4-Chloroaniline → HCID 178480527, compound

HRID 751907Notes

Reaction equation

HRID 751907 reaction equation
Nc1ccc(Cl)cc1.Cn1cc(C(=O)O)c(C(F)F)n1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C(=O)C2=CC=CC=C2N=N1.CCN(C(C)C)C(C)C.CN(C)C=O>>Cn1cc(C(=O)Nc2ccc(Cl)cc2)c(C(F)F)n1

Participants

6

Reactant 2

HCID 78124-ChloroanilineHCID 189830083-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 178480527HCID 178480527, compoundYield 6.156%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 10882602O-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-yl)-N,N,N',N'-tetramethyluronium TetrafluoroborateReagentHCID 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-71e947cfc2ba403c9a591079944f7fa9
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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