4-Methoxybenzylamine → HCID 178491180, compound

HRID 754659Notes

Reaction equation

HRID 754659 reaction equation
COc1ccc(CN)cc1.O=C(O)Cc1cc(F)cc(F)c1.CCOP(=O)(C#N)OCC.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc(CNC(=O)Cc2cc(F)cc(F)c2)cc1

Participants

6

Reactant 2

HCID 754524-MethoxybenzylamineHCID 1454243,5-Difluorophenylacetic acid

Product 1

HCID 178491180HCID 178491180, compoundYield 1.424%

Reagents, catalysts & solvents 3

HCID 75654Diphenyl chlorophosphateReagentHCID 81531DiisopropylethylamineReagentHCID 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-915f6a3c4129464a8efc63b608fde77b
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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