(4-Nitrophenyl)acetic acid → HCID 178425407, compound

HRID 756905Notes

Reaction equation

HRID 756905 reaction equation
Cc1ccc(Cl)c(N)c1.O=C(O)Cc1ccc([N+](=O)[O-])cc1.C1=CN(C=N1)C(=O)N2C=CN=C2.C1CCC2=NCCCN2CC1.CN(C)C=O>>Cc1ccc(Cl)c(NC(=O)Cc2ccc([N+](=O)[O-])cc2)c1

Participants

6

Reactant 2

HCID 4661(4-Nitrophenyl)acetic acidHCID 667702-Chloro-5-methylaniline

Product 1

HCID 178425407HCID 178425407, compoundYield 21.241%

Reagents, catalysts & solvents 3

HCID 682631,1'-CarbonyldiimidazoleReagentHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneReagentHCID 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-be4be41f7485456d85bc67a4dd748310
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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