5-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-one → 5,6-Diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-one

HRID 2235455Notes

Reaction equation

HRID 2235455 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]([CH2:14][CH3:15])[C:6](=[O:16])[C:5]2([CH3:18])[CH3:17]>CO.[Pd]>[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[N:7]([CH2:14][CH3:15])[C:6](=[O:16])[C:5]2([CH3:17])[CH3:18]

Participants

4

Reactant 1

HCID 230926495-Amino-1-ethyl-3,3-dimethyl-6-nitro-1.3-dihydro-indol-2-one

Product 1

HCID 674257515,6-Diamino-1-ethyl-3,3-dimethyl-1,3-dihydro-indol-2-oneYield 37.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Analogously to general procedure (II) the compound (1,3 g) is prepared from A2 (3.9 g) in MeOH (160 ml) using Pd/C (0.4 g) as a catalyst (12 h).

Workup

  1. custom(12 h)

Sources & evidence

ORD record
ord-e7e0a3d610b24a45acbcd35e3081a2ae
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

Loading…