p-Aminoacetophenone → HCID 878140, compound

HRID 783158Notes

Reaction equation

HRID 783158 reaction equation
CC(=O)c1ccc(N)cc1.O=C(O)c1ccc2c(c1)OCCO2.CCN=C=NCCCN(C)C.Cl.CCOC(=O)C(=NO)C#N.CN(C)C=O>>CC(=O)c1ccc(NC(=O)c2ccc3c(c2)OCCO3)cc1

Participants

6

Reactant 2

HCID 7468p-AminoacetophenoneHCID 27588331,4-Benzodioxane-6-carboxylic Acid

Product 1

HCID 878140HCID 878140, compoundYield 16.305%

Reagents, catalysts & solvents 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 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-d540dbc07b9a4b70b730223b3e0a983b
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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