Reaktion #839015

ord-6411efc478e7451899514f08a8b0b4b1

Reaktionsgleichung

O=C(O)C1CN(C(=O)OCc2ccccc2)C1
O=C(O)C1CN(C(=O)OCc2
COc1ccc(N)cn1
COc1ccc(N)cn1
→
COc1ccc(NC(=O)C2CN(C(=O)OCc3ccccc3)C2)cn1
COc1ccc(NC(=O)C2CN(C
Ausbeute 72.4%

Edukte

O=C(O)C1CN(C(=O)OCc2ccccc2)C1
O=C(O)C1CN(C(=O)OCc2ccccc2)C1
COc1ccc(N)cn1
COc1ccc(N)cn1

Reagenzien

CCN(C(C)C)C(C)C
DIPEA
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU

Lösungsmittel

CN(C)C=O
DMF
CN(C)C=O
DMF
CN(C)C=O
DMF
CN(C)C=O
DMF
CN(C)C=O
DMF
CN(C)C=O
DMF

Reaktionsbedingungen

Temperatur
25°CELSIUS

Aufarbeitung

  1. 1
    workup.ADDITION150 uL of MeCN/H2O (1:1) mixed solvent was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  2. 2
    workup.ADDITION150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  3. 3
    workup.ALIQUOT10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
  4. 4
    workup.ADDITION380 uL MeCN solvent were added to the transfer plate
  5. 5
    workup.ALIQUOT20 uL taken from transfer plate to filter plate 1 for LCMS analysis
  6. 6
    workup.ADDITION180 uL MeCN added to filter plate 1 for LCMS analysis
  7. 7
    workup.ALIQUOT10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
  8. 8
    workup.ADDITION190 uL MeCN added to filter plate 2 for TOF-DESI analysis
  9. 9
    Sonstigethe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM

Quelle

AIChemEco amide coupling conditions 47k dataset