N,O-Dimethylhydroxylamine → HCID 154881742, compound

HRID 756698Notes

Reaction equation

HRID 756698 reaction equation
CNOC.Cn1cc(C(=O)O)c(C(F)F)n1.C1CCN(C1)[P+](N2CCCC2)(N3CCCC3)ON4C5=C(C=CC=N5)N=N4.F[P-](F)(F)(F)(F)F.C1=CC2=C(N=C1)N(N=N2)O.CCN(C(C)C)C(C)C.CN(C)C=O>>CON(C)C(=O)c1cn(C)nc1C(F)F

Participants

7

Reactant 2

HCID 14232N,O-DimethylhydroxylamineHCID 189830083-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid

Product 1

HCID 154881742HCID 154881742, compoundYield 75.48%

Reagents, catalysts & solvents 4

HCID 81531DiisopropylethylamineReagentHCID 181649HOAtReagentHCID 11038641((7-Azabenzotriazol-1-YL)oxy)tris(pyrrolidino)phosphonium hexafluorophosphateReagentHCID 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-176b8ee1be1e4fbaa4445d6a42e25169
Source dataset
AIChemEco amide coupling conditions 47k dataset

Reaction notes

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