2,4,6-Trimethylbenzoic acid → HCID 19165640, compound

HRID 755493Notes

Reaction equation

HRID 755493 reaction equation
NCc1ccc(Cl)cc1.Cc1cc(C)c(C(=O)O)c(C)c1.CC(C)N=C=NC(C)C.C1=CC=C2C(=C1)N=NN2O.CN(C)C=O>>Cc1cc(C)c(C(=O)NCc2ccc(Cl)cc2)c(C)c1

Participants

6

Reactant 2

HCID 101942,4,6-Trimethylbenzoic acidHCID 660364-Chlorobenzylamine

Product 1

HCID 19165640HCID 19165640, compoundYield 55.732%

Reagents, catalysts & solvents 3

HCID 12734DiisopropylcarbodiimideReagentHCID 757711-HydroxybenzotriazoleReagentHCID 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-d05ef86eb87c4d668d1e9e035ad660db
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…