Piperidine → HCID 178474765, compound

HRID 1653155Notes

Reaction equation

HRID 1653155 reaction equation
C1CCNCC1.CC(=O)NC(C)(C)[C@@H]1CC2(CCN(C(=O)OC(C)(C)C)CC2)c2cc(Cl)c(C)cc21>C1CN2CCN1CC2.COCCOC.CS(C)=O.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.[Cl][Ni][Cl].[Ru+2].c1ccc(-c2ccccn2)nc1.c1ccc(-c2ccccn2)nc1.c1ccc(-c2ccccn2)nc1>CC(=O)NC(C)(C)[C@@H]1CC2(CCN(C(=O)OC(C)(C)C)CC2)c2cc(N3CCCCC3)c(C)cc21

Participants

7

Reactant 2

HCID 8082PiperidineHCID 24805585tert-Butyl (R)-3-(2-acetamidopropan-2-yl)-6-chloro-5-methyl-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

Product 1

HCID 178474765HCID 178474765, compoundYield 0.232%

Reagents, catalysts & solvents 4

HCID 9237DabcoCatalystHCID 15198703Tris(2,2'-bipyridine)ruthenium(II) Bis(hexafluorophosphate)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-1209f5c8298848c7a7e63cc807d0ebaf
Source dataset
Nano CN PhotoChemistry Informers Library
Original link
View source

Reaction notes

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