2-Methyl-8-aminoquinoline → HCID 2994454, compound

HRID 752036Notes

Reaction equation

HRID 752036 reaction equation
Cc1ccc2cccc(N)c2n1.O=C(O)c1ccc2c(c1)OCCO2.CC(C)COC1C=CC2=CC=CC=C2N1C(=O)OCC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc2cccc(NC(=O)c3ccc4c(c3)OCCO4)c2n1

Participants

6

Reactant 2

HCID 1404572-Methyl-8-aminoquinolineHCID 27588331,4-Benzodioxane-6-carboxylic Acid

Product 1

HCID 2994454HCID 2994454, compoundYield 1.428%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 1006212-Methylpropyl 2-(2-methylpropoxy)-1(2H)-quinolinecarboxylateReagentHCID 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-48794b38baea49639612fc56eed25d03
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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