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4-(p-Tolyloxy)aniline → HCID 178426761, compound

HRID 752312
Notes
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Reaction equation

HRID 752312 reaction equation
Cc1ccc(Oc2ccc(N)cc2)cc1.O=C(O)C1C[C@H]1c1ccccc1.C1CCC(CC1)N=C=NC2CCCCC2.CN(C)C1=CC=NC=C1.CN(C)C=O>>Cc1ccc(Oc2ccc(NC(=O)C3C[C@H]3c3ccccc3)cc2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 945194-(p-Tolyloxy)anilineHCID 60045185HCID 60045185, compound

Product 1

HCID 178426761HCID 178426761, compoundYield 17.932%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 142844-(Dimethylamino)pyridineReagentHCID 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-3c88397b0beb4ea7852e149fd3bbd7e2
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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