Chloroform → 3-Chlorobenzenesulphonyl chloride

HRID 2065776Notes

Reaction equation

[Cl:1]C1C=CC(C)=C(N2CCN([C:14]([C@@H]3[C@H](C4C=CC=C(C)C=4F)CCN([S:30](C(C)C)(=[O:32])=[O:31])C3)=[O:15])CC2)C=1.[Cl:37][C:38]1[CH:39]=[CH:40][C:41](C)=[C:42](N2CCN(C=O)CC2)[CH:43]=1.C(Cl)(Cl)[Cl:54]>>[ClH:1].[CH2:14]=[O:15].[Cl:37][C:38]1[CH:43]=[C:42]([S:30]([Cl:54])(=[O:32])=[O:31])[CH:41]=[CH:40][CH:39]=1

Participants

Reactant 3

HCID 6212Chloroform

HCID 68960740HCID 68960740, compound

HCID 86627852[4-(5-Chloro-2-methyl-phenyl)-piperazin-1-yl]-methanone

Product 2

HCID 179093-Chlorobenzenesulphonyl chloride

HCID 19933572Methanone hydrochloride

Procedure

In analogy to example 63, step 4, from [4-(5-chloro-2-methyl-phenyl)-piperazin-1-yl]-[(3S,4S) or (3R,4R)-4-(4-fluoro-2-methyl-phenyl)-piperidin-3-yl]-methanone hydro-chloride and 3-chlorobenzenesulfonyl chloride was prepared [(3S,4S) or (3R,4R)-1-(3-chloro-benzenesulfonyl)-4-(4-fluoro-2-methyl-phenyl)-piperidin-3-yl]-[4-(5-chloro-2-methyl-phenyl)-piperazin-1-yl]-methanone as a white foam, MS: 604.0 ([M+H, 1Cl])+; [α]D=−32.13 (c=0.426 g/100 mL, CHCl3).

Sources & evidence

ORD record: ord-cf8c17a06fbe4451876626af6fb33c33
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288541B2

Reaction notes

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