Piperidine → HCID 178431711, compound

Reaction equation

C1CCNCC1.CC1(C)OC(=O)C(Oc2ccc(Br)cn2)=C1c1ccc(S(C)(=O)=O)cc1>CS(C)=O.Cc1cccc(C)c1NC(=O)C(=O)O.O=P([O-])([O-])[O-].[Cu][I].[K+].[K+].[K+]>CC1(C)OC(=O)C(Oc2ccc(N3CCCCC3)cn2)=C1c1ccc(S(C)(=O)=O)cc1

Participants

Conditions

Temperature: 80 °C

Workup

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.
aliquot25 microliter of resulting solution is taken
additionTo the 25 microliter aliquot 700 microliter of MeCN was added prior to UPLC-MS Analysis

Sources & evidence

ORD record: ord-99b7071ffced43b894b9fac46551019d
Source dataset: Figure 4 from Chemistry informer libraries
DOI: 10.1039/C5SC04751J
Original link: View source

Reaction notes

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Participants

Reactant 2

HCID 8082Piperidine

HCID 99328283-((5-Bromopyridin-2-yl)oxy)-5,5-dimethyl-4-(4-(methylsulfonyl)phenyl)furan-2(5H)-one

Product 1

HCID 178431711HCID 178431711, compoundYield 23%

Reagents, catalysts & solvents 4

HCID 62657Potassium Phosphate, TribasicReagent

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

HCID 149878692-(2,6-Dimethylphenylamino)-2-oxoacetic acidCatalyst

HCID 679Dimethyl SulfoxideSolvent2×

Conditions

Temperature: 80 °C

Workup

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.
aliquot25 microliter of resulting solution is taken
additionTo the 25 microliter aliquot 700 microliter of MeCN was added prior to UPLC-MS Analysis

Sources & evidence

ORD record: ord-99b7071ffced43b894b9fac46551019d
Source dataset: Figure 4 from Chemistry informer libraries
DOI: 10.1039/C5SC04751J
Original link: View source

Reaction notes

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