HCID 54110954, compound → HCID 53863065, compound

Reaction equation

C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[N:18]([CH3:19])[C:17](=[O:20])[CH:16]3[CH2:21][CH2:22][CH2:23][N:15]3[CH2:14][C:13]=2[CH:24]=1)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[OH:8][C:9]1[CH:10]=[CH:11][C:12]2[N:18]([CH3:19])[C:17](=[O:20])[CH:16]3[CH2:21][CH2:22][CH2:23][N:15]3[CH2:14][C:13]=2[CH:24]=1

Participants

Procedure

A mixture of 6.44 g. of 7-benzyloxy-1,2,3,5,10,11a- hexahydro-10-methyl-11H-pyrrolo[2,1-c] [1,4]benzodiazepin-11- one, 200 ml. of ethanol and 1.0 g. of 10% palladium-on-carbon catalyst is shaken in a Parr hydrogenator under about 3 atmospheric of hydrogen pressure until the theoretical amount of hydrogen is absorbed. The catalyst is filtered off and the mother liquor is concentrated to remove the solvent. The residue is purified by partition chromatography on a diatomaceous earth column using a heptane/methyl cellosolve solvent system to yield pure 1,2,3,5,10,11a-hexahydro-7-hydroxy- 10-methyl-11H-pyrrolo[2,1-c] [1,4]benzodiazepin-11-one.