Benzene, (3-iodopropyl)- → N-{4-[5-cyano-1-(3-phenylpropyl)-1H-pyrrol-2-yl]phenyl}ethanesulfonamide

HRID 1591844Notes

Reaction equation

HRID 1591844 reaction equation
[C:1]([C:3]1[NH:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1)#[N:2].CC(C)([O-])C.[K+].I[CH2:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[C:1]([C:3]1[N:7]([CH2:27][CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:6]([C:8]2[CH:9]=[CH:10][C:11]([NH:14][S:15]([CH2:18][CH3:19])(=[O:17])=[O:16])=[CH:12][CH:13]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 3

HCID 138121Benzene, (3-iodopropyl)-HCID 16051191N-[4-(5-Cyano-1H-pyrrol-2-yl)phenyl]ethanesulfonamideHCID 23665647Potassium tert-butoxide

Product 1

HCID 16051277N-{4-[5-cyano-1-(3-phenylpropyl)-1H-pyrrol-2-yl]phenyl}ethanesulfonamideYield 10%

Procedure

N-[4-(5-cyano-1H-pyrrol-2-yl)phenyl]ethanesulfonamide (0.150 g, 0.54 mmol) was alkylated according to the procedure of Example 40 using potassium tert-butoxide (1.08 mL of a 1 M solution, 1.08 mmol) and 1-Iodo-3-phenylpropane (0.093 mL, 0.60 mmol) to afford the title compound (0.020 g, 10%).

Sources & evidence

ORD record
ord-bfbb3eb981954de1b449b95335c86d27
Source dataset
uspto-grants-2007_11
Patent number
US07291643B2

Reaction notes

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