment
71% With tetra-n-butylammonium hydroxide In methanol (N2); 3,5-bis(2-pyridyl)-pyrazole dissolved in a methanol soln. of 4-phenylpyridine after deprotonating with a 10% methanol soln. of (n-Bu)4NOH;methanol soln. of trans-(Fe(NCS)2(py)4) added under N2; mixture stirred for 2 h; precipitate filtered off and washed with methanol; dried in vacuo; elem.anal.;
Reference： [1]Yoneda, Ko; Nakano, Keisaku; Fujioka, Junji; Yamada, Koichi; Suzuki, Takayoshi; Fuyuhiro, Akira; Kawata, Satoshi; Kaizaki, Sumio [Polyhedron, 2005, vol. 24, # 16-17, p. 2437 - 2442]
  • 47
  • [ 129485-83-2 ]
  • trans{Cr(acac)2(H2O)2}Cl [ No CAS ]
  • Cr(3+)*2CH3COCHCOCH3(1-)*(C5H4N)2C3H2N2*Cl(1-)=[Cr(CH3COCHCOCH3)2((C5H4N)2C3H2N2)]Cl [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol stirred for 1 d at room temp.; concn. on vac. rotary evaporator; acetonitrile added; ppt. filtered off,washed three times with acetone; dried under vac.;
Reference： [1]Kawahata, Ryouji; Tsukuda, Toshiaki; Yagi, Takashi; Fuyuhiro, Akira; Kaizaki, Sumio [Journal of Alloys and Compounds, 2006, vol. 408-412, p. 976 - 980]
  • 48
  • [ 129485-83-2 ]
  • [(1-phenyl-3,5-dimethylpyrazole-H)2IrCl]2 [ No CAS ]
  • [(1-phenyl-3,5-dimethylpyrazole-H)2Ir(3,5-di(2-pyridyl)pyrazole)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With Na2CO3 In further solvent(s) under N2, Ir-compd. and 2 equiv. of N-compd. were refluxed with excess of Na2CO3 for 6 h in 2-methoxyethanol; cooling to room temp., excess of H2O was added, ppt. was filtered off and subjected to silica gel column chromy. (EtOAc-MeOH=9:1), repeated recrystn. from THF-pentane at room temp., elem. anal.;
Reference： [1]Ho, Mei-Lin; Cheng, Yi-Ming; Wu, Lai-Chin; Chou, Pi-Tai; Lee, Gene-Hsiang; Hsu, Fang-Chi; Chi, Yun [Polyhedron, 2007, vol. 26, # 17, p. 4886 - 4892]
  • 49
  • [ 129485-83-2 ]
  • trans{Cr(acac)2(H2O)2}Cl [ No CAS ]
  • [ 7732-18-5 ]
  • [Cr(acetylacetonate)2(3,5-bis(pyridyl)pyrazole)Cl](H2O)3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In ethanol Cr complex in EtOH treated with 1 equiv. of ligand in EtOH, stirred overnight at room temp.; evapd.(vac/), treated CH3CN, ppt. filtered, washed (acetone), dried (vac.), recrystd.(methanol/ether), elem. anal.;
Reference： [1]Morioka-Yonezawa, Ai; Sakagami-Yoshida, Narumi; Fuyuhiro, Akira; Kaizaki, Sumio [Inorganica Chimica Acta, 2008, vol. 361, # 12-13, p. 3623 - 3630]
  • 50
  • [ 129485-83-2 ]
  • K[Cr(nitrilotriacetate)(OH)(H2O)] (H2O)2 [ No CAS ]
  • [ 33513-42-7 ]
  • Cr(nitrilotriacetate)((3,5-bis(2-pyridyl)pyrazole)(dmf)(H2O)1.5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With KHCO3 In hydrogenchloride; water stoich., Cr complex dissolved in H2O at 60°C, treated with ligandin concd.HCl and H2O, pH adjusted to 3 (KHCO3) under stirring, stirred for 4 h; ppt. filtered, washed (H2O, CH3OH, ether), dried (vac.), recrystd.(DMF),elem. anal.;
Reference： [1]Morioka-Yonezawa, Ai; Sakagami-Yoshida, Narumi; Fuyuhiro, Akira; Kaizaki, Sumio [Inorganica Chimica Acta, 2008, vol. 361, # 12-13, p. 3623 - 3630]
  • 51
  • [ 129485-83-2 ]
  • K[Cr(nitrilotriacetate-d6)(OD)(D2O)] (D2O)2 [ No CAS ]
  • [ 385816-02-4 ]
YieldReaction ConditionsOperation in experiment
With KHCO3 In water-d2 stoich., Cr complex dissolved in D2O at 60°C, treated with ligandin concd.DCl and D2O, pH adjusted to 3 (KHCO3) under stirring, stirred for 4 h; ppt. filtered, washed (H2O, CH3OH, ether), dried (vac.), recrystd.(DMF),elem. anal.;
