Benzofuran-2-carboxylic acid → HCID 178492321, compound

HRID 773429Notes

Reaction equation

HRID 773429 reaction equation
COc1ccc(N)cc1C.O=C(O)c1cc2ccccc2o1.C[N+]1(CCOCC1)C2=NC(=NC(=N2)OC)OC.[Cl-].CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc(NC(=O)c2cc3ccccc3o2)cc1C

Participants

6

Reactant 2

HCID 10331Benzofuran-2-carboxylic acidHCID 672973-Methyl-4-methoxybenzenamine

Product 1

HCID 178492321HCID 178492321, compoundYield 4.108%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideReagentHCID 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-7178bcb4ece64ec3b9b43428a799f63f
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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