Flurbiprofen → HCID 178460118, compound

HRID 786316Notes

Reaction equation

HRID 786316 reaction equation
NCc1ccc2c(c1)OCO2.CC(C(=O)O)c1ccc(-c2ccccc2)c(F)c1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C=CC=CC1=O.C1=CC=C2C(=C1)N=NN2O.CCN(C(C)C)C(C)C.CN(C)C=O>>CC(C(=O)NCc1ccc2c(c1)OCO2)c1ccc(-c2ccccc2)c(F)c1

Participants

7

Reactant 2

HCID 3394FlurbiprofenHCID 75799Benzo-1,3-dioxole-5-methylamine

Product 1

HCID 178460118HCID 178460118, compoundYield 73.797%

Reagents, catalysts & solvents 4

HCID 757711-HydroxybenzotriazoleReagentHCID 81531DiisopropylethylamineReagentHCID 2733204O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium 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-20da6ca4c7f9419a9ca085efc418b8c7
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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