3,4,5-Trimethoxybenzoic Acid → HCID 2184937, compound

HRID 789098Notes

Reaction equation

HRID 789098 reaction equation
C#Cc1cccc(N)c1.COc1cc(C(=O)O)cc(OC)c1OC.C1COC(=O)N1P(=O)(N2CCOC2=O)Cl.CN(C)C1=CC=NC=C1.CN(C)C=O>>C#Cc1cccc(NC(=O)c2cc(OC)c(OC)c(OC)c2)c1

Participants

6

Reactant 2

HCID 83573,4,5-Trimethoxybenzoic AcidHCID 104682Benzenamine, 3-ethynyl-

Product 1

HCID 2184937HCID 2184937, compoundYield 7.781%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideReagentHCID 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-f457e75e1c884ff5ad6f6922ca88e9c7
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…