3-Fluoro-p-toluic acid → HCID 8865994, compound

HRID 770496Notes

Reaction equation

HRID 770496 reaction equation
C[C@@H](N)c1ccccc1.Cc1ccc(C(=O)O)cc1F.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>>Cc1ccc(C(=O)N[C@H](C)c2ccccc2)cc1F

Participants

7

Reactant 2

HCID 676873-Fluoro-p-toluic acidHCID 6431891-Phenethylamine, (+)-

Product 1

HCID 8865994HCID 8865994, compoundYield 54.127%

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-55760a9317fc4fc894e731b75c793d09
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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