1-Iodopropane → N-(4-(5-Cyano-1-propyl-1H-pyrrol-2-yl)phenyl)ethanesulfonamide

HRID 1591840Notes

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].[CH3:20][C:21](C)([O-])[CH3:22].[K+].C(I)CC>>[C:1]([C:3]1[N:7]([CH2:20][CH2:21][CH3:22])[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

Reactant 3

HCID 336431-Iodopropane

HCID 16051191N-[4-(5-Cyano-1H-pyrrol-2-yl)phenyl]ethanesulfonamide

HCID 23665647Potassium tert-butoxide

Product 1

HCID 16051193N-(4-(5-Cyano-1-propyl-1H-pyrrol-2-yl)phenyl)ethanesulfonamideYield 6.2%

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 propyl iodide (0.056 mL, 0.50 mmol) to afford the title compound (0.10 g, 6.2%).

Sources & evidence

ORD record: ord-7c755063b2d543b5b9163fe583c7aaeb
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07291643B2

Reaction notes

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