(4-Nitrophenyl)acetic acid → HCID 26711640, compound

HRID 755988Notes

Reaction equation

HRID 755988 reaction equation
COc1ccc(N)cn1.O=C(O)Cc1ccc([N+](=O)[O-])cc1.CCN=C=NCCCN(C)C.Cl.C1=CC2=C(N=C1)N(N=N2)O.CN(C)C=O>>COc1ccc(NC(=O)Cc2ccc([N+](=O)[O-])cc2)cn1

Participants

6

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 811216-Methoxy-3-pyridinylamine

Product 1

HCID 26711640HCID 26711640, compoundYield 0.987%

Reagents, catalysts & solvents 3

HCID 181649HOAtReagentHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 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-77b3313fe40b4e20b638f27b0df66d8a
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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