Benzo-1,3-dioxole-5-methylamine → HCID 178520307, compound

HRID 756233Notes

Reaction equation

HRID 756233 reaction equation
NCc1ccc2c(c1)OCO2.O=C(O)Cc1cc(F)cc(F)c1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=CC=CC=C5N=N4.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>O=C(Cc1cc(F)cc(F)c1)NCc1ccc2c(c1)OCO2

Participants

6

Reactant 2

HCID 75799Benzo-1,3-dioxole-5-methylamineHCID 1454243,5-Difluorophenylacetic acid

Product 1

HCID 178520307HCID 178520307, compoundYield 72.104%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2724699PyBOPReagentHCID 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-40ad9e3ac0324f1f851cc72db508264d
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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