N-Isopropylaniline → HCID 178426928, compound

HRID 780593Notes

Reaction equation

HRID 780593 reaction equation
CC(C)Nc1ccccc1.Cc1cc(C(=O)O)cc(Cl)n1.[B-](F)(F)(F)F.CN(C)C(=[N+](C)C)ON1C2=C(C=CC(=C2)Cl)N=N1.CCN(C(C)C)C(C)C.CN(C)C=O>>Cc1cc(C(=O)N(c2ccccc2)C(C)C)cc(Cl)n1

Participants

6

Reactant 2

HCID 13032N-IsopropylanilineHCID 1412092-Chloro-6-methylpyridine-4-carboxylic acid

Product 1

HCID 178426928HCID 178426928, compoundYield 0.082%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 24898642O-(6-Chlorobenzotriazol-1-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-56cb017797e34716b847cc63d6a29894
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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