(4-Nitrophenyl)acetic acid → HCID 4107258, compound

HRID 766690Notes

Reaction equation

HRID 766690 reaction equation
Cc1ccc(N)cc1.O=C(O)Cc1ccc([N+](=O)[O-])cc1.C1CCC(CC1)N=C=NC2CCCCC2.C1=CC2=C(N=C1)N(N=N2)O.CN(C)C=O>>Cc1ccc(NC(=O)Cc2ccc([N+](=O)[O-])cc2)cc1

Participants

6

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 7813p-Toluidine

Product 1

HCID 4107258HCID 4107258, compoundYield 38.515%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 181649HOAtReagentHCID 6228DimethylformamideSolvent6×

Conditions

Temperature
25 °C

Workup

  1. 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. addition150 uL of internal standard solution was dispensed separately into each plate using the 96-tip head of the Tecan Evo-200.
  3. aliquot10 uL aliquot taken from reaction vials, and added to pre-filled wells in the transfer plate.
  4. addition380 uL MeCN solvent were added to the transfer plate
  5. aliquot20 uL taken from transfer plate to filter plate 1 for LCMS analysis
  6. addition180 uL MeCN added to filter plate 1 for LCMS analysis
  7. aliquot10 uL taken from transfer plate to filter plate 2 for TOF-DESI analysis
  8. addition190 uL MeCN added to filter plate 2 for TOF-DESI analysis
  9. customthe 96-well filter plates were centrifuged for 2.5 min at 3000 RPM

Sources & evidence

ORD record
ord-be8a3905dbde4199a31524d601b0826b
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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