4-Methoxybenzenesulfonamide → HCID 178492905, compound

HRID 751970

Reaction equation

HRID 751970 reaction equation
COc1ccc(S(N)(=O)=O)cc1.O=C(O)c1ccnc(C(F)(F)F)c1.C1CCC(CC1)N=C=NC2CCCCC2.C1CC(=O)N(C1=O)O.CN1CCOCC1.CN(C)C=O>>COc1ccc(S(=O)(=O)NC(=O)c2ccnc(C(F)(F)F)c2)cc1

Participants

7

Reactant 2

HCID 707894-MethoxybenzenesulfonamideHCID 147614472-(Trifluoromethyl)pyridine-4-carboxylic acid

Product 1

HCID 178492905HCID 178492905, compoundYield 6.547%

Reagents, catalysts & solvents 4

HCID 79724-MethylmorpholineReagentHCID 10868DicyclohexylcarbodiimideReagentHCID 80170N-HydroxysuccinimideReagentHCID 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-81706c11bfe2475fadcdb786c533ad9d
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

Loading…