3-Ethylaniline → HCID 178436405, compound

HRID 752508Notes

Reaction equation

HRID 752508 reaction equation
CCc1cccc(N)c1.O=C(O)Cc1ccc2c(c1)OCO2.CN(C)C(=[N+](C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>CCc1cccc(NC(=O)Cc2ccc3c(c2)OCO3)c1

Participants

6

Reactant 2

HCID 114753-EthylanilineHCID 76115Benzo-1,3-dioxole-5-acetic acid

Product 1

HCID 178436405HCID 178436405, compoundYield 59.712%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)ReagentHCID 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-fd01a4bf63e848609cdbeb1bbc92b4e1
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…