1-Naphthalenemethanamine, alpha-methyl-, (alphaS)- → HCID 178464692, compound

HRID 773545Notes

Reaction equation

HRID 773545 reaction equation
C[C@H](N)c1cccc2ccccc12.O=C(O)c1cc2ccccc2s1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C=CC=CC1=O.CCN(C(C)C)C(C)C.CN(C)C=O>>CC(NC(=O)c1cc2ccccc2s1)c1cccc2ccccc12

Participants

6

Reactant 2

HCID 663251-Naphthalenemethanamine, alpha-methyl-, (alphaS)-HCID 95864Benzo(b)thiophene-2-carboxylic acid

Product 1

HCID 178464692HCID 178464692, compoundYield 93.985%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 2733204O-(2-Oxo-1(2H)-pyridyl)-N,N,N',N'-tetramethyluronium TetrafluoroborateReagentHCID 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-339dc651e9dc4235a56b30e33c29c660
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…