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[ CAS No. 894416-95-6 ] {[proInfo.proName]}

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Chemical Structure| 894416-95-6
Chemical Structure| 894416-95-6
Structure of 894416-95-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 894416-95-6 ]

CAS No. :894416-95-6 MDL No. :MFCD09952090
Formula : C10H6ClFN2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 224.62 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 894416-95-6 ]

* 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 [ 894416-95-6 ]

[ 894416-95-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 372-20-3 ]
  • [ 4774-14-5 ]
  • [ 894416-95-6 ]
YieldReaction ConditionsOperation in experiment
92% With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 90℃; for 5h; Inert atmosphere;
89% With potassium <i>tert</i>-butylate In N,N-dimethyl-formamide at 90℃; for 2h; 30 Preparation 30: 2-chloro-6-(3-fluorophenoxy)pyrazine (P30) A mixture of 2,6-Dichloropyrazine (250 mg, 1.69 mmol), 3-fluorophenol (0.166 ml, 1.86 mmol) andtBuOK (205 mg, 1.5 mmol) in DMF (4 mL) was heated at 90°C for 2 hrs.After cooling at RT, EtOAc and water were added and the product was extracted in organic phase. Theorganic phase was dried and evaporated and crude material was purified by FC on silica gel (eluent:Cy toCy/AcOEt 85/15) affording 2-chloro-6-(3-fluorophenoxy)pyrazine (p30, 340 mg, y= 89%) as white solid.1H NMR (CHLOROFORM-d): 6 ppm 8.34 (d, 2H), 7.42 (dt, 1H), 7.06 - 6.91 (m, 3H)
  • 2
  • [ 894416-95-6 ]
  • [ 1023595-11-0 ]
  • tert-butyl 9-[6-(3-fluorophenoxy)pyrazin-2-yl]-1-oxa-4,9-diazaspiro[5.5]undecane-4-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With potassium carbonate In dimethyl sulfoxide at 100℃; for 1h; Sealed tube; 62 Preparation 62: tert-butyl 9-[6-(3-fluorophenoxy)pyrazin-2-yI]-1-oxa-4,9-diazaspiro[5.5] undecane-4- carboxylate (P62) The title compound was prepared from tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-4-carboxylate (p4,50 mg, 0.195 mmol) and 2-chloro-6-(3-fluorophenoxy)pyrazine (p30, 44 mg, 0.195 mmol) in analogousmanner as described in Preparation 57 (T= 100 °C, t= 1 h). tert-butyl 9-[6-(3-fluorophenoxy)pyrazin-2-yl]- 1-oxa-4,9-diazaspiro[5.5]undecane-4-carboxylate (p62, 37 mg, y= 42%).MS (ES) (m/z): 445.3 [M÷H]; A mixture of tert-butyl 1-oxa-4,9-diazaspiro[5.5]undecane-4-carboxylate (p6, 60 mg, 0.23 mmol), 2-chloro-6-(3-fluorophenoxy)pyridine (p26, 47 mg, 0.21 mmol) and K2C03 (38 mg, 0.27 mmol) in DMSO(0.8 mL) in a sealed vessel was heated at 90 °C and shaken 2.5 hrs at this temperature. The mixture was then shaken at 100 °C for 48 hrs. After cooling to RT, Et20 and water were added, the organic phase was washed with water, dried and evaporated; crude product was purified by FC on silica gel (eluent: Cy/EA from 100/0 to 80/20) to give tert-butyl 9-[6-(3-fluorophenoxy)pyridin-2-yl]-1-oxa-4,9-diazaspiro[5.5]undecane-4-carboxylate (p57, 19 mg, y= 20%).
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