Piperidine → HCID 178439936, compound

HRID 1653146Notes

Reaction equation

HRID 1653146 reaction equation
C1CCNCC1.CCCc1nc2ccc(I)cc2c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(C)(C)C)cc1>C1CN2CCN1CC2.COCCOC.CS(C)=O.O=C1OC2(c3cc(I)c(O)c(I)c3Oc3c2cc(I)c(O)c3I)c2c(Cl)c(Cl)c(Cl)c(Cl)c21.[Cl][Ni][Cl]>CCCc1nc2ccc(N3CCCCC3)cc2c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(C)(C)C)cc1

Participants

7

Reactant 2

HCID 8082PiperidineHCID 132556033HCID 132556033, compound

Product 1

HCID 178439936HCID 178439936, compoundYield 16.285%

Reagents, catalysts & solvents 4

HCID 9237DabcoCatalystHCID 69439Rose Bengal LactoneCatalystHCID 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-40196433bfa741e7ba3b37e1c6d3a99c
Source dataset
Nano CN PhotoChemistry Informers Library
Original link
View source

Reaction notes

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