Methyl vinyl ketone → 1-{4-[2-(2,4-Dichloro-phenyl)-5-methyl-pyrrol-1-yl]-benzenesulfonyl}-piperidine

HRID 18647

Reaction equation

HRID 18647 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][C:12](=O)[CH:13]=[CH2:14].[N:16]1([S:22]([C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)(=[O:24])=[O:23])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[C:4]1[N:31]([C:28]2[CH:29]=[CH:30][C:25]([S:22]([N:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)(=[O:24])=[O:23])=[CH:26][CH:27]=2)[C:12]([CH3:11])=[CH:13][CH:14]=1

Participants

4

Reactant 3

HCID 6570Methyl vinyl ketoneHCID 134042,4-DichlorobenzaldehydeHCID 2366484-(Piperidine-1-sulfonyl)aniline

Product 1

HCID 684862481-{4-[2-(2,4-Dichloro-phenyl)-5-methyl-pyrrol-1-yl]-benzenesulfonyl}-piperidine

Procedure

2,4-Dichlorobenzaldehyde and but-3-en-2-one were treated according to the procedure outlined in General Procedure C followed by subjecting the resulting product to conditions outlined in General Procedure D along with p-piperidinylsulfonyl phenylamine to obtain the titled compound. 1H NMR (CDCl3) δ ppm 1.50 (6H), 2.10 (3H), 2.80 (4H), 6.08 (1H), 6.35 (1H), 7.33-7.90 (7H); MS (ESI) m/z 449/451 (M+H).

Sources & evidence

ORD record
ord-36737fdcfcb24e1d99dd19a0931e567f
Source dataset
uspto-grants-2010_06
Patent number
US07741364B2

Linked notes

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