Piperidine → HCID 178519854, compound

HRID 1652470Notes

Reaction equation

HRID 1652470 reaction equation
C1CCNCC1.O=C(c1c[nH]c2ccc(Br)cc12)[C@H]1CCCN1C(=O)OCc1ccccc1>C1CN2CCN1CC2.COCCOC.CS(C)=O.[Cl][Ni][Cl].c1ccc(-c2cccc[c]2[Ir]([c]2ccccc2-c2ccccn2)[c]2ccccc2-c2ccccn2)nc1>O=C(c1c[nH]c2ccc(N3CCCCC3)cc12)[C@H]1CCCN1C(=O)OCc1ccccc1

Participants

7

Reactant 2

HCID 8082PiperidineHCID 11224090Phenylmethyl (2R)-2-((5-bromo-1H-indol-3-yl)carbonyl)-1-pyrrolidinecarboxylate

Product 1

HCID 178519854HCID 178519854, compoundYield 1.318%

Reagents, catalysts & solvents 4

HCID 9237DabcoCatalystHCID 15773433Dichloronickel;1,2-dimethoxyethaneCatalystHCID 178420084HCID 178420084, compoundCatalystHCID 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-f0f658377a1a4d25bd110d2a84aec027
Source dataset
Nano CN PhotoChemistry Informers Library
Original link
View source

Reaction notes

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