HCID 17802736, compound → HCID 20149363, compound

HRID 2235423Notes

Reaction equation

HRID 2235423 reaction equation
C[N:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:14][CH3:15])=[C:8]([N+:11]([O-])=O)[CH:9]=2)[C:4]([CH3:17])([CH3:16])[C:3]1=[O:18]>CO.[Pd]>[NH2:11][C:8]1[CH:9]=[C:10]2[C:5]([C:4]([CH3:16])([CH3:17])[C:3](=[O:18])[NH:2]2)=[CH:6][C:7]=1[NH:14][CH3:15]

Participants

4

Reactant 1

HCID 17802736HCID 17802736, compound

Product 1

HCID 20149363HCID 20149363, compoundYield 88.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1,3,3-Trimethyl-5-methylamino-6-nitro-1,3-dihydro-indol-2-one (176 mg) is dissolved in MeOH (22 ml) and hydrogenated at 3 bar and 40° C. for 5 h using Pd/C (10%) (18 mg). After filtration and evaporation the crude material is purified by flash chromatography on silica gel eluting with CH2Cl2/MeOH (30:1) to give the title compound (128 mg).

Workup

  1. filtrationAfter filtration and evaporation the crude material
  2. customis purified by flash chromatography on silica gel eluting with CH2Cl2/MeOH (30:1)

Sources & evidence

ORD record
ord-e28ff480eff74e25ac0b2eaf3179b237
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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