Piperonal → 6-Benzo[1,3]dioxol-5-yl-3-(2-chloro-phenyl)-5-methyl-5H-isoxazolo[4,5-c]pyridin-4-one

HRID 8312

Reaction equation

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

Participants

Reactant 2

HCID 8438Piperonal

HCID 7988293-(2-chlorophenyl)-N,5-dimethyl-1,2-oxazole-4-carboxamide

Product 1

HCID 220155736-Benzo[1,3]dioxol-5-yl-3-(2-chloro-phenyl)-5-methyl-5H-isoxazolo[4,5-c]pyridin-4-one

Procedure

This compound is obtained using 3-(2-chloro-phenyl)-5-methyl-isoxazole-4-carboxylic acid methylamide and benzo[1,3]dioxole-5-carbaldehyde in 35% as a beige solid. Mass spectrum: m/z (M+H)+: 380.9, 382.9

Workup

customThis compound is obtained

Sources & evidence

ORD record: ord-99c9a33baecf43dd9a0f32dfc95cd8a1
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07087756B2

Linked notes

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