Piperidine → HCID 178501343, compound

HRID 867265Notes

Reaction equation

HRID 867265 reaction equation
C1CCNCC1.COC(=O)[C@@H]1C[C@@H](OC(=O)N2Cc3cccc(Br)c3C2)CN1C(=O)OCc1ccccc1>CS(C)=O.Cc1cccc(C)c1NC(=O)C(=O)O.O=P([O-])([O-])[O-].[Cu][I].[K+].[K+].[K+]>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 54.2%

Reagents, catalysts & solvents 4

HCID 62657Potassium Phosphate, TribasicReagentHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 149878692-(2,6-Dimethylphenylamino)-2-oxoacetic acidCatalystHCID 679Dimethyl SulfoxideSolvent2×

Conditions

Temperature
80 °C

Workup

  1. additionThe reaction vials were then cooled to r.t. and diluted with 100 μL of 5% AcOH in DMSO, containing 1,3,5-trimethoxybenzene (0.005M) and were shaken vigorously.
  2. aliquot25 microliter of resulting solution is taken
  3. additionTo the 25 microliter aliquot 700 microliter of MeCN was added prior to UPLC-MS Analysis

Sources & evidence

ORD record
ord-e1e8040376254ffbb48ef245fa505172
Source dataset
Figure 4 from Chemistry informer libraries
Original link
View source

Reaction notes

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