Isovaleryl chloride → 1-(4-Tert-butylbenzoyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine

HRID 269937Notes

Reaction equation

HRID 269937 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.[C:40]([C:44]1[CH:52]=[CH:51][C:47]([C:48](Cl)=[O:49])=[CH:46][CH:45]=1)([CH3:43])([CH3:42])[CH3:41]>>[C:40]([C:44]1[CH:45]=[CH:46][C:47]([C:48]([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:49])=[CH:51][CH:52]=1)([CH3:43])([CH3:41])[CH3:42]

Participants

5

Reactant 4

HCID 66054Isovaleryl chlorideHCID 743724-tert-Butylbenzoyl chlorideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114921-(2,5-Difluoro-4-methoxyphenyl)piperazine

Product 1

HCID 231115121-(4-Tert-butylbenzoyl)-4-(2,5-difluoro-4-methoxyphenyl)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 (228 mg) and 4-tert-butylbenzoyl chloride (234 μL), respectively, to provide crude 1-(4-tert-butylbenzoyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine (433 mg).

Sources & evidence

ORD record
ord-f80d1e031ed8481cba4fc3443583be1d
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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