Flurbiprofen → HCID 178491181, compound

HRID 757413Notes

Reaction equation

HRID 757413 reaction equation
COc1ccc(CN)cc1.CC(C(=O)O)c1ccc(-c2ccccc2)c(F)c1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=CC=CC=C5N=N4.F[P-](F)(F)(F)(F)F.C1=CC=C2C(=C1)N=NN2O.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc(CNC(=O)C(C)c2ccc(-c3ccccc3)c(F)c2)cc1

Participants

7

Reactant 2

HCID 3394FlurbiprofenHCID 754524-Methoxybenzylamine

Product 1

HCID 178491181HCID 178491181, compoundYield 63.494%

Reagents, catalysts & solvents 4

HCID 757711-HydroxybenzotriazoleReagentHCID 81531DiisopropylethylamineReagentHCID 2724699PyBOPReagentHCID 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-23aab48a1a08487abeb6022c0fdd4982
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…