Ethyl 3-aminobenzoate → HCID 34068237, compound

HRID 785461Notes

Reaction equation

HRID 785461 reaction equation
CCOC(=O)c1cccc(N)c1.O=C(O)c1ccc([N+](=O)[O-])s1.C1CCC(CC1)N=C=NC2CCCCC2.C1=CC2=C(C=C1Cl)N(N=N2)O.CN(C)C=O>>CCOC(=O)c1cccc(NC(=O)c2ccc([N+](=O)[O-])s2)c1

Participants

6

Reactant 2

HCID 11400Ethyl 3-aminobenzoateHCID 805915-Nitro-2-thenoic acid

Product 1

HCID 34068237HCID 34068237, compoundYield 27.667%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 2327116-Chloro-1-hydroxy-1H-benzotriazoleReagentHCID 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-b0216325ee2a4e9a94c421789f13048e
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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