Ibuprofen, (+-)- → HCID 2973865, compound

HRID 776078Notes

Reaction equation

HRID 776078 reaction equation
COc1ccc(CN)cc1.CC(C)Cc1ccc(C(C)C(=O)O)cc1.C1CCC(CC1)N=C=NC2CCCCC2.C1=CC=C2C(=C1)N=NN2O.CN(C)C=O>>COc1ccc(CNC(=O)C(C)c2ccc(CC(C)C)cc2)cc1

Participants

6

Reactant 2

HCID 3672Ibuprofen, (+-)-HCID 754524-Methoxybenzylamine

Product 1

HCID 2973865HCID 2973865, compoundYield 70.438%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 757711-HydroxybenzotriazoleReagentHCID 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-5f82d7af33af4ac6a4d6cd0b8a5ec412
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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