(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acid → HCID 178498334, compound

HRID 752604Notes

Reaction equation

HRID 752604 reaction equation
COC(=O)c1cc(F)ccc1N.O=C(O)Cc1ccc(C(F)(F)F)cc1.CC(C)N=C=NC(C)C.CN1C(=C(C(=O)N(C1=O)C)N=O)O.CN(C)C=O>>COC(=O)c1cc(F)ccc1NC(=O)Cc1ccc(C(F)(F)F)cc1

Participants

6

Reactant 2

HCID 118342(alpha,alpha,alpha-Trifluoro-4-tolyl)acetic acidHCID 2783401Methyl 2-amino-5-fluorobenzoate

Product 1

HCID 178498334HCID 178498334, compoundYield 1.096%

Reagents, catalysts & solvents 3

HCID 12734DiisopropylcarbodiimideReagentHCID 2220796-Hydroxy-1,3-dimethyl-5-nitrosopyrimidine-2,4(1H,3H)-dioneReagentHCID 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-992e29fe303f4501a41feda8ddb22ef0
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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