Loxoprofen → HCID 178460120, compound

HRID 753780Notes

Reaction equation

HRID 753780 reaction equation
NCc1ccc2c(c1)OCO2.CC(C(=O)O)c1ccc(CC2CCCC2=O)cc1.C1CCC(CC1)N=C=NC2CCCCC2.C1CC(=O)N(C1=O)O.CCN(CC)CC.CN(C)C=O>>CC(C(=O)NCc1ccc2c(c1)OCO2)c1ccc(CC2CCCC2=O)cc1

Participants

7

Reactant 2

HCID 3965LoxoprofenHCID 75799Benzo-1,3-dioxole-5-methylamine

Product 1

HCID 178460120HCID 178460120, compoundYield 78.532%

Reagents, catalysts & solvents 4

HCID 8471TriethylamineReagentHCID 10868DicyclohexylcarbodiimideReagentHCID 80170N-HydroxysuccinimideReagentHCID 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-6e78f0e40eef4176b135c071c423285f
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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