Reference： [1]Morioka-Yonezawa, Ai; Sakagami-Yoshida, Narumi; Fuyuhiro, Akira; Kaizaki, Sumio [Inorganica Chimica Acta, 2008, vol. 361, # 12-13, p. 3623 - 3630]
  • 52
  • [ 129485-83-2 ]
  • nickel(II) sulfate hexahydrate [ No CAS ]
  • [ 540-72-7 ]
  • [(Ni(μ-3,5-bis(2-pyridyl)pyrazolato)3)2(Ni3(μ-OH))](SCN)3*6H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In ammonia aq. NH3; High Pressure; stirred for 1 min in air, sealed, heated at 160°C for 72 h; cooled to room temp. at a rate of 5°C/h, sepd., dried in air; elem. anal.;
Reference： [1]Hou, Jin-Zhang; Li, Mian; Li, Zhen; Zhan, Shun-Ze; Huang, Xiao-Chun; Li, Dan [Angewandte Chemie - International Edition, 2008, vol. 47, # 9, p. 1711 - 1714]
  • 53
  • [ 129485-83-2 ]
  • zinc(II) sulfate heptahydrate [ No CAS ]
  • [ 540-72-7 ]
  • [(Zn(μ-3,5-bis(2-pyridyl)pyrazolato)3)2(Zn3(μ-OH))](SCN)3*6H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ammonia aq. NH3; High Pressure; stirred in air, sealed, heated at 160°C; cooled to room temp. at a rate of 5°C/h, sepd., dried in air; elem. anal.;
Reference： [1]Hou, Jin-Zhang; Li, Mian; Li, Zhen; Zhan, Shun-Ze; Huang, Xiao-Chun; Li, Dan [Angewandte Chemie - International Edition, 2008, vol. 47, # 9, p. 1711 - 1714]
  • 54
  • [ 129485-83-2 ]
  • nickel(II) sulfate hexahydrate [ No CAS ]
  • [ 1111-67-7 ]
  • [(Ni(μ-3,5-bis(2-pyridyl)pyrazolato)3)2(Ni3(μ-OH))][Cu12(CN)11(SCN)4] [ No CAS ]
Reference： [1]Angewandte Chemie - International Edition,2008,vol. 47,p. 1711 - 1714
  • 55
  • [ 129485-83-2 ]
  • zinc(II) sulfate heptahydrate [ No CAS ]
  • [ 1111-67-7 ]
  • [(Zn(μ-3,5-bis(2-pyridyl)pyrazolato)3)2(Zn3(μ-OH))][Cu12(CN)11(SCN)4] [ No CAS ]
Reference： [1]Angewandte Chemie - International Edition,2008,vol. 47,p. 1711 - 1714
  • 56
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • cis-bis-(2,2′-bipyridine) dichlororuthenium(II) dihydrate [ No CAS ]
  • [ 75-09-2 ]
  • [Ru(2,2'-bipyridine)2(3,5-bis(2-pyridyl)-1H-pyrazole(1-))](PF6)*CH2Cl2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In ethanol sln. Ru complex and ligand in EtOH was heated under reflux for 2h, soln.was evapd. to dryness, residue was dissolved in water, aq. NH4PF6 was a dded; ppt. was filtered and purified on neutral alumina (CH2Cl2-MeOH 40:1), soln. was evapd. to dryness; elem. anal.;
Reference： [1]Zhang, Wei; Liu, Jian-Hui; Pan, Jing-Xi; Li, Ping; Sun, Li-Cheng [Polyhedron, 2008, vol. 27, # 4, p. 1168 - 1176]
  • 57
  • [ 67-56-1 ]
  • [ 129485-83-2 ]
  • sodium azide [ No CAS ]
  • [ 6018-89-9 ]
  • [(Ni(azide)(methanol))2(μ-3,5-bis(2-pyridyl)pyrazolate)2]*water [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% In methanol addn. of methanolic soln. of nickel compd. to methanolic soln. of pyrazole deriv., stirring for 10 min at room temp., layering with methanolic soln. of sodium azide; isolation of crystals, drying in vac., elem. anal.;
Reference： [1]Ishikawa, Ryuta; Fuyuhiro, Akira; Hayami, Shinya; Inoue, Katsuya; Kawata, Satoshi [Journal of Molecular Structure, 2008, vol. 892, # 1-3, p. 220 - 224]
  • 58
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
  • [ 1146059-03-1 ]
YieldReaction ConditionsOperation in experiment
76% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4PF6, and ((η5-C5Me5)Rh(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 6 h; vac. evapn.; dissolved in CH2Cl2; filtered; concd.; pptd. by addn. of hexane; sepd.; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 59
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 92361-49-4 ]
