6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

Base Information

Chemical Name:6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one
CAS No.:1021916-11-9
Molecular Formula:C₁₄H₁₄N₄O₃
Molecular Weight:286.29
Hs Code.:

Synonyms:6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

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Chemical Property of 6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

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Technology Process of 6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

There total 7 articles about 6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

: 1021918-61-5
4-(6-bromo-5-(N,N-bis-boc-amino)pyrazin-2-yl)phenol

: 109-85-3
2-methoxyethylamine

: 1021916-11-9
6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

Guidance literature:: In dimethyl sulfoxide; at 150 ℃; for 0.166667h; Microwave irradiation;

Reference yield:

: 1021918-57-9
1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-((triisopropylsilyl)oxy)benzene

: 1021916-11-9
6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate / 1,4-dioxane / 0.17 h / 120 °C / Microwave irradiation

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

3: dmap / acetonitrile / 2 h / 50 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran

5: N,N-dimethyl-formamide / 0.17 h / 150 °C / Microwave irradiation

With dmap; N-Bromosuccinimide; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; tetrabutyl ammonium fluoride; sodium carbonate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2011.09.035

Reference yield:

: 1021918-58-0
5-(4-(triisopropylsilyloxy)phenyl)pyrazin-2-amine

: 1021916-11-9
6-(4-hydroxyphenyl)-1-(2-methoxyethyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 20 °C

2: dmap / acetonitrile / 2 h / 50 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran

4: N,N-dimethyl-formamide / 0.17 h / 150 °C / Microwave irradiation

With dmap; N-Bromosuccinimide; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2011.09.035