HCID 57426190, compound → HCID 57426196, compound

HRID 641399Notes

Reaction equation

HRID 641399 reaction equation
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N+:13]([O-])=O)[N:6]([CH2:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:5]=1)#[N:2]>CCO.[Pd]>[NH2:13][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[C:4]([CH2:3][C:1]#[N:2])=[CH:5][N:6]2[CH2:16][C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18]

Participants

4

Reactant 1

HCID 57426190HCID 57426190, compound2×

Product 1

HCID 57426196HCID 57426196, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of tert-butyl [3-(cyanomethyl)-4-nitro-1H-indol-1-yl]acetate (700 mg, 2.22 mmol, described in Intermediate 11) and 10% Pd/C (65 mg) in EtOH (20 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm). After 4 h, the reaction was filtered through a Celite pad and concentrated in vacuo to give the title compound. MS: m/z=286 (M+1).

Workup

  1. filtrationthe reaction was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ab8c7fd738ab451493fd310c6166740e
Source dataset
uspto-grants-2010_04
Patent number
US07696192B2

Reaction notes

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