HCID 71285152, compound → HCID 71284811, compound

HRID 1481746Notes

Reaction equation

HRID 1481746 reaction equation
[CH2:1]([C:3]1[C:4]([OH:27])=[C:5]([C:23]([O:25][CH3:26])=[O:24])[C:6](=[O:22])[NH:7][C:8]=1[C:9]1[CH:17]=[CH:16][C:15]2[N:14]3[CH2:18][CH2:19][CH:20]([OH:21])[C:13]3=[CH:12][C:11]=2[CH:10]=1)[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([C:3]1[C:4]([OH:27])=[C:5]([C:23]([O:25][CH3:26])=[O:24])[C:6](=[O:22])[NH:7][C:8]=1[C:9]1[CH:17]=[CH:16][C:15]2[N:14]3[CH2:18][CH2:19][C:20](=[O:21])[C:13]3=[CH:12][C:11]=2[CH:10]=1)[CH3:2]

Participants

4

Reactant 1

HCID 71285152HCID 71285152, compound

Product 1

HCID 71284811HCID 71284811, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 5-ethyl-4-hydroxy-6-(1-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-2-oxo-1,2-dihydropyridine-3-carboxylate (1.4 g, 3.8 mmol) in CH2Cl2 (20 mL) was added MnO2 (2.2 g, 25 mmol). After stirring at room temperature for 2 h, the reaction mixture was filtered through celite and concentrated to afford the title compound as a brown solid (1.0 g, 72%).

Workup

  1. filtrationthe reaction mixture was filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-92199a91f76744b7805dda63c4d7ff9c
Source dataset
uspto-grants-2016_08
Patent number
US09409905B2

Reaction notes

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