Iodine → HCID 470744, compound
Reaction equation
[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[CH:13][C:8]=2[C:7](=[O:22])[N:6]([CH3:23])[C:5]2[CH:24]=[CH:25][C:26]([Sn](C)(C)C)=[N:27][C:4]1=2)[CH3:2].[I:32]I>C(Cl)(Cl)Cl>[CH2:1]([N:3]1[C:9]2[N:10]=[CH:11][C:12]([CH2:14][CH2:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[CH:13][C:8]=2[C:7](=[O:22])[N:6]([CH3:23])[C:5]2[CH:24]=[CH:25][C:26]([I:32])=[N:27][C:4]1=2)[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 5,11-dihydro-11-ethyl-8-[2-(4-pyridyl)ethyl]-2-trimethylstannyl-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (47 mg, 0.09 mmol) in chloroform was added a solution of iodine in chloroform (0.1M, 4 mL, 0.4 mmol). After 24 hours, the reaction mixture was washed with saturated aqueous KF, 5% NaHSO3, and saturated aq. sodium chloride. Purification by flash chromatography (elution with methanol-dichloromethane) and recrystallization (ethyl acetate-hexanes) afforded 15 mg (21%) of the title compound, m.p. 174° C.