HCID 19908244, compound → HCID 19908238, compound

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

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 charcoal 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%).