  • [ 1146059-01-9 ]
Reference： [1]Polyhedron,2009,vol. 28,p. 844 - 850
  • 60
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 32993-05-8 ]
  • [ 1146058-97-0 ]
YieldReaction ConditionsOperation in experiment
68.4% In methanol (N2); mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4PF6, and (η5-C5H5)Ru(PPh3)2Cl in MeOH refluxed for 8 h; vac. evapn.; dissolved in CH2Cl2; filtered; concd.; pptd. by addn. of Et2O; sepd.; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 61
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 34742-23-9 ]
  • [ 1146058-99-2 ]
YieldReaction ConditionsOperation in experiment
66.7% In methanol (N2); mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4PF6, and (η5-C5H5)Os(PPh3)2Cl in MeOH refluxed for 8 h; vac. evapn.; dissolved in CH2Cl2; filtered; concd.; pptd. by addn. of Et2O; sepd.; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 62
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] [ No CAS ]
  • [ 1146059-05-3 ]
YieldReaction ConditionsOperation in experiment
74.1% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4PF6, and ((η5-C5Me5)Ir(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 6 h; vac. evapn.; dissolved in CH2Cl2; filtered; concd.; pptd. by addn. of hexane; sepd.; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 63
  • [ 129485-83-2 ]
  • [ 37366-09-9 ]
  • [ 13826-83-0 ]
  • [ 1146059-07-5 ]
YieldReaction ConditionsOperation in experiment
67.3% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4BF4, and ((η6-C6H6)Ru(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 4 h; vac. evapn.; dissolved in CH2Cl2; filtered; concd.; pptd. by addn. of Et2O; sepd. and washed with Et2O; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 64
  • [ 129485-83-2 ]
  • [ 37366-09-9 ]
  • [ 13826-83-0 ]
  • [ 1146059-15-5 ]
YieldReaction ConditionsOperation in experiment
67.9% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4BF4, and ((η6-C6H6)Ru(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 4 h; filtered; washed with MeOH and Et2O; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 65
  • [ 129485-83-2 ]
  • [ 13826-83-0 ]
  • [ 52462-29-0 ]
  • [ 1146059-11-1 ]
YieldReaction ConditionsOperation in experiment
74% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4BF4, and ((η6-p-iPrC6H4Me)Ru(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 4 h; filtered; washed with EtOH and Et2O; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 66
  • [ 129485-83-2 ]
  • [ 13826-83-0 ]
  • [ 52462-29-0 ]
  • [ 1146059-19-9 ]
YieldReaction ConditionsOperation in experiment
68.44% In methanol mixt. of 3,5-bis(2-pyridyl)pyrazole, NH4BF4, and ((η6-p-iPrC6H4Me)Ru(.mu-Cl)Cl)2 in MeOH stirred at room temp. for 4 h; filtered; washed with MeOH and Et2O; dried under vac.; elem. anal.;
Reference： [1]Gupta, Gajendra; Yap, Glenn P.A.; Therrien, Bruno; Mohan Rao, Kollipara [Polyhedron, 2009, vol. 28, # 4, p. 844 - 850]
  • 67
  • [ 129485-83-2 ]
  • zinc bis[bis(trimethylsilyl)methanide] [ No CAS ]
  • [ 1263036-87-8 ]
YieldReaction ConditionsOperation in experiment
91% In tetrahydrofuran; toluene under Ar; soln. of Zn compd. in toluene dropped into soln. of 3,5-bis(pyridine-2-yl)pyrazole in thf, heated to 60°C, slowly cooled to room temp.; elem. anal.;
Reference： [1]Kloubert, Tobias; Goerls, Helmar; Westerhausen, Matthias [Zeitschrift fur Anorganische und Allgemeine Chemie, 2010, vol. 636, # 13-14, p. 2405 - 2408]
