Isovaleryl chloride → HCID 23111489, compound

HRID 269948Notes

Reaction equation

HRID 269948 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.[Cl:40][C:41]1[CH:51]=[CH:50][C:44]([CH2:45][S:46](Cl)(=[O:48])=[O:47])=[CH:43][CH:42]=1>>[Cl:40][C:41]1[CH:51]=[CH:50][C:44]([CH2:45][S:46]([N:37]2[CH2:38][CH2:39][N:34]([C:26]3[CH:27]=[C:28]([F:33])[C:29]([O:31][CH3:32])=[CH:30][C:25]=3[F:24])[CH2:35][CH2:36]2)(=[O:48])=[O:47])=[CH:43][CH:42]=1

Participants

5

Reactant 4

HCID 66054Isovaleryl chlorideHCID 227304(4-Chlorophenyl)methanesulfonyl chlorideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114921-(2,5-Difluoro-4-methoxyphenyl)piperazine

Product 1

HCID 23111489HCID 23111489, compoundYield 100.6%

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 (228 mg) and 4-chlorobenzylsulfonyl chloride (338 mg), respectively, to provide crude 1-(4-chlorobenzylsulfonyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine (419 mg).

Sources & evidence

ORD record
ord-0954d3f15fb94d85b87d169093da71ed
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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