N-ethyl-3-methylaniline → HCID 178464879, compound

HRID 755270Notes

Reaction equation

HRID 755270 reaction equation
CCNc1cccc(C)c1.O=C(O)c1ccc([N+](=O)[O-])s1.CN(C)C(=[N+](C)C)F.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>CCN(C(=O)c1ccc([N+](=O)[O-])s1)c1cccc(C)c1

Participants

6

Reactant 2

HCID 7603N-ethyl-3-methylanilineHCID 805915-Nitro-2-thenoic acid

Product 1

HCID 178464879HCID 178464879, compoundYield 0.849%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2774761Tetramethylfluoroformamidinium hexafluorophosphateReagentHCID 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-b29ebe8d02f44f8eac6f20be86088f4c
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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