HCID 23092689, compound → HCID 67427255, compound

HRID 2235421Notes

Reaction equation

HRID 2235421 reaction equation
[CH2:1]([C:3]1([CH2:28][CH3:29])[C:11]2[C:6](=[CH:7][C:8]([N+:23]([O-])=O)=[C:9]([NH:12][C:13](=O)[C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[CH:10]=2)[N:5]([CH3:26])[C:4]1=[O:27])[CH3:2]>[Ni]>[CH2:1]([C:3]1([CH2:28][CH3:29])[C:11]2[CH:10]=[C:9]3[NH:12][C:13]([C:14]4[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=4)=[N:23][C:8]3=[CH:7][C:6]=2[N:5]([CH3:26])[C:4]1=[O:27])[CH3:2]

Participants

3

Reactant 1

HCID 23092689HCID 23092689, compound

Product 1

HCID 67427255HCID 67427255, compound

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

7,7-Diethyl-2-(4-methoxy-phenyl)-5-methyl-5,7-dihydro-1H-imidazo[4,5-f]indol-6-one is prepared from N-(3,3-diethyl-1-methyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-4-methoxy-benzamide (250 mg) by hydrogenation at 70° C. as described in Example 1b using Raney nickel (70 mg) as catalyst. The crude material is purified by flash chromatography on silica gel eluted with light petroleum/EtOAc (1:2) to give the compound (95 mg).

Workup

  1. customThe crude material is purified by flash chromatography on silica gel
  2. washeluted with light petroleum/EtOAc (1:2)

Sources & evidence

ORD record
ord-61647e64558b4a11a9d415fcce1717c9
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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