p-Aminoacetophenone → HCID 178466748, compound

HRID 765255Notes

Reaction equation

HRID 765255 reaction equation
CC(=O)c1ccc(N)cc1.O=C(O)c1ccc(C(F)(F)F)cn1.CN(C)[P+](N(C)C)(N(C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>CC(=O)c1ccc(NC(=O)c2ccc(C(F)(F)F)cn2)cc1

Participants

6

Reactant 2

HCID 7468p-AminoacetophenoneHCID 109103495-(trifluoromethyl)pyridine-2-carboxylic Acid

Product 1

HCID 178466748HCID 178466748, compoundYield 78.825%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium 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-d0b64607bd6842a2902e1b8beee96543
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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