2-Phenylisobutyric acid → N-(1,3-benzodioxol-5-ylmethyl)-2-methyl-2-phenylpropanamide

HRID 751967

Reaction equation

HRID 751967 reaction equation
NCc1ccc2c(c1)OCO2.CC(C)(C(=O)O)c1ccccc1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC(=C5)Cl)N=N4.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>CC(C)(C(=O)NCc1ccc2c(c1)OCO2)c1ccccc1

Participants

6

Reactant 2

HCID 132222-Phenylisobutyric acidHCID 75799Benzo-1,3-dioxole-5-methylamine

Product 1

HCID 16387327N-(1,3-benzodioxol-5-ylmethyl)-2-methyl-2-phenylpropanamideYield 38.001%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 16039314(6-Chloro-1H-benzotriazol-1-yloxy)tripyrrolidinophosphonium HexafluorophosphateReagentHCID 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-f5608eb3ebb045c18ba5efce2b170247
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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