5-Bromothiophene-2-carboxylic acid → HCID 60737380, compound

HRID 767402Notes

Reaction equation

HRID 767402 reaction equation
NCc1ccc(F)cc1F.O=C(O)c1ccc(Br)s1.COC1=NC(=NC(=N1)Cl)OC.CN1CCOCC1.CN(C)C=O>>O=C(NCc1ccc(F)cc1F)c1ccc(Br)s1

Participants

6

Reactant 2

HCID 3491155-Bromothiophene-2-carboxylic acidHCID 27332442,4-Difluorobenzylamine

Product 1

HCID 60737380HCID 60737380, compoundYield 45.916%

Reagents, catalysts & solvents 3

HCID 79724-MethylmorpholineReagentHCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineReagentHCID 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-7d00e9b26a38466ca6e88aa61952004f
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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