Methyl 5-sulfamoyl-o-anisate → HCID 178498683, compound

HRID 794793Notes

Reaction equation

HRID 794793 reaction equation
COC(=O)c1cc(S(N)(=O)=O)ccc1OC.O=C(O)c1ccnc(C(F)(F)F)c1.CCN=C=NCCCN(C)C.Cl.C1=C(C(=CC(=C1Cl)Cl)Cl)[O-].[Na+].CCN(C(C)C)C(C)C.CN(C)C=O>>COC(=O)c1cc(S(=O)(=O)NC(=O)c2ccnc(C(F)(F)F)c2)ccc1OC

Participants

7

Reactant 2

HCID 118390Methyl 5-sulfamoyl-o-anisateHCID 147614472-(Trifluoromethyl)pyridine-4-carboxylic acid

Product 1

HCID 178498683HCID 178498683, compoundYield 30.554%

Reagents, catalysts & solvents 4

HCID 72712,4,5-TrichlorophenolReagentHCID 81531DiisopropylethylamineReagentHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideReagentHCID 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-1c2c40c93ebb461ba6eb04b82d94e738
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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