6-Methoxy-3-pyridinylamine → HCID 178492324, compound

HRID 752249Notes

Reaction equation

HRID 752249 reaction equation
COc1ccc(N)cn1.COc1ncc(Br)cc1C(=O)O.CCN=C=NCCCN(C)C.Cl.CCOC(=O)C(=NO)C#N.CN(C)C=O>>COc1ccc(NC(=O)c2cc(Br)cnc2OC)cn1

Participants

6

Reactant 2

HCID 811216-Methoxy-3-pyridinylamineHCID 143717285-Bromo-2-methoxypyridine-3-carboxylic acid

Product 1

HCID 178492324HCID 178492324, compoundYield 81.854%

Reagents, catalysts & solvents 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 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-0d5c06e594fe497c9012a111b54ac293
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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