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

HRID 2194459Notes

Reaction equation

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

Participants

Reactant 2

HCID 1366003-Methylphenylacetylene

HCID 668651282-(2-methoxy-ethyl)-5-(4-iodo-2-methyl-imidazol-1-yl)-2H-pyridazin-3-one

Product 1

HCID 498728632-(2-methoxy-ethyl)-5-(2-methyl-4-m-tolylethynyl-imidazol-1-yl)-2H-pyridazin-3-one

Procedure

The title compound, light yellow viscous oil, MS: m/e=349.4 (M+H+), was prepared in accordance with the general method of example 21a from 2-(2-methoxy-ethyl)-5-(4-iodo-2-methyl-imidazol-1-yl)-2H-pyridazin-3-one and 1-ethynyl-3-methyl-benzene.

Sources & evidence

ORD record: ord-34109f25506044dd9acfd6c3a436a872
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08334287B2

Reaction notes

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