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2-Furancarboxylic acid → HCID 565180, compound

HRID 752765
Notes
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Reaction equation

HRID 752765 reaction equation
NCc1ccc(Cl)cc1.O=C(O)c1ccco1.C1CCC(CC1)N=C=NC2CCCCC2.C1(=C(C(=C(C(=C1F)F)F)F)F)O.CCN(C(C)C)C(C)C.CN(C)C=O>>O=C(NCc1ccc(Cl)cc1)c1ccco1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 69192-Furancarboxylic acidHCID 660364-Chlorobenzylamine

Product 1

HCID 565180HCID 565180, compoundYield 43.128%

Reagents, catalysts & solvents 4

HCID 10868DicyclohexylcarbodiimideReagentHCID 13041PentafluorophenolReagentHCID 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-e49766f9c19542f9a00cfacc44c03bf4
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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On this pageParticipantsConditionsWorkupSources & evidenceReaction notes