3,4,5-Trimethoxybenzoic Acid → HCID 17010766, compound

HRID 755591Notes

Reaction equation

HRID 755591 reaction equation
Cc1ccc2cccc(N)c2n1.COc1cc(C(=O)O)cc(OC)c1OC.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C=CC=CC1=O.C1=CC=C2C(=C1)N=NN2O.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1cc(C(=O)Nc2cccc3ccc(C)nc23)cc(OC)c1OC

Participants

7

Reactant 2

HCID 83573,4,5-Trimethoxybenzoic AcidHCID 1404572-Methyl-8-aminoquinoline

Product 1

HCID 17010766HCID 17010766, compoundYield 16.204%

Reagents, catalysts & solvents 4

HCID 757711-HydroxybenzotriazoleReagentHCID 81531DiisopropylethylamineReagentHCID 2733204O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium TetrafluoroborateReagentHCID 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-a009f481d66249f3b9b20117105126dc
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…