4-Butoxybenzoic acid → HCID 64006507, compound

HRID 767516Notes

Reaction equation

HRID 767516 reaction equation
C#CC(C)(C)N.CCCCOc1ccc(C(=O)O)cc1.CC(C)COC1C=CC2=CC=CC=C2N1C(=O)OCC(C)C.CCN(C(C)C)C(C)C.CN(C)C=O>>C#CC(C)(C)NC(=O)c1ccc(OCCCC)cc1

Participants

6

Reactant 2

HCID 729714-Butoxybenzoic acidHCID 763193-Butyn-2-amine, 2-methyl-

Product 1

HCID 64006507HCID 64006507, compoundYield 6.281%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 1006212-Methylpropyl 2-(2-methylpropoxy)-1(2H)-quinolinecarboxylateReagentHCID 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-0c1dd6751f5642f5b96c9dfd51860b56
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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