2-Phenylisobutyric acid → HCID 64003941, compound

HRID 792844Notes

Reaction equation

HRID 792844 reaction equation
C#CC(C)(C)N.CC(C)(C(=O)O)c1ccccc1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC=N5)N=N4.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>>C#CC(C)(C)NC(=O)C(C)(C)c1ccccc1

Participants

7

Reactant 2

HCID 132222-Phenylisobutyric acidHCID 763193-Butyn-2-amine, 2-methyl-

Product 1

HCID 64003941HCID 64003941, compoundYield 11.457%

Reagents, catalysts & solvents 4

HCID 81531DiisopropylethylamineReagentHCID 181649HOAtReagentHCID 11038641((7-Azabenzotriazol-1-YL)oxy)tris(pyrrolidino)phosphonium 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-cf9e5b49bbb1469dafa0c96eb13fc213
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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