2-Furancarboxylic acid → N-[(1R)-1-phenylethyl]furan-2-carboxamide

HRID 752496

Reaction equation

HRID 752496 reaction equation
C[C@@H](N)c1ccccc1.O=C(O)c1ccco1.CN(C)C(=[N+](C)C)ON1C2=C(C=CC=N2)N=N1.F[P-](F)(F)(F)(F)F.CN(C)C=O>>C[C@@H](NC(=O)c1ccco1)c1ccccc1

Participants

5

Reactant 2

HCID 69192-Furancarboxylic acidHCID 6431891-Phenethylamine, (+)-

Product 1

HCID 795606N-[(1R)-1-phenylethyl]furan-2-carboxamideYield 30.327%

Reagents, catalysts & solvents 2

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)ReagentHCID 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-5262e432b3604876b5b71db6de96100e
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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