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Chemical Structure| 1076223-99-8 Chemical Structure| 1076223-99-8

Structure of 1076223-99-8

Chemical Structure| 1076223-99-8

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Product Details of [ 1076223-99-8 ]

CAS No. :1076223-99-8
Formula : C14H22BrN3O2
M.W : 344.25
SMILES Code : O=C(N1CCC(N2N=CC(Br)=C2C)CC1)OC(C)(C)C
MDL No. :MFCD26395502

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Application In Synthesis of [ 1076223-99-8 ]

* 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.

  • Upstream synthesis route of [ 1076223-99-8 ]

[ 1076223-99-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1076223-99-8 ]
  • [ 1092500-89-4 ]
  • [ 73183-34-3 ]
  • [ 1092563-68-2 ]
YieldReaction ConditionsOperation in experiment
30.5% With potassium acetate In dimethyl sulfoxide at 80℃; for 4 h; A mixture of tert-butyl 4-(4-bromo-3-methyl-pyrazol-l-yl)piperidine-l-carboxylate (2.7 g), 4,4,4',4>,5,5,5>,5>-octamethyl-2,2'-bi(l,3,2-dioxaborolane) (4.98 g), 1,1 '- bis(diphenylphosphino)ferrocenedichloropalladium(II) - CH2Cl2 adduct (0.634 g) and potassium acetate (2.31 g) in DMSO (40 ml) was stirred at 80 0C for 4 hours. The reaction mixture was allowed to cool to room temperature under stirring over a period of 1 hour, quenched with water (25 ml) and extracted with ethyl acetate (3 x 40 ml). The combined organic phases were washed with water (3 x 30 ml), brine (1 x 20 ml), dried over magnesium sulfate and concentrated. The residue was purified by flash chromatography on silica gel eluting with 10 to 30percent ethyl acetate in petroleum ether to afford tert-butyl 4-(3-methyl-4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrazol- l-yl)piperidine-l-carboxylate (0.937 g, 30.5 percent) as a white solid. NMR Spectrum(DMSOd): 1.24 (s, 12H), 1.41 (s, 9H), 1.71 (dd, IH), 1.76 (dd, IH), 1.89-1.96 (m, 2H), 2.22 (s, 3H), 2.85 (bs, 2H), 3.95-4.07 (m, 2H), 4.20-4.29 (m, IH), 7.82 (s, IH)
References: [1] Patent: WO2009/24825, 2009, A1, . Location in patent: Page/Page column 162.
 

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