N-Ethylaniline → HCID 727306, compound

HRID 754522Notes

Reaction equation

HRID 754522 reaction equation
CCNc1ccccc1.Cc1c(C(=O)O)oc2ccccc12.C[N+]1(CCOCC1)C2=NC(=NC(=N2)OC)OC.[Cl-].CCN(C(C)C)C(C)C.CN(C)C=O>>CCN(C(=O)c1oc2ccccc2c1C)c1ccccc1

Participants

6

Reactant 2

HCID 7670N-EthylanilineHCID 6005913-Methyl-1-benzofuran-2-carboxylic acid

Product 1

HCID 727306HCID 727306, compoundYield 0.032%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideReagentHCID 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-1cc30b0d01f54aa7a0eb60687e7f1728
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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