p-Bromobenzenesulfonyl chloride → 4-Bromo-N-{2-ethyl-1-[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]butyl}benzenesulfonamide

HRID 748041Notes

Reaction equation

HRID 748041 reaction equation
[CH2:1]([CH:3]([CH2:20][CH3:21])[CH:4]([NH2:19])[C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[N:8]=[CH:7][CH:6]=1)[CH3:2].[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29](Cl)(=[O:31])=[O:30])=[CH:25][CH:24]=1.S(Cl)(Cl)(=O)=O>>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([NH:19][CH:4]([C:5]2[N:9]([CH2:10][C:11]3[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=3)[N:8]=[CH:7][CH:6]=2)[CH:3]([CH2:1][CH3:2])[CH2:20][CH3:21])(=[O:31])=[O:30])=[CH:25][CH:24]=1

Participants

4

Reactant 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 24648Sulfuryl chlorideHCID 68593849{2-ethyl-1-[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]butyl}amine

Product 1

HCID 112143184-Bromo-N-{2-ethyl-1-[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]butyl}benzenesulfonamideYield 67%

Procedure

The compound of example 3 was synthesized from {2-ethyl-1-[1-(4-methoxybenzyl)-1H-pyrazol-5-yl]butyl}amine in a manner similar to that of example 1 but using 4-bromobenzenesulfonyl chloride as the sulfonyl chloride in step 1D. The product was isolated as a white foam in 67% yield.

Workup

  1. customThe product was isolated as a white foam in 67% yield

Sources & evidence

ORD record
ord-05676363d5ce46a8a41d08352d6d13ac
Source dataset
uspto-grants-2008_07
Patent number
US07399778B2

Reaction notes

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