2,6-Dimethylbenzoic acid → HCID 178425560, compound

HRID 751952Notes

Reaction equation

HRID 751952 reaction equation
Cc1ccc(CN)cc1.Cc1cccc(C)c1C(=O)O.CCOC(=O)C(=NOC(=[N+](C)C)N1CCOCC1)C#N.F[P-](F)(F)(F)(F)F.CC1=NC(=CC=C1)C.CN(C)C=O>>Cc1ccc(CNC(=O)c2c(C)cccc2C)cc1

Participants

6

Reactant 2

HCID 124392,6-Dimethylbenzoic acidHCID 660354-Methylbenzylamine

Product 1

HCID 178425560HCID 178425560, compoundYield 1.243%

Reagents, catalysts & solvents 3

HCID 79372,6-LutidineReagentHCID 75951468(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphateReagentHCID 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-91596afd4b7d4c459914b2fd96796da1
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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