  • 68
  • bis(bis(trimethylsilyl)amido)zinc(II) [ No CAS ]
  • [ 129485-83-2 ]
  • [ 1263036-85-6 ]
YieldReaction ConditionsOperation in experiment
85.5% In tetrahydrofuran under Ar; 3,5-bis(pyridine-2-yl)pyrazole dissolved in thf, cooled to -30°C, Zn compd. in thf cooled to -30°C, added dropwise' react. mixt. stirred for further 5 h, warmed to room temp.; redissolved at 50°C, slowly cooled again to room temp., stored at4°C for 2 d; elem. anal.;
Reference： [1]Kloubert, Tobias; Goerls, Helmar; Westerhausen, Matthias [Zeitschrift fur Anorganische und Allgemeine Chemie, 2010, vol. 636, # 13-14, p. 2405 - 2408]
  • 69
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • [ 1093413-96-7 ]
  • lithium chloride [ No CAS ]
  • trans,fac-([Ru(II)Cl(bis(2-pyridyl)ethylamine)]2(μ-3,5-bis(2-pyridyl)pyrazolate))(PF6) [ No CAS ]
YieldReaction ConditionsOperation in experiment
47.61% With (C2H5)3N; NaOCH3 In methanol; ethanol; water (Ar); Et3N was added to soln. of ruthenium complex and LiCl in EtOH/H2O (3:1), stirred at room temp. for 20 min, soln. of pyrazole and NaOMe in MeOH was added, refluxed for 3 h, cooled to room temp., satd. aq. NH4PF6was added; concd. in vac., solid was comes out, washed with cold water and ether, column chromy. (neutral alumina, CH2Cl2/acetone, 9:1), elem. anal.;
Reference： [1]Mola, Joaquim; Dinoi, Chiara; Sala, Xavier; Rodriguez, Montserrat; Romero, Isabel; Parella, Teodor; Fontrodona, Xavier; Llobet, Antoni [Dalton Transactions, 2011, vol. 40, # 14, p. 3640 - 3646]
  • 70
  • [ 129485-83-2 ]
  • [ 39483-71-1 ]
  • [ 385816-02-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: water; hydrogenchloride 2: water-d2
Reference： [1]Ni-iya, Keiko; Fuyuhiro, Akira; Yagi, Takashi; Nasu, Saburo; Kuzushita, Kaori; Morimoto, Syotaro; Kaizaki, Sumio [Bulletin of the Chemical Society of Japan, 2001, vol. 74, # 10, p. 1891 - 1897]
  • 71
  • [ 129485-83-2 ]
  • manganese(II) perchlorate hexahydrate [ No CAS ]
  • sodium perchlorate [ No CAS ]
  • [(Mn(II)(μ-3,5-bis(pyridin-2-yl)pyrazole(-1H))3)2Mn(II)2Mn(III)(μO)](ClO4)3*3.5H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
61% With NaOH In methanol; water soln. of Mn(ClO4)*6H2O in MeOH was added to soln. of ligand and NaOH in MeOH, refluxed for 2 h, resulting soln. was added to aq. soln. of NaClO4; filtered, dissolved in CH2Cl2, washed wirh water, dried over Na2SO4, evapd. in vac., reprecipitated in CH3CN/Et2O, elem. anal.;
Reference： [1]Romain, Sophie; Rich, Jordi; Sens, Cristina; Stoll, Thibaut; Benet-Buchholz, Jordi; Llobet, Antoni; Rodriguez, Montserrat; Romero, Isabel; Clerac, Rodolphe; Mathoniere, Corine; Duboc, Carole; Deronzier, Alain; Collomb, Marie-Noelle [Inorganic Chemistry, 2011, vol. 50, # 17, p. 8427 - 8436]
  • 72
  • [ 129485-83-2 ]
  • manganese(II) perchlorate hexahydrate [ No CAS ]
  • [(Mn(II)(μ-3,5-bis(pyridin-2-yl)pyrazole(-1H))3)2Mn(II)2Mn(III)(μO)](ClO4)3*3.5H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% With (C4H9)4NOH In acetonitrile soln. of Mn(ClO4)2*6H2O was added to soln. of ligand and Bu4NOH in MeCN,refluxed for 4 h, cooled to room temp.; filtered, crystd. with Et2O;
Reference： [1]Romain, Sophie; Rich, Jordi; Sens, Cristina; Stoll, Thibaut; Benet-Buchholz, Jordi; Llobet, Antoni; Rodriguez, Montserrat; Romero, Isabel; Clerac, Rodolphe; Mathoniere, Corine; Duboc, Carole; Deronzier, Alain; Collomb, Marie-Noelle [Inorganic Chemistry, 2011, vol. 50, # 17, p. 8427 - 8436]
  • 73
  • [ 446-48-0 ]
