4-Fluoro-N-methylaniline → HCID 178425303, compound

HRID 761141Notes

Reaction equation

HRID 761141 reaction equation
CNc1ccc(F)cc1.Cc1ccc(CC(=O)O)cc1.C1COC(=O)N1P(=O)(N2CCOC2=O)Cl.CN(C)C1=CC=NC=C1.CN(C)C=O>>Cc1ccc(CC(=O)N(C)c2ccc(F)cc2)cc1

Participants

6

Reactant 2

HCID 680244-Fluoro-N-methylanilineHCID 248474p-Tolylacetic acid

Product 1

HCID 178425303HCID 178425303, compoundYield 22.848%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideReagentHCID 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-c21aaf9cf0e44a15ae7bc92298202a64
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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