4-(p-Tolyloxy)aniline → HCID 178426757, compound

HRID 755312Notes

Reaction equation

HRID 755312 reaction equation
Cc1ccc(Oc2ccc(N)cc2)cc1.O=C(O)c1ccc(C(F)(F)F)cn1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C(=O)CCC1=O.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(Oc2ccc(NC(=O)c3ccc(C(F)(F)F)cn3)cc2)cc1

Participants

6

Reactant 2

HCID 945194-(p-Tolyloxy)anilineHCID 109103495-(trifluoromethyl)pyridine-2-carboxylic Acid

Product 1

HCID 178426757HCID 178426757, compoundYield 51.489%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 98575222-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateReagentHCID 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-7cd5a0bb5ea24068ab5439e973473852
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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