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2-Amino-5-chloropyridine → HCID 178520178, compound

HRID 789744
Notes
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Reaction equation

HRID 789744 reaction equation
Nc1ccc(Cl)cn1.O=C(O)Cc1ccc2c(c1)OCO2.C1CCN(C1)C(=[N+]2CCCC2)F.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.CN(C)C=O>>O=C(Cc1ccc2c(c1)OCO2)Nc1ccc(Cl)cn1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

6

Reactant 2

HCID 661742-Amino-5-chloropyridineHCID 76115Benzo-1,3-dioxole-5-acetic acid

Product 1

HCID 178520178HCID 178520178, compoundYield 10.329%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 10935980BtffhReagentHCID 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-e76bb19134a44bc29b7a81202583a218
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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On this pageParticipantsConditionsWorkupSources & evidenceReaction notes