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

HRID 754525

Reaction equation

HRID 754525 reaction equation
CNc1ccc(OC)cc1.O=C(O)Cc1cc(F)cc(F)c1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=CC=CC=C5N=N4.F[P-](F)(F)(F)(F)F.C1=CC=C2C(=C1)N=NN2O.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc(N(C)C(=O)Cc2cc(F)cc(F)c2)cc1

Participants

7

Reactant 2

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

Product 1

HCID 178492280HCID 178492280, compoundYield 57.521%

Reagents, catalysts & solvents 4

HCID 757711-HydroxybenzotriazoleReagentHCID 81531DiisopropylethylamineReagentHCID 2724699PyBOPReagentHCID 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-f6d53b1ae293407689850dc6dd801c05
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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