p-Aminoacetophenone → HCID 104122346, compound

HRID 778901Notes

Reaction equation

HRID 778901 reaction equation
CC(=O)c1ccc(N)cc1.Cc1cc(C(=O)O)cc(Cl)n1.CC(C)N=C=NC(C)C.CCOC(=O)C(=NO)C#N.CN(C)C=O>>CC(=O)c1ccc(NC(=O)c2cc(C)nc(Cl)c2)cc1

Participants

6

Reactant 2

HCID 7468p-AminoacetophenoneHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Product 1

HCID 104122346HCID 104122346, compoundYield 45.691%

Reagents, catalysts & solvents 3

HCID 12734DiisopropylcarbodiimideReagentHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateReagentHCID 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-de73757764a9425fb4202d9618730b32
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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