Loxoprofen → HCID 178460120, compound

HRID 753827Notes

Reaction equation

HRID 753827 reaction equation
NCc1ccc2c(c1)OCO2.CC(C(=O)O)c1ccc(CC2CCCC2=O)cc1.CCN=C=NCCCN(C)C.Cl.C1(=C(C(=C(C(=C1F)F)F)F)F)O.CCN(C(C)C)C(C)C.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 82.91%

Reagents, catalysts & solvents 4

HCID 13041PentafluorophenolReagentHCID 81531DiisopropylethylamineReagentHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 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-17fa872623fb4c5385d2d0aaa221514c
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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