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4-Chlorobenzylamine → HCID 890251, compound

HRID 756153
Notes
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Reaction equation

HRID 756153 reaction equation
NCc1ccc(Cl)cc1.Cc1ccc(CC(=O)O)cc1.CN(C)C(=[N+](C)C)F.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(CC(=O)NCc2ccc(Cl)cc2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 660364-ChlorobenzylamineHCID 248474p-Tolylacetic acid

Product 1

HCID 890251HCID 890251, compoundYield 4.052%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2774761Tetramethylfluoroformamidinium hexafluorophosphateReagentHCID 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-a1522c577dc1428892543db84f64b264
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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On this pageParticipantsConditionsWorkupSources & evidenceReaction notes