Piperidine → HCID 178501343, compound

HRID 1652547Notes

Reaction equation

HRID 1652547 reaction equation
C1CCNCC1.COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1>C1CN2CCN1CC2.COCCOC.CS(C)=O.F[B-](F)(F)F.[Cl][Ni][Cl].c1ccc(-c2cc(-c3ccccc3)[o+]c(-c3ccccc3)c2)cc1>COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(N4CCCCC4)c3C2)CN1C(=O)OCc1ccccc1

Participants

7

Reactant 2

HCID 8082PiperidineHCID 547543691-Benzyl 2-methyl (2S,4R)-4-((4-bromoisoindoline-2-carbonyl)oxy)pyrrolidine-1,2-dicarboxylate

Product 1

HCID 178501343HCID 178501343, compoundYield 0%

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-7589cf374301403dbbf0181e45af8af2
Source dataset
Nano CN PhotoChemistry Informers Library
Original link
View source

Reaction notes

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