2-Chloroquinoline → 2-{4-[(3,4-Dichlorophenyl)sulfonyl]piperidin-1-yl}quinoline

HRID 1868039Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].Cl[C:19]1[CH:28]=[CH:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH:12]2[CH2:17][CH2:16][N:15]([C:19]3[CH:28]=[CH:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20]=3)[CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 119282-Chloroquinoline

HCID 223974994-(3,4-Dichloro-benzenesulfonyl)-piperidine

Product 1

HCID 685526512-{4-[(3,4-Dichlorophenyl)sulfonyl]piperidin-1-yl}quinolineYield 18.1%

Procedure

Using the procedure from Example 7A, Step 7E, 4-[(3,4-dichlorophenyl)sulfonyl]piperidine (150 mg, 0.51 mmol) was reacted with 2-chloroquinoline (328 mg, 2.0 mmol) to afford the title compound (39 mg), a white solid, in 18% yield.

Sources & evidence

ORD record: ord-6bfc37436c8947b688820c2c3c708580
Source dataset: uspto-grants-2009_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07632838B2

Reaction notes

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