tert-Butyl 6-amino-3,3-dimethyl-2,3-dihydro-1H-indole-1-carboxylate → HCID 67520392, compound

HRID 2115875Notes

Reaction equation

HRID 2115875 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:19])([CH3:18])[CH2:7][N:8]2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:4][CH:3]=1.[H][H]>CO.[Pd]>[C:14]([O:13][C:11]([N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([NH2:1])[CH:10]=2)[C:6]([CH3:19])([CH3:18])[CH2:7]1)=[O:12])([CH3:17])([CH3:15])[CH3:16].[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:19])([CH3:18])[CH2:7][N:8]2[C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 50999068tert-Butyl 6-amino-3,3-dimethyl-2,3-dihydro-1H-indole-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 67520392HCID 67520392, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a mixture of tert-butyl 6-amino-3,3-dimethylindoline-1-carboxylate (500 mg, 1.9 mmol) in MeOH (25 mL), under nitrogen, Pd/C (wet w/MeOH) was added and the atmosphere changed to hydrogen. The reaction mixture was stirred at RT for 3 h. The reaction mixture was filtered through a pad of celite and evaporated to give the title compound as a thick liquid.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. customevaporated

Sources & evidence

ORD record
ord-92f09cebcdfd4df7af4f946989b23d21
Source dataset
uspto-grants-2008_10
Patent number
US07435823B2

Reaction notes

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