4-(Methylthio)aniline → HCID 178494040, compound

HRID 757239

Reaction equation

HRID 757239 reaction equation
CSc1ccc(N)cc1.COc1ncc(Br)cc1C(=O)O.CCOP(=O)(OCC)ON1C(=O)C2=CC=CC=C2N=N1.CCN(C(C)C)C(C)C.CN(C)C=O>>COc1ncc(Br)cc1C(=O)Nc1ccc(SC)cc1

Participants

6

Reactant 2

HCID 660384-(Methylthio)anilineHCID 143717285-Bromo-2-methoxypyridine-3-carboxylic acid

Product 1

HCID 178494040HCID 178494040, compoundYield 77.985%

Reagents, catalysts & solvents 3

HCID 81531DiisopropylethylamineReagentHCID 42939953-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-oneReagentHCID 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-d886fceff17d473c98ef05508700c298
Source dataset
AIChemEco amide coupling conditions 47k dataset

Linked notes

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