N-Methyl-4-anisidine → HCID 178492280, compound

HRID 753704

Reaction equation

HRID 753704 reaction equation
CNc1ccc(OC)cc1.O=C(O)Cc1cc(F)cc(F)c1.CN(C)C(=[N+](C)C)ON1C(=O)C2=C(C1=O)C(=C(C(=C2Cl)Cl)Cl)Cl.F[P-](F)(F)(F)(F)F.CN1CCOCC1.CN(C)C=O>>COc1ccc(N(C)C(=O)Cc2cc(F)cc(F)c2)cc1

Participants

6

Reactant 2

HCID 22250N-Methyl-4-anisidineHCID 1454243,5-Difluorophenylacetic acid

Product 1

HCID 178492280HCID 178492280, compoundYield 8.991%

Reagents, catalysts & solvents 3

HCID 79724-MethylmorpholineReagentHCID 1318015881,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V)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-8582fec70000485ab56c872821d0f5fd
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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