1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine → 4-Cyclopentyloxy-N-methyl-3-[4-(3-phenyl-[1,2,4]thiadiazol-5-yl)-piperazine-1-carbonyl]-benzenesulfonamide

HRID 1352413Notes

Reaction equation

HRID 1352413 reaction equation
[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16](=[O:20])(=[O:19])[NH:17][CH3:18])=[CH:12][C:8]=2[C:9]([OH:11])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:21]1([C:27]2[N:31]=[C:30]([N:32]3[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)[S:29][N:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH:1]1([O:6][C:7]2[CH:15]=[CH:14][C:13]([S:16]([NH:17][CH3:18])(=[O:20])=[O:19])=[CH:12][C:8]=2[C:9]([N:35]2[CH2:36][CH2:37][N:32]([C:30]3[S:29][N:28]=[C:27]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[N:31]=3)[CH2:33][CH2:34]2)=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 21100227HCID 21100227, compound

Product 1

HCID 211001634-Cyclopentyloxy-N-methyl-3-[4-(3-phenyl-[1,2,4]thiadiazol-5-yl)-piperazine-1-carbonyl]-benzenesulfonamideYield 72%

Procedure

Prepared in analogy to example 1 (b) from 2-cyclopentyloxy-5-methylsulfamoyl-benzoic acid (Example A29) and 3-phenyl-5-piperazino-1,2,4-thiadiazole. The crude material was purified by chromatography (SiO2, methanol/dichloromethane) to yield the title compound as an off-white solid (yield 72%). MS (m/e): 528.5 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, methanol/dichloromethane)

Sources & evidence

ORD record
ord-0deb2a2d6ad44244ad2d57d3fae52bb9
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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