Réaction #1385065

ord-bb13ac995b2f461c861172f926856487

Équation de réaction

FC(F)(F)c1ccc(I)cc1
4-Iodobenzotrifluoride
C1COCCN1
Morpholine
→
Cn1c(=O)c2c(ncn2C)n(C)c1=O
Cn1c(=O)c2c(ncn2C)n(
FC(F)(F)c1ccc(N2CCOCC2)cc1
FC(F)(F)c1ccc(N2CCOC
Rendement 21.8%
FC(F)(F)c1cccc(N2CCOCC2)c1
FC(F)(F)c1cccc(N2CCO

Réactifs

FC(F)(F)c1ccc(I)cc1
4-Iodobenzotrifluoride
CAS: 455-13-0
C1COCCN1
Morpholine
CAS: 110-91-8

Réactifs

[Cl][Cu]
COPPER(I) CHLORIDE
CAS: 7758-89-6
C[Si](C)(C)[O-].[Na+]
Sodium trimethylsilanolate
CAS: 18027-10-6
COc1cc(OC)c(NC(=O)C(=O)Nc2c(OC)cc(OC)cc2OC)c(OC)c1
BTMPO
CAS: 957476-07-2

Solvants

CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso
CS(C)=O
dmso

Conditions de réaction

Température
80°CELSIUS

Traitement

  1. 1
    AutreThe foil sealing tape was removed from the plate.
  2. 2
    workup.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. 3
    FiltrationThe plates were then centrifuged for 15 to 20 seconds.
  4. 4
    workup.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.

Source

DOI: 10.1021/jacs.6c05959High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions