1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine → 4-Isopropoxy-3-[4-(3-phenyl-[1,2,4]thiadiazol-5-yl)-piperazine-1-carbonyl]-benzonitrile

HRID 1352408Notes

Reaction equation

HRID 1352408 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:12][CH:13]([CH3:15])[CH3:14])=[C:7]([CH:11]=1)[C:8]([OH:10])=O)#[N:2].[C:16]1([C:22]2[N:26]=[C:25]([N:27]3[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[S:24][N:23]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH:13]([O:12][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:11][C:7]=1[C:8]([N:30]1[CH2:31][CH2:32][N:27]([C:25]2[S:24][N:23]=[C:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:26]=2)[CH2:28][CH2:29]1)=[O:10])([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazineHCID 211002975-Cyano-2-isopropoxybenzoic acid

Product 1

HCID 211002954-Isopropoxy-3-[4-(3-phenyl-[1,2,4]thiadiazol-5-yl)-piperazine-1-carbonyl]-benzonitrileYield 74%

Procedure

Prepared in analogy to example 1 (b) from 5-cyano-2-isopropoxy-benzoic acid (Example A28) and 3-phenyl-5-piperazino-1,2,4-thiadiazole. The crude material was purified by chromatography (SiO2, ethyl acetate/heptane) to yield the title compound as a white solid (yield 74%). MS (m/e): 434.1 (M+H+, 100%).

Workup

  1. customThe crude material was purified by chromatography (SiO2, ethyl acetate/heptane)

Sources & evidence

ORD record
ord-3f04fdc064ce4f1c81953bd5fa496ab0
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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