HCID 69071243, compound → HCID 69071294, compound

HRID 2374486Notes

Reaction equation

HRID 2374486 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[N:7]([CH:14]([CH3:16])[CH3:15])[C:6](=[O:17])[C:5]2([CH2:20][CH3:21])[CH2:18][CH3:19]>CO.O1CCCC1.[Pd]>[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[N:7]([CH:14]([CH3:15])[CH3:16])[C:6](=[O:17])[C:5]2([CH2:20][CH3:21])[CH2:18][CH3:19]

Participants

4

Reactant 1

HCID 69071243HCID 69071243, compound

Product 1

HCID 69071294HCID 69071294, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 5-amino-3,3-diethyl-1-isopropyl-6-nitro-1,3-dihydro-indol-2-one (1.9 g, 6.52 mmol) in methanol/tetrahydrofuran (THF) (1:1, 80 ml) palladium on charcoal (10%, 1.2 g) was added and the mixture hydrogenated at room temperature for 4 h. After filtration the solvent was evaporated and the residue triturated with iso-hexane to yield 1.7 g 5,6-diamino-3,3-diethyl-1-isopropyl-1,3-dihydro-indol-2-one (6.50 mmol, 99%).

Workup

  1. filtrationAfter filtration the solvent
  2. customwas evaporated
  3. customthe residue triturated with iso-hexane

Sources & evidence

ORD record
ord-a07a990453c5413cafc7088c2acec81e
Source dataset
uspto-grants-2008_12
Patent number
US07462639B2

Reaction notes

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