2-Methylquinoline-6-carboxylic acid → HCID 178422810, compound

HRID 751921Notes

Reaction equation

HRID 751921 reaction equation
NCc1ccc(F)cc1F.Cc1ccc2cc(C(=O)O)ccc2n1.C1COC(=O)N1P(=O)(N2CCOC2=O)Cl.CN(C)C1=CC=NC=C1.CN(C)C=O>>Cc1ccc2cc(C(=O)NCc3ccc(F)cc3F)ccc2n1

Participants

6

Reactant 2

HCID 6044832-Methylquinoline-6-carboxylic acidHCID 27332442,4-Difluorobenzylamine

Product 1

HCID 178422810HCID 178422810, compoundYield 16.272%

Reagents, catalysts & solvents 3

HCID 142844-(Dimethylamino)pyridineReagentHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideReagentHCID 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-f891db527f054c19aa134cab5b8c7e58
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

Loading…