  • [ 129485-83-2 ]
  • [ 1354040-33-7 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate Reflux; 1.A.3 [00249] Step 3, Alkylation: Pyrazole D was dissolved in DME and consecutively charged with potassium tert-butoxide (or an alternative base when indicated) and the appropriately substituted benzyl bromide (1-3 eq). At this time, the reaction was heated to reflux (or above, when using closed vials as reaction vessels) and monitored by LC/MS analysis. Once complete, the reaction solution was allowed to cool and all solids filtered off. The filtrate was then concentrated and the resulting crude oil was purified using chromatography on Si02 with an appropriate solvent gradient (ethyl acetate/hexanes or DCM/methanol) to give compound E (color and physical state below).Compound 1-1[00255] This compound was synthesized as a white solid (12 % yield over 3 steps) following General Procedure A using 2-acetylpyridine and methyl picolinate in step 1 and 2- fluorobenzyl bromide in step 3. Base and solvent used in step 3 were K2C03 (3 equiv) and acetonitrile, respectively. 1H NMR (400 MHz, CDC13) δ 8.64-8.62 (m, IH), 8.58-8.55 (m, IH), 8.02 (d, IH), 7.72-7.61 (m, 3H), 7.33 (s, IH), 7.21-7.11 (m, 3H), 7.00-6.86 (m, 3H), 6.13 (s, 2H) ppm.
Reference： [1]Current Patent Assignee: CYCLERION THERAPEUTICS INC - WO2012/3405, 2012, A1 Location in patent: Page/Page column 149; 152
  • 74
  • [ 1122-62-9 ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / -78 - 20 °C 1.2: -90 - 20 °C 2.1: hydrazine hydrate; acetic acid / methanol / 60 - 80 °C
Reference： [1]Current Patent Assignee: CYCLERION THERAPEUTICS INC - WO2012/3405, 2012, A1
  • 75
  • [ 129485-83-2 ]
  • [ 1354040-83-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / Reflux 2: N-iodo-succinimide / N,N-dimethyl-formamide / 100 °C
Reference： [1]Current Patent Assignee: CYCLERION THERAPEUTICS INC - WO2012/3405, 2012, A1
  • 76
  • [ 2459-07-6 ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / -78 - 20 °C 1.2: -90 - 20 °C 2.1: hydrazine hydrate; acetic acid / methanol / 60 - 80 °C
Reference： [1]Current Patent Assignee: CYCLERION THERAPEUTICS INC - WO2012/3405, 2012, A1
  • 77
  • C13H9N2O2(1-)*Li(1+) [ No CAS ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrate; acetic acid In methanol at 60 - 80℃; 1.A.2 [00248] Step 2, Pyrazole formation: Dione enolate C was diluted with methanol and consecutively charged with AcOH (1-3 eq) and hydrazine hydrate (1.0 eq). The reaction mixture was heated to 60-80 °C and stirred' until cyclization was deemed complete (by LC/MS analysis). Once complete (reaction time was typically less than 10 min), the reaction mixture was directly concentrated and the resulting pyrazole D was carried onto the alkylation step without any further purification. In some cases, upon cooling, pyrazole D crashed out of solution and was collected by filtration and dried. In other cases, the pyrazole was purified by Si02 chromatography using an appropriate gradient of EtOAc in hexanes.Compound 1-1[00255] This compound was synthesized as a white solid (12 % yield over 3 steps) following General Procedure A using 2-acetylpyridine and methyl picolinate in step 1 and 2- fluorobenzyl bromide in step 3. Base and solvent used in step 3 were K2C03 (3 equiv) and acetonitrile, respectively. 1H NMR (400 MHz, CDC13) δ 8.64-8.62 (m, IH), 8.58-8.55 (m, IH), 8.02 (d, IH), 7.72-7.61 (m, 3H), 7.33 (s, IH), 7.21-7.11 (m, 3H), 7.00-6.86 (m, 3H), 6.13 (s, 2H) ppm.
