Benzenesulfonyl chloride → 5-Fluoro-1-(phenylsulfonyl)-1H-indole

HRID 969598Notes

Reaction equation

[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[CH:15]2>>[C:1]1([S:7]([N:17]2[C:18]3[C:14](=[CH:13][C:12]([F:11])=[CH:20][CH:19]=3)[CH:15]=[CH:16]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 678615-Fluoroindole

Product 1

HCID 112888585-Fluoro-1-(phenylsulfonyl)-1H-indoleYield 73%

Procedure

The title compound was prepared from benzene sulfonyl chloride and 5-fluoro-1H-indole, according to Method A, described above. Yield 73%; 1H NMR (CDCl3) δ 7.77-7.82 (dd, J=9 Hz, 1H), 7.71-7.74 (m, 2H), 7.47 (d, J=4 Hz, 1H), 7.30-7.45 (m, 3H), 7.03-7.07 (dd, J=9 Hz, 1H), 6.87-6.95 (dt, J=9 Hz, 1H), 6.51 (d, J=4 Hz, 1H); MS (AP+) m/z 276.0 (M++1), 214.

Sources & evidence

ORD record: ord-1e15099f9a084ba294e15180bb2b0a90
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07307099B2

Reaction notes

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