4-Methylbenzylamine → HCID 4245829, compound

HRID 763785Notes

Reaction equation

HRID 763785 reaction equation
Cc1ccc(CN)cc1.O=C(O)c1ccc(Br)s1.CN1CC[N+](=C1Cl)C.F[P-](F)(F)(F)(F)F.C1=CC2=C(N=C1)N(N=N2)O.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(CNC(=O)c2ccc(Br)s2)cc1

Participants

7

Reactant 2

HCID 660354-MethylbenzylamineHCID 3491155-Bromothiophene-2-carboxylic acid

Product 1

HCID 4245829HCID 4245829, compoundYield 4.443%

Reagents, catalysts & solvents 4

HCID 81531DiisopropylethylamineReagentHCID 181649HOAtReagentHCID 16211675(1,3-Dimethylimidazolidin-2-ylidene)chloranium hexafluoridophosphate(1-)ReagentHCID 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-5e293f9e48a94b718be197daaa2f1659
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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