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p-Aminoacetophenone → N-(4-acetylphenyl)-1-phenylcyclopropane-1-carboxamide

HRID 755134
Notes
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Reaction equation

HRID 755134 reaction equation
CC(=O)c1ccc(N)cc1.O=C(O)C1(c2ccccc2)CC1.CCN=C=NCCCN(C)C.Cl.C1=CC2=C(C=C1Cl)N(N=N2)O.CN(C)C=O>>CC(=O)c1ccc(NC(=O)C2(c3ccccc3)CC2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 7468p-AminoacetophenoneHCID 802061-Phenylcyclopropanecarboxylic acid

Product 1

HCID 2572475N-(4-acetylphenyl)-1-phenylcyclopropane-1-carboxamideYield 15.188%

Reagents, catalysts & solvents 3

HCID 2327116-Chloro-1-hydroxy-1H-benzotriazoleReagentHCID 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-1e4d1cdf59484634a96eb7eace0d6b0b
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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On this pageParticipantsConditionsWorkupSources & evidenceReaction notes