2-Chloro-4-(2-(trimethylsilyl)ethynyl)pyridine → 5-[4-(2-Chloro-pyridin-4-ylethynyl)-2,5-dimethyl-imidazol-1-yl]-2-(2-methoxy-ethyl)-2H-pyridazin-3-one

HRID 2194466Notes

Reaction equation

I[C:2]1[N:3]=[C:4]([CH3:19])[N:5]([C:8]2[CH:13]=[N:12][N:11]([CH2:14][CH2:15][O:16][CH3:17])[C:10](=[O:18])[CH:9]=2)[C:6]=1[CH3:7].[Cl:20][C:21]1[CH:26]=[C:25]([C:27]#[C:28][Si](C)(C)C)[CH:24]=[CH:23][N:22]=1>>[Cl:20][C:21]1[CH:26]=[C:25]([C:27]#[C:28][C:2]2[N:3]=[C:4]([CH3:19])[N:5]([C:8]3[CH:13]=[N:12][N:11]([CH2:14][CH2:15][O:16][CH3:17])[C:10](=[O:18])[CH:9]=3)[C:6]=2[CH3:7])[CH:24]=[CH:23][N:22]=1

Participants

Reactant 2

HCID 219853912-Chloro-4-(2-(trimethylsilyl)ethynyl)pyridine

HCID 668657305-(4-Iodo-2,5-dimethyl-imidazol-1-yl)-2-(2-methoxy-ethyl)-2H-pyridazin-3-one

Product 1

HCID 581111965-[4-(2-Chloro-pyridin-4-ylethynyl)-2,5-dimethyl-imidazol-1-yl]-2-(2-methoxy-ethyl)-2H-pyridazin-3-one

Procedure

The title compound, light brown crystalline solid, MS: m/e=384.2, 386.2 (M+H+), was prepared in accordance with the general method of example 35 from 5-(4-Iodo-2,5-dimethyl-imidazol-1-yl)-2-(2-methoxy-ethyl)-2H-pyridazin-3-one and 2-chloro-4-trimethylsilanylethynyl-pyridine.

Sources & evidence

ORD record: ord-fdf5f5e2aab6412bbc7f54124752426e
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08334287B2

Reaction notes

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