Ammonium formate → HCID 19041510, compound

HRID 1683895Notes

Reaction equation

HRID 1683895 reaction equation
C([N:8]([CH2:21][CH2:22][CH3:23])[CH:9]1[CH2:20][C:19]2[C:11](=[CH:12][CH:13]=[C:14]3[C:18]=2[CH:17]=[CH:16][NH:15]3)[CH2:10]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH2:21]([NH:8][CH:9]1[CH2:20][C:19]2[CH:18]=[C:14]3[C:13]([CH:17]=[CH:16][NH:15]3)=[CH:12][C:11]=2[CH2:10]1)[CH2:22][CH3:23]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 19041566HCID 19041566, compound

Product 1

HCID 19041510HCID 19041510, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of benzyl-propyl-(3,6,7,8-tetrahydro-3-aza-as-indacen-7-yl)amine (9k, Chaart 2) (0.87 g, 2.86 mmol) in ethanol (50 mL) was added Pd/C (0.5 g, inert atmosphere) and ammonium formate (1.5 g, 24 mmol). The mixture was heated at 50° C. for 30 min., cooled and filtered through a Celite-pad. The organic solution was evaporated and the residue dissolved in water and basified (10% sodium carbonate). Extraction with diethyl ether, drying (magnesium sulfate), filtering, and evaporation yielded 0.45 g (74%) of the title compound.

Workup

  1. temperaturecooled
  2. filtrationfiltered through a Celite-pad
  3. customThe organic solution was evaporated
  4. dissolutionthe residue dissolved in water
  5. extractionExtraction with diethyl ether
  6. dry with materialdrying (magnesium sulfate)
  7. filtrationfiltering
  8. customevaporation

Sources & evidence

ORD record
ord-a0bbc92229ec4cfc96546acd02d286e7
Source dataset
uspto-grants-1997_06
Patent number
US05639778

Reaction notes

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