3-Bromopyridine → 4-(4-Phenylpiperidin-1-yl)pyridine

HRID 1337974Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1337974
Brc1cccnc1.c1ccc(C2CCNCC2)cc1>CC(C)(C)[O-].CC(C)[C@@H]1COC(c2cccc(C3=N[C@H](C(C)C)CO3)n2)=N1.CS(C)=O.[Cu][Br].[K+]>c1ccc(C2CCN(c3cccnc3)CC2)cc1

Komponenten

9

Edukt 2

HCID 122863-BromopyridineHCID 698734-Phenylpiperidine

Produkt 3

HCID 2519CaffeineHCID 1223802233-(4-Phenyl-1-piperidinyl)pyridineAusbeute 21,34 %HCID 1398883374-(4-Phenylpiperidin-1-yl)pyridineAusbeute 22,255 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23665647Potassium tert-butoxideReagenzHCID 24593copper(I) bromideKatalysatorHCID 688213(R,R)-2,6-Bis(4-isopropyl-2-oxazolin-2-yl)pyridineKatalysatorHCID 679Dimethyl SulfoxideLösungsmittel5×

Reaktionsbedingungen

Temperatur
60 °C

Aufarbeitung

  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. · liquid-Phase beibehalten
  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.

Quellen und Nachweise

ORD-Eintrag
ord-7814a69756194e3eb6e8489453dd858f
Quelldatensatz
High-throughput exploration of 50,688 Pd-, Ni- and Cu-catalysed C–N coupling reactions
Originallink
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