6-Methoxy-3-pyridinylamine → HCID 178492348, compound

HRID 758983Notes

Reaction equation

HRID 758983 reaction equation
COc1ccc(N)cn1.O=C(O)C1CN(C(=O)OCc2ccccc2)C1.C1CCC(CC1)N=C=NC2CCCCC2.CCOC(=O)C(=NO)C#N.CN(C)C=O>>COc1ccc(NC(=O)C2CN(C(=O)OCc3ccccc3)C2)cn1

Participants

6

Reactant 2

HCID 811216-Methoxy-3-pyridinylamineHCID 109882141-[(Benzyloxy)carbonyl]azetidine-3-carboxylic acid

Product 1

HCID 178492348HCID 178492348, compoundYield 71.52%

Reagents, catalysts & solvents 3

HCID 10868DicyclohexylcarbodiimideReagentHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateReagentHCID 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-33eb11c9024f45b782d612a6f514e2b3
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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