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

Base Information

• Chemical Name: 6-(4-hydroxyphenyl)-1-(2-methoxybenzyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one
• CAS No.: 1349195-81-8
• Molecular Formula: C₁₉H₁₆N₄O₃
• Molecular Weight: 348.361

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

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

Chemical Property:

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

There total 3 articles about 6-(4-hydroxyphenyl)-1-(2-methoxybenzyl)-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: 26.0%

6-bromo-1-(2-methoxybenzyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one (1349195-90-9) + (p-hydroxyphenyl)boronic acid (71597-85-8) → 6-(4-hydroxyphenyl)-1-(2-methoxybenzyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one (1349195-81-8)

Guidance literature:

With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate; In 1,4-dioxane; at 120 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1016/j.bmcl.2011.09.035

Reference yield:

2-methoxybenzylamine (6850-57-3) → 6-(4-hydroxyphenyl)-1-(2-methoxybenzyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one (1349195-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 h / 100 °C / Neat (no solvent)

2: 2 h / 100 °C

3: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate / 1,4-dioxane / 0.17 h / 120 °C / Microwave irradiation

With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2011.09.035

Reference yield:

5-bromo-N3-(2-methoxybenzyl)-pyrazine-2,3-diamine (639450-08-1) → 6-(4-hydroxyphenyl)-1-(2-methoxybenzyl)-1H-imidazo[4,5-b]pyrazin-2(3H)-one (1349195-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 h / 100 °C

2: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate / 1,4-dioxane / 0.17 h / 120 °C / Microwave irradiation

With 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; sodium carbonate; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2011.09.035

upstream raw materials:

2-methoxybenzylamine

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

(p-hydroxyphenyl)boronic acid

5-bromo-N₃-(2-methoxybenzyl)-pyrazine-2,3-diamine

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