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Chemical Structure| 27064-94-4 Chemical Structure| 27064-94-4

Structure of 27064-94-4

Chemical Structure| 27064-94-4

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Product Details of [ 27064-94-4 ]

CAS No. :27064-94-4
Formula : C13H9ClF2
M.W : 238.66
SMILES Code : FC1=CC=C(C=C1)C(Cl)C1=CC=C(F)C=C1
MDL No. :MFCD00044329
InChI Key :FHPNLCLHMNPLEW-UHFFFAOYSA-N
Pubchem ID :2723773

Safety of [ 27064-94-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H290-H314
Precautionary Statements:P234-P260-P264-P280-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P390-P405-P406-P501
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 27064-94-4 ]

* 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 [ 27064-94-4 ]

[ 27064-94-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 832710-65-3 ]
  • [ 27064-94-4 ]
  • [ 1257999-90-8 ]
  • 2
  • [ 475272-54-9 ]
  • [ 27064-94-4 ]
  • tert-butyl (S)-4-(bis(4-fluorophenyl)methyl)-3-isopropylpiperazine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
45.1% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 85℃; To a solution of 4,4'-(chloromethylene)bis(fluorobenzene) (0.784 g, 3.28 mmol) in acetonitrile (10 mL) was added <strong>[475272-54-9]tert-butyl (S)-3-isopropylpiperazine-1-carboxylate</strong> (0.5 g, 2.19 mmol), followed by DIPEA (1.147 mL, 6.57 mmol). The reaction mixture was stirred at 85 C overnight. The reaction mixture was concentrated under reduced pressure to remove volatiles and the residue was dissolved in ethyl acetate and washed with water. The aqueous layer was back-extracted with ethyl acetate (20 mL x 2). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The crude residue was purified by silica gel chromatography on ISCO (5-10 % EtOAc/petroleum ether; 24g column) to afford the tert-butyl (S)-4-(bis(4- fluorophenyl)methyl)-3-isopropylpiperazine-1-carboxylate (425 mg,, 45.1 % yield); LCMS: m/z = 431.2 (M+H); rt 2.215 min (LCMS Method: Column: Kinetex XB-C18 (3 x 75 mm) 2.6 mm; Mobile phase A: 10 mM ammonium formate:acetonitrile (98:2), Mobile phase B: 10 mM ammonium formate:acetonitrile (2:98), Gradient = 20-100 % B over 4 minutes, then a 0.6 minute hold at 100 % B; Temperature: 27 C; Flow rate: 1.0 mL/min; Detection: UV at 220 nm).
  • 3
  • [ 27064-94-4 ]
  • [ 129799-08-2 ]
  • 1-(tert-butyl) 3-methyl 4-(bis(4-fluorophenyl)methyl)piperazine-1,3-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 85℃; To a solution of 4,4'-(chloromethylene)bis(fluorobenzene) (1.5 g, 6.29 mmol) in acetonitrile (15 mL) was added <strong>[129799-08-2]1-(tert-butyl) 3-methyl piperazine-1,3-dicarboxylate</strong> (1.842 g, 7.54 mmol), followed by DIPEA (3.29 mL, 18.86 mmol). The reaction mixture was stirred at 85 C overnight. The reaction mixture was concentrated under reduced pressure to remove the volatiles and the residue was dissolved in ethyl acetate (150 mL) and washed with water. The aqueous layer was back-extracted with ethyl acetate (100 mL x 2). The combined organic layer was washed with brine, dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure to give the crude product. The crude residue was purified via silica gel chromatography on ISCO (5-10 % (0493) EtOAc/petroleum ether; 40 g column) to afford the 1-(tert-butyl) 3-methyl 4-(bis(4- fluorophenyl)methyl)piperazine-1,3-dicarboxylate (2.15 g, 4.82 mmol, 77 % yield). (0494) LCMS: m/z = 447.4 (M+H); rt 2.16 min. (LCMS Method: Column: Waters Acquity UPLC BEH C18 (2.1 x 50 mm) 1.7 mm, Mobile phase A: 10 mM ammonium (0495) acetate:acetonitrile (95:5); Mobile phase B: 10 mM ammonium acetate:acetonitrile (5:95), Gradient = 20-90 % B over 1.1 minute, then a 0.6 minute hold at 90 % B; Temperature: 50 C; Flow rate: 0.7 mL/min; Detection: UV at 220 nm).
 

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