Piperidine → HCID 178431711, compound

HRID 1653279Notes

Reaction equation

HRID 1653279 reaction equation
C1CCNCC1.CC1(C)OC(=O)C(Oc2ccc(Br)cn2)=C1c1ccc(S(C)(=O)=O)cc1>C1CN2CCN1CC2.COCCOC.CS(C)=O.F[B-](F)(F)F.[Cl][Ni][Cl].c1ccc(-c2cc(-c3ccccc3)[o+]c(-c3ccccc3)c2)cc1>CC1(C)OC(=O)C(Oc2ccc(N3CCCCC3)cn2)=C1c1ccc(S(C)(=O)=O)cc1

Participants

7

Reactant 2

HCID 8082PiperidineHCID 99328283-((5-Bromopyridin-2-yl)oxy)-5,5-dimethyl-4-(4-(methylsulfonyl)phenyl)furan-2(5H)-one

Product 1

HCID 178431711HCID 178431711, compoundYield 23.648%

Reagents, catalysts & solvents 4

HCID 9237DabcoCatalystHCID 9930615Pyrylium, 2,4,6-triphenyl-, tetrafluoroborate(1-)CatalystHCID 15773433Dichloronickel;1,2-dimethoxyethaneCatalystHCID 679Dimethyl SulfoxideSolvent3×

Conditions

Temperature
55 °C

Workup

  1. additionThe samples was moved from a 1536 well plate into a 384 well plate. The 384 well plate contained 75 microliter of 1% Acetic acid in DMSO solution with 0.003M trimethoxybenzene. The reaction plate was rinsed three times with the same solution to make a total addition volume of ~90 microliters
  2. aliquot25 microliter of quenched reaction mixture was taken
  3. additionTo the 25 microliter aliquot 50 microliter of DMSO was added. If the original reaction concentration was 0.05 M (wrt limiting reagent). This would make a final analytical concentration of 0.36 mM which is in line with typical analytical concentrations from this group.

Sources & evidence

ORD record
ord-41fba73460e64207989879b4b48b9b42
Source dataset
Nano CN PhotoChemistry Informers Library
Original link
View source

Reaction notes

Loading…