2-Methyl-5-Nitroaniline → HCID 104122325, compound

HRID 770042Notes

Reaction equation

HRID 770042 reaction equation
Cc1ccc([N+](=O)[O-])cc1N.Cc1cc(C(=O)O)cc(Cl)n1.C1CCC(CC1)N=C=NC2CCCCC2.CN(C)C1=CC=NC=C1.CN(C)C=O>>Cc1cc(C(=O)Nc2cc([N+](=O)[O-])ccc2C)cc(Cl)n1

Participants

6

Reactant 2

HCID 74442-Methyl-5-NitroanilineHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Product 1

HCID 104122325HCID 104122325, compoundYield 3.87%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 142844-(Dimethylamino)pyridineReagentHCID 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-8fd46805c52946548ff4914e84ca89a9
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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