Bromine → 2-Bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

HRID 2181867Notes

Reaction equation

HRID 2181867 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]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 224822965-[(3-Fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine

Product 1

HCID 224823572-Bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridineYield 74%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

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%);

Workup

  1. customThe crude product was purified by re-crystallization from ethyl acetate

Sources & evidence

ORD record
ord-d06896b6464646b38b5a5ac6d82b6f8d
Source dataset
uspto-grants-2005_05
Patent number
US06894061B2

Reaction notes

Loading…