Pyrrole → HCID 17774190, compound

HRID 376749Notes

Reaction equation

HRID 376749 reaction equation
[C:1]1(=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH:3]=[CH:2]1.[NH:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1>C(O)(=O)C.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[NH:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[C:3]1[C:4](=[O:11])[C:5]2[C:10]([C:1](=[O:12])[CH:2]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

5

Reactant 2

HCID 8027PyrroleHCID 85301,4-Naphthoquinone

Product 1

HCID 17774190HCID 17774190, compoundYield 18%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 176Acetic AcidSolvent

Procedure

Using the procedure described in Example 1, starting with 3.16 millimol of 1,4-naphthoquinone, 25 millimol of pyrrole and 3.16 millimol of copper acetate in 50 ml of acetic acid, the product 2-(1H-pyrrol-2-yl)-[1,4]-naphthoquinone was isolated in a yield of 18% after purification by chromatography on a column of silica.

Sources & evidence

ORD record
ord-2ae8679acc344f2a894293f873bc0faa
Source dataset
uspto-grants-2000_02
Patent number
US06022379

Reaction notes

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