HCID 19908244, compound → HCID 19908238, compound

HRID 1534815Notes

Reaction equation

HRID 1534815 reaction equation
[BrH:1].C([CH:9]1[NH:17][CH2:16][CH2:15][C:14]2[CH2:13][NH:12][CH2:11][C:10]1=2)C1C=CC=CC=1.[H][H]>C(O)(=O)C.[Pd]>[BrH:1].[BrH:1].[C:10]12[CH2:11][NH:12][CH2:13][C:14]=1[CH2:15][CH2:16][NH:17][CH2:9]2

Participants

5

Reactant 2

HCID 19908244HCID 19908244, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19908238HCID 19908238, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

0.7 g of N3 -(benzyl)-3,8-diazabicyclo[4.3.0]non-1(6)-ene hydrobromide, prepared in Preparation 10, was dissolved in 20 ml of 5% aqueous acetic acid solution. 0.5 g of 10% palladium chracoal in this solution was suspended and the reaction mixture was refluxed under the hydrogen stream for 7 hours. The solid was filtered off. The filtrate was concentrated under reduced pressure and dissolved in 10 ml of 48% bromic acid. By concentrating the solution under reduced pressure again, 0.5 g of the title compound was obtained (yield 73%).

Workup

  1. filtrationThe solid was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. dissolutiondissolved in 10 ml of 48% bromic acid
  4. concentrationBy concentrating the solution under reduced pressure again

Sources & evidence

ORD record
ord-3f8e31147d3f448b8aa3a870a9cd90e1
Source dataset
uspto-grants-1992_02
Patent number
US05091384

Reaction notes

Loading…