HCID 71284382, compound → HCID 71284929, compound

HRID 1481729Notes

Reaction equation

HRID 1481729 reaction equation
[CH3:1][O:2][C:3]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:4]=1[CH2:5][N:6]1[C:11]([C:12]2[CH:20]=[CH:19][C:18]3[N:17]4[CH2:21][CH2:22][CH:23]([OH:24])[C:16]4=[CH:15][C:14]=3[CH:13]=2)=[C:10]([CH2:25][CH3:26])[CH:9]=[C:8]([C:27]([O:29][CH3:30])=[O:28])[C:7]1=[O:31]>C(Cl)Cl.O=[Mn]=O>[CH3:1][O:2][C:3]1[CH:35]=[C:34]([O:36][CH3:37])[CH:33]=[CH:32][C:4]=1[CH2:5][N:6]1[C:11]([C:12]2[CH:20]=[CH:19][C:18]3[N:17]4[CH2:21][CH2:22][C:23](=[O:24])[C:16]4=[CH:15][C:14]=3[CH:13]=2)=[C:10]([CH2:25][CH3:26])[CH:9]=[C:8]([C:27]([O:29][CH3:30])=[O:28])[C:7]1=[O:31]

Participants

4

Reactant 1

HCID 71284382HCID 71284382, compound

Product 1

HCID 71284929HCID 71284929, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 1-(2,4-dimethoxybenzyl)-5-ethyl-6-(1-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (1.3 g, 2.6 mmol) in CH2Cl2 (20 mL) was added MnO2 in two batches over 2 hrs (2.3 g, 26 mmol). The reaction mixture was then filtered through celite and concentrated to afford the title compound as an orange solid (1.1 g, 85%).

Workup

  1. filtrationThe reaction mixture was then filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-c50669ae843b47ddb5961b78bd33f8c4
Source dataset
uspto-grants-2016_08
Patent number
US09409905B2

Reaction notes

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