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Piperidine → HCID 178431711, compound

HRID 1651976
Notes
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Reaction equation

HRID 1651976 reaction equation
C1CCNCC1.CC1(C)OC(=O)C(Oc2ccc(Br)cn2)=C1c1ccc(S(C)(=O)=O)cc1>C1CN2CCN1CC2.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.COCCOC.CS(C)=O.F[P-](F)(F)(F)(F)F.[Cl][Ni][Cl].c1ccc(-c2cccc[c]2[Ir+][c]2ccccc2-c2ccccn2)nc1>CC1(C)OC(=O)C(Oc2ccc(N3CCCCC3)cn2)=C1c1ccc(S(C)(=O)=O)cc1
ParticipantsConditionsWorkupSources & evidenceReaction notes

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 12.107%

Reagents, catalysts & solvents 4

HCID 9237DabcoCatalystHCID 15773433Dichloronickel;1,2-dimethoxyethaneCatalystHCID 178441140HCID 178441140, 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-dd3e9cf1582e4c01a9f15060e4476073
Source dataset
Nano CN PhotoChemistry Informers Library
DOI
10.1021/acs.accounts.0c00760
Original link
View source

Reaction notes

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