Isovaleryl chloride → 4-(2,5-Difluoro-4-methoxyphenyl)-1-(octylsulfonyl)piperazine

HRID 269942Notes

Reaction equation

HRID 269942 reaction equation
Cl.Cl.COC1C=CC(N2CCNCC2)=CC=1.C(Cl)(=O)CC(C)C.[F:24][C:25]1[CH:30]=[C:29]([O:31][CH3:32])[C:28]([F:33])=[CH:27][C:26]=1[N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1.[CH2:40]([S:48](Cl)(=[O:50])=[O:49])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47]>>[F:24][C:25]1[CH:30]=[C:29]([O:31][CH3:32])[C:28]([F:33])=[CH:27][C:26]=1[N:34]1[CH2:39][CH2:38][N:37]([S:48]([CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])(=[O:50])=[O:49])[CH2:36][CH2:35]1

Participants

5

Reactant 4

HCID 66054Isovaleryl chlorideHCID 822611-Octanesulfonyl chlorideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114921-(2,5-Difluoro-4-methoxyphenyl)piperazine

Product 1

HCID 231114774-(2,5-Difluoro-4-methoxyphenyl)-1-(octylsulfonyl)piperazine

Procedure

Production Example 3 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride and isovaleryl chloride were replaced with 1-(2,5-difluoro-4-methoxyphenyl)-piperazine (456 mg) and 1-octanesulfonyl chloride (470 μL), respectively, to provide crude 4-(2,5-difluoro-4-methoxyphenyl)-1-(octylsulfonyl)piperazine (681 mg).

Sources & evidence

ORD record
ord-990d7e1f09e3475ba7413660505d1012
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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