2-Fluorobenzenesulphonyl chloride → HCID 21963283, compound

HRID 2211893Notes

Reaction equation

HRID 2211893 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][C:22]([NH2:25])=[CH:21][CH:20]=3)[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[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][C:19]3[CH:20]=[CH:21][C:22]([NH:25][S:33]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=4[F:26])(=[O:35])=[O:34])=[CH:23][CH:24]=3)[CH2:14][CH2:15]2)=[N:2]1

Participants

3

Reactant 2

HCID 1377612-Fluorobenzenesulphonyl chlorideHCID 21963435HCID 21963435, compound

Product 1

HCID 21963283HCID 21963283, compound

Procedure

N-{4-[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 4-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenylamine (100 mg) and 2-fluorobenzenesulfonyl chloride (55 mg). The resultant white solid was purified using an ISCO autocolumn eluting with 100% ethyl acetate to afford N-{4-[3-(4-1,2-benzisothiazol-3-yl-piperazin-1-yl)-propyl]-phenyl}-2-fluoro-benzenesulfonamide. MS (APCI): 511 [M+H]+.

Workup

  1. customN-{4-[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-9207b8252186452bbc004cb1284912cd
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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