10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-one

Base Information

• Chemical Name: 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-one
• CAS No.: 1346670-16-3
• Molecular Formula: C₂₉H₃₀N₆O₃
• Molecular Weight: 510.596

Synonyms:10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-one

Chemical Property of 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-one

Chemical Property:

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Technology Process of 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-one

There total 14 articles about 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2⁽⁶⁾,7-dien-9-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: 76.0%

10-[2-(acetoxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-(6),7-dien-9-one (1346674-25-6) → 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2(6),7-dien-9-one (1346670-16-3)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; isopropyl alcohol; at 20 ℃; for 1h;

Reference yield:

2,6-dibromotoluene (69321-60-4) → 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2(6),7-dien-9-one (1346670-16-3)

Guidance literature:

Multi-step reaction with 5 steps

1: N-Bromosuccinimide / 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 14 h / 80 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 14 h / 20 °C / Inert atmosphere

3: caesium carbonate / N,N,N,N,-tetramethylethylenediamine; copper(l) iodide / 1,2-dimethoxyethane / 3 h / 150 °C / microwave irradiation

4: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.42 h / 130 °C / Inert atmosphere; microwave irradiation

5: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 1 h / 20 °C

With N-Bromosuccinimide; water; sodium carbonate; caesium carbonate; lithium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; tetrachloromethane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

3,5-dibromo-1-methyl-1H-pyridin-2-one (14529-54-5) → 10-[2-(hydroxymethyl)-3-[1-methyl-6-oxo-5-(pyrimidin-4-ylamino)-1,6-dihydropyridin-3-yl]phenyl]-4,4-dimethyl-1,10-diazatricyclo[6.4.0.0(2,6)]dodeca-2(6),7-dien-9-one (1346670-16-3)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate / 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 18 h / 130 °C / sealed tube

2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 0.5 h / 95 °C / Inert atmosphere

3: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.42 h / 130 °C / Inert atmosphere; microwave irradiation

4: water; lithium hydroxide / isopropyl alcohol; tetrahydrofuran / 1 h / 20 °C

With water; potassium acetate; sodium carbonate; caesium carbonate; lithium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; water; isopropyl alcohol;

upstream raw materials:

2,6-dibromotoluene

3,3-dimethylcyclopentanone

3,5-dibromo-1-methyl-1H-pyridin-2-one

3-Methyl-2-cyclopenten-1-one

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