3-Methylphenylacetylene → 5-(2,5-dimethyl-4-m-tolylethynyl-imidazol-1-yl)-2-methyl-2H-pyridazin-3-one

HRID 2194442Notes

Reaction equation

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

Participants

Reactant 2

HCID 1366003-Methylphenylacetylene

HCID 668652885-(4-iodo-2,5-dimethyl-imidazol-1-yl)-2-methyl-2H-pyridazin-3-one

Product 1

HCID 498728615-(2,5-dimethyl-4-m-tolylethynyl-imidazol-1-yl)-2-methyl-2H-pyridazin-3-one

Procedure

The title compound, light yellow cristalline solid, MS: m/e=319.1 (M+H+), was prepared in accordance with the general method of example 1c from 5-(4-iodo-2,5-dimethyl-imidazol-1-yl)-2-methyl-2H-pyridazin-3-one and 1-ethynyl-3-methyl-benzene.

Sources & evidence

ORD record: ord-1b5792f2981e4a52953158edca7c868f
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08334287B2

Reaction notes

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