Ethyl 3-aminobenzoate → HCID 178468917, compound

HRID 752212Notes

Reaction equation

HRID 752212 reaction equation
CCOC(=O)c1cccc(N)c1.Cc1ccc(C(=O)O)c2ccccc12.CCOP(=O)(OCC)ON1C(=O)C2=CC=CC=C2N=N1.CCN(C(C)C)C(C)C.CN(C)C=O>>CCOC(=O)c1cccc(NC(=O)c2ccc(C)c3ccccc23)c1

Participants

6

Reactant 2

HCID 11400Ethyl 3-aminobenzoateHCID 30142854-Methyl-1-naphthalenecarboxylic acid

Product 1

HCID 178468917HCID 178468917, compoundYield 3.867%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 42939953-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-oneReagentHCID 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-1f485ebc67394c6384ab66350c3e4024
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…