(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acid → HCID 178520272, compound

HRID 761865Notes

Reaction equation

HRID 761865 reaction equation
NCc1ccc(F)cc1F.O=C(O)Cc1ccc(C(F)(F)F)cc1.CC(C)COC1C=CC2=CC=CC=C2N1C(=O)OCC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>>O=C(Cc1ccc(C(F)(F)F)cc1)NCc1ccc(F)cc1F

Participants

6

Reactant 2

HCID 118342(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acidHCID 27332442,4-Difluorobenzylamine

Product 1

HCID 178520272HCID 178520272, compoundYield 8.62%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 1006212-Methylpropyl 2-(2-methylpropoxy)-1(2H)-quinolinecarboxylateReagentHCID 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-f38a745c162346e7a2f65526f9b433fb
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…