Ammonium formate → 1-(Piperazin-1-yl)isoquinoline

HRID 365294Notes

Reaction equation

HRID 365294 reaction equation
C([O-])=O.[NH4+].C([N:12]1[CH2:17][CH2:16][N:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][N:19]=2)[CH2:14][CH2:13]1)C1C=CC=CC=1>CO.[Pd]>[N:15]1([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][N:19]=2)[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 224680261-[4-Benzyl-(1-piperazinyl)]isoquinoline

Product 1

HCID 158874361-(Piperazin-1-yl)isoquinoline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

Ammonium formate (1.01 g, 16.0 mmol) and 10% Pd/C 42.5 mg, 0.4 mmol, 10 mol%) were added successively to a stirred solution of the product of Example 21 (1.23 g, 4.06 mmol) in methanol (4 ml). The mixture was stirred at room temperature for 6 h and was heated at 75° C. for 16 h. Methanol (40 ml) was added and the mixture filtered through Kieselguhr, and concentrated in vacuo to give the product as a pale yellow oil.

Workup

  1. temperaturewas heated at 75° C. for 16 h
  2. filtrationthe mixture filtered through Kieselguhr
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-568fb293b9284b7c90b0164facd81129
Source dataset
uspto-grants-2000_10
Patent number
US06127357

Reaction notes

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