Borane → HCID 86739319, compound

Participants

Reaction Steps

A solution of borane in THF (1 M, 90 ml) was added carefully to a stirred solution-suspension of 6-chloro-1,2,3,4-tetrahydropyrido[4',3':2,3]indolo[1,7-ab][1,4]benzodiazepin-9(8H)-one (Example I-3; 14.4 g) in tetrahydrofuran (200 ml) and the resulting mixture refluxed for 2 hours, cooled and the excess of borane destroyed by dropwise addition of 3 N hydrochloric acid. The mixture was then evaporated to dryness under reduced pressure and the residue refluxed with 3 N hydrochloric acid (200 ml) for 2 hours. Evaporation of the mixture to dryness under reduced pressure provided the salt of the title product which was taken up in a small quantity of water, basified with 10% aqueous sodium hydroxide and extracted thrice with methylene chloride. The combined methylene chloride extracts were washed with water, dried over anhydrous magnesium sulfate and stripped of the solvent under reduced pressure to yield the title product which was recrystallized from a mixture of 2-propanol and methanol, m.p. 210°-212°.

Provenance & Evidence