Piperonyl alcohol → 1-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)imidazolidine-2,4-dione

HRID 1770537Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1770537
[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([N:13]3[C:17](=[O:18])[CH2:16][NH:15][C:14]3=[O:19])[CH:10]=[N:9]2)=[C:5]([CH3:20])[O:4][N:3]=1.[O:21]1[C:25]2[CH:26]=[CH:27][C:28]([CH2:30]O)=[CH:29][C:24]=2[O:23][CH2:22]1>>[O:21]1[C:25]2[CH:26]=[CH:27][C:28]([CH2:30][N:15]3[CH2:16][C:17](=[O:18])[N:13]([C:11]4[CH:10]=[N:9][N:8]([CH2:7][C:6]5[C:2]([CH3:1])=[N:3][O:4][C:5]=5[CH3:20])[CH:12]=4)[C:14]3=[O:19])=[CH:29][C:24]=2[O:23][CH2:22]1

Komponenten

3

Edukt 2

HCID 10322Piperonyl alcoholHCID 574224243-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)imidazolidine-2,4-dione

Produkt 1

HCID 579449361-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)imidazolidine-2,4-dioneAusbeute 19 %

Versuchsvorschrift

Prepared as in example 10-35 from 3-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)imidazolidine-2,4-dione (example 10-1) and benzo[d][1,3]dioxol-5-ylmethanol. Yield: 19%. 1H NMR (DMSO, 400 MHz): δ2.143 (s, 3H), 2.408 (s, 3H), 3.977 (s, 2H), 4.440 (s, 2H), 5.202 (s, 2H), 6.003 (s, 2H), 6.897 (m, 3H), 7.788 (s, 1H), 8.181 (s, 1H). MS M+H calculated 410.1. Found 410.1. The title compound was shown to inhibit hT2R08 bitter receptor and had an IC50 of 0.07 uM.

Quellen und Nachweise

ORD-Eintrag
ord-b66143d3eeb44a099d565ee5c0e18440
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09247759B2

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