Hydrazine → HCID 69216118, compound

Participants

Reaction Steps

2-[5-(3-Isopropoxy-phenyl)-4-methyl-2-(3-phenyl-propyl)-2-aza-bicyclo[3.3.1]non-7-yl]-isoindole-1,3-dione (3.16 g, 7.8 mmol) and hydrazine (1.4 g, 43,7 mmol) were dissolved in ethanol (150 ml) and refluxed overnight. The solution was then cooled and the white percipitate was filtered and washed with cold ethanol. The solution was concentrated in vacuu and the crude material taken up in 3;1 CH2Cl2:THF. The resulting white percipitate was filtered and washed with cold CH2Cl2. The organic layer was concentrated to yield 3.07 g (97%) of the desired product as a yellow soild. 1H NMR (CDCl3) 7.18 (m, 6H), 6.71 (m, 3H), 4.56 (sept., J=6, 1H), 3.51 (m, 1H), 3.19 (br, 1H), 2.82 (m, 1H), 2.66 (m, 3H), 2.50 (m, 2H), 2.34 (m, 3H), 2.11 (m, 1H), 1.82 (m, 2H), 1.80 (m, 1H), 1.29 (d, J=6 Hz, 6H), 0.90 (m, 2H), 0.71 (d, J=7.2, 3H).

Provenance & Evidence