Bromine → 2-Bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:10]([N:13]2[CH:26]([CH3:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]2=3)(=[O:12])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[Br:28]Br>C(O)(=O)C>[Br:28][C:17]1[CH:16]=[CH:15][C:14]2[N:13]([S:10]([C:4]3[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=3)(=[O:11])=[O:12])[CH:26]([CH3:27])[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]=2[CH:18]=1Participants
4
Procedure
The title compound was prepared from 5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (1.15 g, 3.0 mmol), bromine (0.61 mL, 12.0 mmol), and acetic acid (30 mL) according to the procedure and in the same manner as described in Example 4, step a. The crude product was purified by re-crystallization from ethyl acetate to yield 2-bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (1.03 g, 2.22 mmol, 74%);