Réaction #632029

Équation de réaction

hydrazine

6-Chloro-1,4-ethano-8-phenyl-1,2,3,4-tetrahydro-1,5-naphthyridine

hydrazine

HCl

→

6-hydrazino-1,4-ethano-8-phenyl-1,2,3,4-tetrahydro-1,5-naphthyridine

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction mixture was then heated in a screw
2. 2
   Autrecap pressure tube at 150° C. until LCMS
3. 3
   Concentrationconcentrated under vacuum
4. 4
   AutreThe residue was partitioned between chloroform and brine
5. 5
   SéchageThe organic layer was dried over anhydrous sodium sulfate
6. 6
   Concentrationconcentrated under vacuum

Mode opératoire

6-Chloro-1,4-ethano-8-phenyl-1,2,3,4-tetrahydro-1,5-naphthyridine (1.03 g) was treated with anhydrous ethanol (10 mL), anhydrous hydrazine (Aldrich, 4.0 mL) and concentrated HCl (0.4 mL). The reaction mixture was then heated in a screw cap pressure tube at 150° C. until LCMS showed complete conversion to the hydrazine (approx. 96 h). The reaction mixture was cooled to ambient temperature, then concentrated under vacuum. The residue was partitioned between chloroform and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under vacuum to give 6-hydrazino-1,4-ethano-8-phenyl-1,2,3,4-tetrahydro-1,5-naphthyridine as a pale yellow solid (0.68 g).

Source