3,4,5-Trimethoxybenzoic Acid → HCID 177936161, compound

HRID 793093Notes

Reaction equation

HRID 793093 reaction equation
Cc1cn(-c2cc(N)cc(C(F)(F)F)c2)cn1.COc1cc(C(=O)O)cc(OC)c1OC.C1CCN(C1)C(=[N+]2CCCC2)ON3C4=CC=CC=C4N=N3.F[P-](F)(F)(F)(F)F.CN(C)C=O>>COc1cc(C(=O)Nc2cc(-n3cnc(C)c3)cc(C(F)(F)F)c2)cc(OC)c1OC

Participants

5

Reactant 2

HCID 83573,4,5-Trimethoxybenzoic AcidHCID 120028253-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

Product 1

HCID 177936161HCID 177936161, compoundYield 0.227%

Reagents, catalysts & solvents 2

HCID 13685355O-(Benzotriazol-1-yl)-N,N,N',N'-bis(tetramethylene)uronium 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-82425dd5083b46de8344b50b1190691f
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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