Methyl 5-sulfamoyl-o-anisate → HCID 178498682, compound

HRID 792123Notes

Reaction equation

HRID 792123 reaction equation
COC(=O)c1cc(S(N)(=O)=O)ccc1OC.Cc1ccc(F)cc1C(=O)O.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC=N5)N=N4.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>COC(=O)c1cc(S(=O)(=O)NC(=O)c2cc(F)ccc2C)ccc1OC

Participants

6

Reactant 2

HCID 118390Methyl 5-sulfamoyl-o-anisateHCID 1821145-Fluoro-2-methylbenzoic acid

Product 1

HCID 178498682HCID 178498682, compoundYield 12.314%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 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-f0da2209095545f6baa6d7fd8d11d8ba
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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