Reference： [1]Current Patent Assignee: CYCLERION THERAPEUTICS INC - WO2012/3405, 2012, A1 Location in patent: Page/Page column 149; 152
  • 78
  • [ 67-56-1 ]
  • [ 129485-83-2 ]
  • RuCl3(Hbid) [ No CAS ]
  • [ 1355614-97-9 ]
YieldReaction ConditionsOperation in experiment
80% With N(C2H5)3; NaOCH3; LiCl In methanol Irradiation (UV/VIS); (Ar); stirring soln. of ruthenium compd. and triethylamine in methanol at room temp. in dark for 30 min, addn. of pyrazole deriv., sodium methylate and LiCl in methanol, refluxing with 200 W tungsten lamp irradiationfor 2 h; cooling to room temp., filtration, washing with diethyl ether, drying invac., elem. anal.;
Reference： [1]Planas, Nora; Christian, Gemma; Roeser, Stephan; Mas-Marza, Elena; Kollipara, Mohan-Rao; Benet-Buchholz, Jordi; Maseras, Feliu; Llobet, Antoni [Inorganic Chemistry, 2012, vol. 51, # 3, p. 1889 - 1901]
  • 79
  • [ 129485-83-2 ]
  • [ 72905-30-7 ]
  • [ 729558-75-2 ]
YieldReaction ConditionsOperation in experiment
With N(CH2CH3)3 In not given (Ar); addn. of ruthenium compd. to pyrazole deriv. and triethylamine;
Reference： [1]Planas, Nora; Christian, Gemma; Roeser, Stephan; Mas-Marza, Elena; Kollipara, Mohan-Rao; Benet-Buchholz, Jordi; Maseras, Feliu; Llobet, Antoni [Inorganic Chemistry, 2012, vol. 51, # 3, p. 1889 - 1901]
  • 80
  • [ 129485-83-2 ]
  • iron(III) nitrate hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [Fe4(μ-3,5-bis(2-pyridyl)pyrazolate)4(μ-O)2(NO3)2(H2O)2][NO3]2*6H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% In methanol; water MeOH soln. of ligand added dropwise to aq. soln. of Fe compd. (1:1 molarratio); ppt. septd., elem. anal.;
Reference： [1]Ishikawa, Ryuta; Nishio, Kyonosuke; Fuyuhiro, Akira; Yoneda, Ko; Sakamoto, Hirotoshi; Kitagawa, Susumu; Kawata, Satoshi [Inorganica Chimica Acta, 2012, vol. 386, p. 122 - 128]
  • 81
  • [ 129485-83-2 ]
  • bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] [ No CAS ]
  • C33H41Cl2Ir2N4(1+)*Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With sodium acetate In methanol; dichloromethane for 3h; Reflux; Inert atmosphere;
Reference： [1]Graeupner, Jonathan; Hintermair, Ulrich; Huang, Daria L.; Thomsen, Julianne M.; Takase, Mike; Campos, Jesus; Hashmi, Sara M.; Elimelech, Menachem; Brudvig, Gary W.; Crabtree, Robert H. [Organometallics, 2013, vol. 32, # 19, p. 5384 - 5390]
  • 82
  • [ 129485-83-2 ]
  • ammonium hexafluorophosphate [ No CAS ]
  • C27H21Cl3N4Ru(1+)*F6P(1-) [ No CAS ]
  • lithium chloride [ No CAS ]
  • C67H51ClN12Ru2(4+)*4F6P(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% Stage #1: C27H21Cl3N4Ru(1+)*F6P(1-); lithium chloride With triethylamine In methanol at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique; Stage #2: 3,5-di(pyridin-2-yl)-1H-pyrazole With sodium methylate In methanol for 12h; Inert atmosphere; Schlenk technique; Heating; Stage #3: ammonium hexafluorophosphate In methanol Inert atmosphere; Schlenk technique;
Reference： [1]Aguilo, Joan; Francas, Laia; Liu, Hai Jie; Bofill, Roger; Garcia-Anton, Jordi; Benet-Buchholz, Jordi; Llobet, Antoni; Escriche, Lluis; Sala, Xavier [Catalysis science and technology, 2014, vol. 4, # 1, p. 190 - 199]
  • 83
  • [ 129485-83-2 ]
  • iron(II) tetrafluoroborate hexahydrate [ No CAS ]
  • [ 60-29-7 ]
  • [ 75-05-8 ]
