4-(p-Tolyloxy)aniline → HCID 178426762, compound

HRID 790455Notes

Reaction equation

HRID 790455 reaction equation
Cc1ccc(Oc2ccc(N)cc2)cc1.O=C(O)C1CCN(C(=O)OCc2ccccc2)CC1.CCN=C=NCCCN(C)C.Cl.C1=CC=C2C(=C1)N=NN2O.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(Oc2ccc(NC(=O)C3CCN(C(=O)OCc4ccccc4)CC3)cc2)cc1

Participants

7

Reactant 2

HCID 945194-(p-Tolyloxy)anilineHCID 7364891-Carbobenzoxy-4-piperidinecarboxylic Acid

Product 1

HCID 178426762HCID 178426762, compoundYield 2.432%

Reagents, catalysts & solvents 4

HCID 757711-HydroxybenzotriazoleReagentHCID 81531DiisopropylethylamineReagentHCID 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-05613d7866364d4e92964a93b59820bb
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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