Morpholine → 4-(4-Trifluoromethylphenyl)morpholine

HRID 1318341Notes

Reaction equation

HRID 1318341 reaction equation
C1COCCN1.FC(F)(F)c1ccc(Br)cc1>Brc1ccnc(-c2cc(Br)ccn2)c1.C=[CH](C)->[Pd]1<-[Cl][Pd](<-[Cl]1)<-[CH](=C)C.CC(=O)[O-].CS(C)=O.[Cs+]>FC(F)(F)c1ccc(N2CCOCC2)cc1

Participants

9

Reactant 2

HCID 8083MorpholineHCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-

Product 3

HCID 2519CaffeineHCID 109333104-(4-Trifluoromethylphenyl)morpholineYield 0%HCID 154202994-(3-(Trifluoromethyl)phenyl)morpholineYield 0%

Reagents, catalysts & solvents 4

HCID 5152919Cesium acetateReagentHCID 155699874,4'-Dibromo-2,2'-bipyridineCatalystHCID 178461822HCID 178461822, compoundCatalystHCID 679Dimethyl SulfoxideSolvent5×

Conditions

Temperature
60 °C

Workup

  1. customThe foil sealing tape was removed from the plate.
  2. addition3 μL of a 0.0667 M solution of caffeine in DMSO was added to each reaction well using an SPT Labtech Mosquito® liquid handling robot
  3. filtrationThe plates were then centrifuged for 15 to 20 seconds. · Keep liquid
  4. aliquotFollowing centrifugation, 500 nL of the resultant mixture from each well was carefully dispensed into four 384-well analytical plates (Analytical Sales # 38435) using an SPT Labtech Mosquito® liquid handling robot. Each well of these analytical plates contained 30 μL of DMSO with 0.1% acetic acid, pre-dosed by OpenTrons, to facilitate analysis.

Sources & evidence

ORD record
ord-e2f142be81e74411b4aa2ca402ff3769
Source dataset
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Original link
View source

Reaction notes

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