4,4-Dimethoxy-2,5-cyclohexadien-1-one → HCID 9977243, compound

HRID 969608Notes

Reaction equation

HRID 969608 reaction equation
CO[C:3]1([O:10]C)[CH:8]=[CH:7][C:6](=[O:9])[CH:5]=[CH:4]1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([N:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=[CH:23]2)(=[O:21])=[O:20])=[CH:15][CH:14]=1>>[F:12][C:13]1[CH:14]=[CH:15][C:16]([S:19]([N:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:24]=[C:23]2[C:3]2([OH:10])[CH:4]=[CH:5][C:6](=[O:9])[CH:7]=[CH:8]2)(=[O:20])=[O:21])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 3946484,4-Dimethoxy-2,5-cyclohexadien-1-oneHCID 10707530HCID 10707530, compound

Product 1

HCID 9977243HCID 9977243, compoundYield 14%

Procedure

The title compound was prepared from 4,4-dimethoxy-cyclohexa-2,5-dienone and 1-(4-fluoro-benzenesulfonyl)-1H-indole, according to Method C, described above. Yield 14%; mp 165-166° C.; 1H NMR (CDCl3) δ 7.82-7.93 (m, 3H), 7.49 (d, J=10 Hz, 2H), 7.35 (d, J=8 Hz, 1H), 7.12-7.28 (m, 2H), 6.99-7.05 (m, 2H), 6.73 (s, 1H), 6.25 (d, J=10 Hz, 2H), 5.31 (s, 1H);13C NMR (CDCl3) δ 185.2, 170.9, 170.5, 147.7, 141.0, 138.6, 133.6, 130.1, 129.9, 128.8, 128.1, 126.8, 125.2, 122.2, 117.3, 116.9, 115.6, 114.5, 69.5, 67.9; MS (AP+) m/z 384.04 (M++1).

Sources & evidence

ORD record
ord-e41d8ef77d024a73ae601a5481ca97d7
Source dataset
uspto-grants-2007_12
Patent number
US07307099B2

Reaction notes

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