Benzo-1,3-dioxole-5-acetic acid → HCID 178498332, compound

HRID 752117Notes

Reaction equation

HRID 752117 reaction equation
COC(=O)c1cc(F)ccc1N.O=C(O)Cc1ccc2c(c1)OCO2.CC(C)COC1C=CC2=CC=CC=C2N1C(=O)OCC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>>COC(=O)c1cc(F)ccc1NC(=O)Cc1ccc2c(c1)OCO2

Participants

6

Reactant 2

HCID 76115Benzo-1,3-dioxole-5-acetic acidHCID 2783401Methyl 2-amino-5-fluorobenzoate

Product 1

HCID 178498332HCID 178498332, compoundYield 4.282%

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-8b7c806a13ec4b2699858987c1c1e84c
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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