2-Fluorobenzenesulphonyl chloride → HCID 21963248, compound

HRID 2211889Notes

Reaction equation

HRID 2211889 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH2:25])[CH2:12][CH2:11]2)=[N:2]1.[F:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[S:33](Cl)(=[O:35])=[O:34]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[NH:25][S:33]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[F:26])(=[O:35])=[O:34])[CH2:12][CH2:11]2)=[N:2]1

Participants

3

Reactant 2

HCID 1377612-Fluorobenzenesulphonyl chlorideHCID 21963416HCID 21963416, compound

Product 1

HCID 21963248HCID 21963248, compound

Procedure

N-{2-[3-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-fluoro-benzenesulfonamide was prepared according to the procedure outlined in Example 44, starting with 2-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenylamine (150 mg) and 2-fluorobenzenesulfonyl chloride (55 mg). The resultant white solid was purified using an ISCO autocolumn eluting with 100% ethyl acetate. N-{2-[3-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-fluoro-benzenesulfonamide was isolated in 100% purity @ 254 nm; LCMS (APCI): 511 [M+H]+.

Workup

  1. customN-{2-[3-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-fluoro-benzenesulfonamide was prepared
  2. customThe resultant white solid was purified
  3. washeluting with 100% ethyl acetate

Sources & evidence

ORD record
ord-de7958d010754a17a48c589e7933e28a
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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