4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

Base Information

• Chemical Name: 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one
• CAS No.: 1616290-50-6
• Molecular Formula: C₃₃H₃₇N₅O₄
• Molecular Weight: 567.688
• Mol file: 1616290-50-6.mol

Synonyms:4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

Chemical Property of 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

There total 16 articles about 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-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: 74.0%

methyl[5-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))pyrimidin-2-yl]amine (904326-88-1) + 4-((2-(benzyloxy)-4,6-dimethylpyridin-3-yl)methyl)-9-bromo-7-isopropoxy-6-methyl-3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one (1616290-27-7) → 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (1616290-50-6)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere;

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (1616290-50-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: silver(l) oxide / toluene / 20 h / 110 °C

2.1: diisobutylaluminium hydride / toluene; dichloromethane / 3 h / 0 - 20 °C

3.1: methanol / 1 h / 20 °C

4.1: methanol; sodium cyanoborohydride / 0 - 20 °C

5.1: triethylamine / dichloromethane / 18 h / 20 °C

6.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

7.1: phosphoric acid / dichloromethane / 4 h / 20 °C

8.1: sodium hydroxide / water; methanol / 1 h / 120 °C / Microwave irradiation

9.1: ethyl-2-hexylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / 20 °C

9.2: 1 h / 75 °C

10.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With methanol; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ethyl-2-hexylamine; di-isopropyl azodicarboxylate; phosphoric acid; diisobutylaluminium hydride; sodium cyanoborohydride; sodium carbonate; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene;

Reference yield:

2-(benzyloxy)-4,6-dimethylpyridine-3-carbaldehyde (721959-71-3) → 4-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-6-methyl-9-[2-(methylamino)pyrimidin-5-yl]-7-(propan-2-yloxy)-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (1616290-50-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: methanol / 1 h / 20 °C

2.1: methanol; sodium cyanoborohydride / 0 - 20 °C

3.1: triethylamine / dichloromethane / 18 h / 20 °C

4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

5.1: phosphoric acid / dichloromethane / 4 h / 20 °C

6.1: sodium hydroxide / water; methanol / 1 h / 120 °C / Microwave irradiation

7.1: ethyl-2-hexylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / 20 °C

7.2: 1 h / 75 °C

8.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With methanol; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ethyl-2-hexylamine; di-isopropyl azodicarboxylate; phosphoric acid; sodium cyanoborohydride; sodium carbonate; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water;

upstream raw materials:

2-hydroxy-4,6-dimethyl-3-carbonitrile

2-(benzyloxy)-4,6-dimethylpyridine-3-carbonitrile

2-(benzyloxy)-4,6-dimethylpyridine-3-carbaldehyde

2-(((2-(benzyloxy)-4,6-dimethylpyridin-3-yl)methyl)amino)ethanol