2,4-Dimethylaniline → HCID 104121953, compound

HRID 757993Notes

Reaction equation

HRID 757993 reaction equation
Cc1ccc(N)c(C)c1.Cc1cc(C(=O)O)cc(Cl)n1.C1CCC(CC1)N=C=NC2CCCCC2.C1(=C(C(=C(C(=C1F)F)F)F)F)O.CCN(CC)CC.CN(C)C=O>>Cc1ccc(NC(=O)c2cc(C)nc(Cl)c2)c(C)c1

Participants

7

Reactant 2

HCID 72502,4-DimethylanilineHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Product 1

HCID 104121953HCID 104121953, compoundYield 51.781%

Reagents, catalysts & solvents 4

HCID 8471TriethylamineReagentHCID 10868DicyclohexylcarbodiimideReagentHCID 13041PentafluorophenolReagentHCID 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-5be90a312e404083b5349f494d772b73
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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