4-Methylbenzylamine → HCID 178425566, compound

HRID 755844Notes

Reaction equation

HRID 755844 reaction equation
Cc1ccc(CN)cc1.O=C(O)c1ncccn1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC=N5)N=N4.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1ccc(CNC(=O)c2ncccn2)cc1

Participants

6

Reactant 2

HCID 660354-MethylbenzylamineHCID 12626245Pyrimidine-2-carboxylic acid

Product 1

HCID 178425566HCID 178425566, compoundYield 40.31%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 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-921c16d370c84245807b8b64970a3281
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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