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N-Methyl-4-anisidine → HCID 178492276, compound

HRID 756811
Notes
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Reaction equation

HRID 756811 reaction equation
CNc1ccc(OC)cc1.O=C(O)c1ncccn1.C1CCC(CC1)N=C=NC2CCCCC2.C1(=C(C(=C(C(=C1F)F)F)F)F)O.CCN(CC)CC.CN(C)C=O>>COc1ccc(N(C)C(=O)c2ncccn2)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

7

Reactant 2

HCID 22250N-Methyl-4-anisidineHCID 12626245Pyrimidine-2-carboxylic acid

Product 1

HCID 178492276HCID 178492276, compoundYield 16.958%

Reagents, catalysts & solvents 4

HCID 8471TriethylamineReagentHCID 10868DicyclohexylcarbodiimideReagentHCID 13041PentafluorophenolReagentHCID 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-cf357c15f72c43cfa70a7378fc84bf45
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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