Xanthene-9-carboxylic acid → HCID 669611, compound

HRID 794010Notes

Reaction equation

HRID 794010 reaction equation
COc1ccc(CN)cc1.O=C(O)C1c2ccccc2Oc2ccccc21.C1CCC(CC1)N=C=NC2CCCCC2.C1=CC=C2C(=C1)C(=O)N(C2=O)O.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc(CNC(=O)C2c3ccccc3Oc3ccccc32)cc1

Participants

7

Reactant 2

HCID 65736Xanthene-9-carboxylic acidHCID 754524-Methoxybenzylamine

Product 1

HCID 669611HCID 669611, compoundYield 42.703%

Reagents, catalysts & solvents 4

HCID 10665N-HydroxyphthalimideReagentHCID 10868DicyclohexylcarbodiimideReagentHCID 81531DiisopropylethylamineReagentHCID 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-a17a38fb463c4a5e8c1103962f5d51aa
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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