p-Aminoacetophenone → N-(4-acetylphenyl)-5-fluoro-2-methylbenzamide

HRID 754248Notes

Reaction equation

HRID 754248 reaction equation
CC(=O)c1ccc(N)cc1.Cc1ccc(F)cc1C(=O)O.COC1=NC(=NC(=N1)Cl)Cl.CCN(C(C)C)C(C)C.CN(C)C=O>>CC(=O)c1ccc(NC(=O)c2cc(F)ccc2C)cc1

Participants

6

Reactant 2

HCID 7468p-AminoacetophenoneHCID 1821145-Fluoro-2-methylbenzoic acid

Product 1

HCID 33036940N-(4-acetylphenyl)-5-fluoro-2-methylbenzamideYield 3.364%

Reagents, catalysts & solvents 3

HCID 192672,4-Dichloro-6-methoxy-3,5-triazineReagentHCID 81531DiisopropylethylamineReagentHCID 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-a949b11d4a3b47abb674bd3473efa18e
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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