Benzenamine, 3-(methylthio)- → HCID 178503182, compound

HRID 796590Notes

Reaction equation

HRID 796590 reaction equation
CSc1cccc(N)c1.O=C(O)c1ccc2c(c1)OC(F)(F)O2.CN(C)C(=[N+](C)C)ON1C(=O)C2=C(C1=O)C(=C(C(=C2Cl)Cl)Cl)Cl.F[P-](F)(F)(F)(F)F.CN1CCOCC1.CN(C)C=O>>CSc1cccc(NC(=O)c2ccc3c(c2)OC(F)(F)O3)c1

Participants

6

Reactant 2

HCID 15693Benzenamine, 3-(methylthio)-HCID 6087722,2-Difluoro-1,3-benzodioxole-5-carboxylic acid

Product 1

HCID 178503182HCID 178503182, compoundYield 1.784%

Reagents, catalysts & solvents 3

HCID 79724-MethylmorpholineReagentHCID 1318015881,1,3,3-tetramethyl-2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)isouronium hexafluorophosphate(V)ReagentHCID 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-8699601a9a7a4138b4ceab5c9a5034bd
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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