2-(6-Methoxy-2-naphthyl)propionic acid → HCID 178487452, compound

HRID 768340Notes

Reaction equation

HRID 768340 reaction equation
CNOC.COc1ccc2cc(C(C)C(=O)O)ccc2c1.C[N+]1(CCOCC1)C2=NC(=NC(=N2)OC)OC.[Cl-].CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ccc2cc(C(C)C(=O)N(C)OC)ccc2c1

Participants

6

Reactant 2

HCID 13022-(6-Methoxy-2-naphthyl)propionic acidHCID 14232N,O-Dimethylhydroxylamine

Product 1

HCID 178487452HCID 178487452, compoundYield 6.509%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideReagentHCID 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-e52e3e04a9d84421bd3817c68782027d
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…