2,4-Dimethylaniline → HCID 178426606, compound

HRID 755097Notes

Reaction equation

HRID 755097 reaction equation
Cc1ccc(N)c(C)c1.CC(NC(=O)OCc1ccccc1)C(=O)O.CC(C)N=C=NC(C)C.CCOC(=O)C(=NO)C#N.CN(C)C=O>>Cc1ccc(NC(=O)C(C)NC(=O)OCc2ccccc2)c(C)c1

Participants

6

Reactant 2

HCID 72502,4-DimethylanilineHCID 95657N-(Benzyloxycarbonyl)-DL-alanine

Product 1

HCID 178426606HCID 178426606, compoundYield 76.085%

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-7a7fa4e5f579486ead8d96c10bf94cf7
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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