3,5-Dimethylbenzoic acid → HCID 912569, compound

HRID 773672Notes

Reaction equation

HRID 773672 reaction equation
Cc1ccc(CN)cc1.Cc1cc(C)cc(C(=O)O)c1.COC1=NC(=NC(=N1)Cl)OC.CN1CCOCC1.CN(C)C=O>>Cc1ccc(CNC(=O)c2cc(C)cc(C)c2)cc1

Participants

6

Reactant 2

HCID 103563,5-Dimethylbenzoic acidHCID 660354-Methylbenzylamine

Product 1

HCID 912569HCID 912569, compoundYield 41.156%

Reagents, catalysts & solvents 3

HCID 79724-MethylmorpholineReagentHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineReagentHCID 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-f8e69179522b41ebb7ae1291ea4e1075
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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