  • potassium tetrakis(pentafluorophenyl)borate [ No CAS ]
  • C78H54Fe5N24O(3+)*0.5C2H3N*0.5C4H10O*3C24BF20(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 3,5-di(pyridin-2-yl)-1H-pyrazole; iron(II) tetrafluoroborate hexahydrate With tetra(n-butyl)ammonium hydroxide In methanol at 170℃; for 72h; Sealed tube; Stage #2: diethyl ether; acetonitrile; potassium tetrakis(pentafluorophenyl)borate In methanol Sealed tube;
Reference： [1]Gouré, Eric; Gerey, Bertrand; Clémancey, Martin; Pécaut, Jacques; Molton, Florian; Latour, Jean-Marc; Blondin, Geneviève; Collomb, Marie-Noëlle [Inorganic Chemistry, 2016, vol. 55, # 18, p. 9178 - 9186]
  • 84
  • [ 129485-83-2 ]
  • iron(II) tetrafluoroborate hexahydrate [ No CAS ]
  • C78H54Fe5N24O(3+)*3BF4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With tetra(n-butyl)ammonium hydroxide In methanol; acetonitrile at 170℃; for 72h; Sealed tube;
Reference： [1]Gouré, Eric; Gerey, Bertrand; Clémancey, Martin; Pécaut, Jacques; Molton, Florian; Latour, Jean-Marc; Blondin, Geneviève; Collomb, Marie-Noëlle [Inorganic Chemistry, 2016, vol. 55, # 18, p. 9178 - 9186]
  • 85
  • [ 129485-83-2 ]
  • bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] [ No CAS ]
  • [Cp*Ir(3,5-di(pyridin-2-yl)pyrazole)Cl]Cl [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% In dichloromethane at 20℃; for 5h; 1 Example 1 0.45 mmol of (pentamethyl cyclopentadienyl) iridium (III) dichloride dimer (b") and 0.90 mmol of 3,5-di (2-pyridyl) pyrazole (c") were dissolved in 30 ml of methylene chloride, and stirred for 5 hours at room temperature. After completion of the reaction, the solvent was removed under reduced pressure to crystallize. The obtained precipitate was washed with diethyl ether and vacuum dried to obtain a metal complex (III ") with yield 91%.
In methanol
Reference： [1]Current Patent Assignee: NATIONAL UNIVERSITY CORPORATION TOKYO INSTITUTE OF TECHNOLOGY; NIPPON SODA COMPANY LIMITED - JP2018/70561, 2018, A Location in patent: Paragraph 0065
[2]Suna, Yuki; Himeda, Yuichiro; Fujita, Etsuko; Muckerman, James T.; Ertem, Mehmed Z. [ChemSusChem, 2017, vol. 10, # 22, p. 4535 - 4543]
  • 86
  • [ 10198-89-7 ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
65% With hydrazine hydrate; In ethanol; for 24.0h;Reflux; Inert atmosphere; 1-(Pyridin-2-yl)ethanone (1.26 g, 10.4 mmol) and esters(20.8 mmol, 2.0 equiv) were slowly added to a stirred suspension ofsodium hydride (0.50 g, 20.8 mmol) in dry tetrahydrofuran (THF)(50 mL) at 0 C. After the mixture was refluxed for 12 h, it was quenchedwith 2 N HCl until pH value to 5-6 and extracted three times withethyl acetate (EtOAc). The organic phase was washed with brine, driedover Na2SO4, and concentrated under vacuum to yield the crude 1, 3-dione. Then hydrazine monohydrate (104 mmol, 10 equiv) was addedto the crude 1, 3-dione in 50 mL of ethanol and refluxed for 24 h. Thenthe solution was concentrated and the residue was dissolved in EtOAc.After washing with brine, dried over Na2SO4, and concentrated, thecrude product was purified through a flash silica gel column to obtain awhite solid.pypzpy (yield: 65%) 1H NMR (400 MHz, DMSO) delta13.73 (s, 1H),8.63 (d, J=2.8 Hz, 2H), 7.99 (d, J=7.0 Hz, 2H), 7.88 (s, 2H), 7.45 (s,1H), 7.35 (s, 2H). MS (ESI): m/z 300 [M+].
