methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate → HCID 10104433, compound

HRID 74573

Reaction equation

HRID 74573 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH2:7][NH:8]2)([O-])=O.[H][H]>CO.[Ni]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH2:7][NH:8]2

Participants

5

Reactant 2

HCID 10243182methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetateHCID 178418361HCID 178418361, compound

Product 1

HCID 10104433HCID 10104433, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

2.0 g (8.5 mmol) methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate in 70 mL MeOH were combined with 0.30 g Raney nickel and hydrogenated for 2 h in a hydrogen atmosphere. The catalyst was removed by suction filtering and the solution was concentrated by rotary evaporation. The residue was immediately reacted further without further purification.

Workup

  1. customThe catalyst was removed by suction
  2. filtrationfiltering
  3. concentrationthe solution was concentrated by rotary evaporation
  4. customThe residue was immediately reacted further without further purification

Sources & evidence

ORD record
ord-5ff40530b07748d5b45375c1bd584cf4
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Linked notes

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