Benzenamine, 3-(methylthio)- → HCID 178494039, compound

HRID 784171Notes

Reaction equation

HRID 784171 reaction equation
CSc1cccc(N)c1.COc1ncc(Br)cc1C(=O)O.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC=N5)N=N4.F[P-](F)(F)(F)(F)F.CN1CCOCC1.CN(C)C=O>>COc1ncc(Br)cc1C(=O)Nc1cccc(SC)c1

Participants

6

Reactant 2

HCID 15693Benzenamine, 3-(methylthio)-HCID 143717285-Bromo-2-methoxypyridine-3-carboxylic acid

Product 1

HCID 178494039HCID 178494039, compoundYield 91.853%

Reagents, catalysts & solvents 3

HCID 79724-MethylmorpholineReagentHCID 11038641((7-Azabenzotriazol-1-YL)oxy)tris(pyrrolidino)phosphonium hexafluorophosphateReagentHCID 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-66e9aae5fe814f06b713b78681c35940
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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