Reference： [1]Dyes and Pigments,2018,vol. 159,p. 100 - 106
[2]Journal of Materials Chemistry C,2018,vol. 6,p. 5778 - 5784
  • 87
  • [ 129485-83-2 ]
  • bis[2-(2,4-difluorophenyl)pyridinato-N,C6']iridium(III) chloride dimer [ No CAS ]
  • Ir(2-(2,4-difluorophenyl)pyridine)<SUB>2</SUB>2,2'-(1H-pyrazole-3,5-diyl)dipyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% With potassium carbonate In 2-ethoxy-ethanol Inert atmosphere; 2.5.2. General synthesis of the Ir(III) complexes Under the protection of N2 atmosphere, dfppy (0.52 g, 2.70 mmol)and IrCl3·3H2O (0.32 g, 1.08 mmol) were added to a mixture of 2-ethoxyethanol (15 mL) and water (5 mL). The suspension was heated at110 °C for 24 h. After cooling, the mixture was poured into distilledwater (50 mL) and the precipitate was washed with water (2×10 mL).The crude precipitate was dried in vacuum for 2 h to give chlorobridgeddimmer as yellow solid (0.86 g). Then, the chloro-bridgeddimmer reacts with different ancillary ligands (2.07 mmol) and K2CO3(0.95 g, 6.9 mmol) in 2-ethoxyethanol (15 mL) by refluxing for 24 h.After cooling, the mixture was poured into 50 mL distilled water andextracted with CH2Cl2 (2×50 mL). The solvent was removed off andthe residue was purified through a flash silica gel column with petroleumether (PE)/EtOAc (V/V=1/3) as the eluent to give light yellowsolid. The target Ir(III) complexes were further purified by vacuumsublimation to give light yellow crystal.Ir(dfppy)2pypzpy (yield: 35%). 1H NMR (400 MHz, CDCl3) δ 8.52(d, J=4.1 Hz, 1H), 8.27 (d, J=8.5 Hz, 1H), 8.21 (d, J=8.3 Hz, 1H),8.05 (d, J=8.0 Hz, 1H), 7.82 (d, J=7.9 Hz, 1H), 7.76 (dd, J=7.4,1.5 Hz, 1H), 7.71 (dd, J=5.5, 4.7 Hz, 2H), 7.69-7.62 (m, 3H), 7.60(dd, J=6.1, 1.0 Hz, 1H), 7.54 (s, 1H), 7.12-7.05 (m, 1H), 7.00-6.96(m, 1H), 6.95-6.92 (m, 1H), 6.91-6.87 (m, 1H), 6.52-6.47 (m, 1H),6.47-6.43 (m, 1H), 5.82-5.76 (m, 2H). HRMS (m/z): calcd forC35H21F4IrN6 [M+H]+ 795.1471, found 795.1469.
Reference： [1]Su, Ning; Shen, Cheng-Zhen; Zheng, You-Xuan [Dyes and Pigments, 2018, vol. 159, p. 100 - 106]
  • 88
  • [ 1122-62-9 ]
  • [ 2524-52-9 ]
  • [ 129485-83-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 12 h / Reflux; Inert atmosphere 2: hydrazine hydrate / ethanol / 24 h / Reflux; Inert atmosphere
Multi-step reaction with 2 steps 1: sodium hydride / tetrahydrofuran / 12 h / 0 °C / Reflux 2: hydrazine hydrate / ethanol / 24 h / Reflux
Reference： [1]Su, Ning; Shen, Cheng-Zhen; Zheng, You-Xuan [Dyes and Pigments, 2018, vol. 159, p. 100 - 106]
[2]Su, Ning; Lu, Guang-Zhao; Zheng, You-Xuan [Journal of Materials Chemistry C, 2018, vol. 6, # 21, p. 5778 - 5784]

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