[CH2:1]1[N:12]2[C:13]3[C:9]([C:10]4[CH2:16][CH2:15][CH2:14][C:11]=42)=[CH:8][CH:7]=[CH:6][C:5]=3[CH2:4][NH:3][C:2]1=O.[O-]S([O-])(=O)=O.[Na+].[Na+]>CCOCC.[H-].[H-].[H-].[H-].[Li+].[Al+3]>[CH:1]1[N:12]2[C:13]3[C:9]([C:10]4[CH2:16][CH2:15][CH2:14][C:11]=42)=[CH:8][CH:7]=[CH:6][C:5]=3[CH2:4][NH:3][CH:2]=1To a suspension of 3,4,9,10-tetrahydro-8H-cyclopenta[b][1,4]diazepino[6,7,1-hi]indol-2(1H)-one (67 mg, 0.30 mmol) in Et2O (7 mL), LAH power (28 mg, 0.74 mmol) was added slowly at rt under Ar. After 16 h, additional Et2O (5 mL) was added followed by dropwise addition of a sat'd Na2SO4 solution (0.1 mL). H2 gas evolved upon addition. Additional Et2O (8 mL) was added, dried over Na2SO4, filtered and concentrated in vacuo to give 44 mg (70%) of the title compound as a yellow syrup.
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