HCID 21959524, compound → HCID 21959356, compound

HRID 887653Notes

Reaction equation

HRID 887653 reaction equation
[CH3:1][N:2]1[CH2:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[C:10]([N+:15]([O-])=O)[CH:11]=3)[C:6]([CH3:19])([CH3:18])[C:5]=2[CH:4]=[CH:3]1>CCO.Cl.[Pd]>[CH3:1][N:2]1[CH2:14][CH:13]2[CH:5]([C:6]([CH3:19])([CH3:18])[C:7]3[C:12]2=[CH:11][C:10]([NH2:15])=[CH:9][CH:8]=3)[CH2:4][CH2:3]1

Participants

5

Reactant 1

HCID 21959524HCID 21959524, compound

Product 1

HCID 21959356HCID 21959356, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3,9,9-Trimethyl-6-nitro-4,9-dihydro-3H-3-aza-fluorene (700 mg) was dissolved in EtOH (20 mL) with aqueous HCl (1N, 5 mL) and suspended with Pd/C (10%, 100 mg). The flask was capped with a balloon filled with H2. The reaction was completed in 6 h at RT. The reaction mixture was filtered through a layer of Celite® with MeOH. The combined filtrate was concentrated to give desired compound. (MS: M+H=231).

Workup

  1. customThe flask was capped with a balloon
  2. additionfilled with H2
  3. filtrationThe reaction mixture was filtered through a layer of Celite® with MeOH
  4. concentrationThe combined filtrate was concentrated

Sources & evidence

ORD record
ord-5c03c3ba0c014a89b02d88e3cd89adff
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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