HCID 67425935, compound → HCID 67427590, compound

HRID 2235401Notes

Reaction equation

HRID 2235401 reaction equation
[CH3:1][C:2]1([CH3:31])[C:10]2[C:5](=[CH:6][C:7]([N+:22]([O-])=O)=[C:8]([NH:11][C:12](=O)[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:9]=2)[N:4]([CH2:25]/[CH:26]=[CH:27]/[CH2:28][CH3:29])[C:3]1=[O:30]>C(O)(=O)C.[Fe]>[CH3:1][C:2]1([CH3:31])[C:10]2[CH:9]=[C:8]3[NH:11][C:12]([CH2:13][CH2:14][C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[N:22][C:7]3=[CH:6][C:5]=2[N:4]([CH2:25]/[CH:26]=[CH:27]/[CH2:28][CH3:29])[C:3]1=[O:30]

Participants

4

Reactant 1

HCID 67425935HCID 67425935, compound

Product 1

HCID 67427590HCID 67427590, compoundYield 82.6%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

N-[3,3-Dimethyl-6-nitro-2-oxo-1-((E)-pent-2-enyl)-2,3-dihydro-1H-indol-5-yl]-3-phenyl-propionamide (470 mg) is dissolved in acetic acid (7 ml) and iron powder (470 mg; 8.42 mmol) is added. The mixture is heated and irradiated in a microwave apparatus (150° C., 15 min) and afterwards cooled to RT. Aqueous work-up as described in Example 3b gives the desired compound (344 mg).

Workup

  1. temperatureThe mixture is heated
  2. customirradiated in a microwave apparatus (150° C., 15 min)

Sources & evidence

ORD record
ord-1745ab05517348e58c47ad15545b4b3a
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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