(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

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Chemical Name:(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one
CAS No.:1338327-31-3
Molecular Formula:C₂₂H₂₁ClN₄O₂S
Molecular Weight:440.953
Hs Code.:

Synonyms:(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

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Chemical Property of (R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

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Technology Process of (R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

There total 12 articles about (R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-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: 69.6%

: 1338327-32-4
2-(2-chloro-4-(methylthiomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1338327-24-4
(R)-4-(4-amino-8-methyl-5-oxo-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-6(5H)-yl)phenyl trifluoromethanesulfonate

: 1338327-31-3
(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In methanol; 1,2-dimethoxyethane; water; at 110 ℃; for 0.666667h; Microwave irradiation; Sealed tube; Inert atmosphere;

Reference yield:

: 120077-68-1
(4-bromo-3-chlorophenyl)methanol

: 1338327-31-3
(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

2: tetrahydrofuran / 0.5 h / 18 - 25 °C

3: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 0.75 h / 130 °C / Microwave irradiation; Sealed tube

4: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water; methanol / 0.67 h / 110 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With potassium phosphate; potassium acetate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; 4: Suzuki Coupling;

Reference yield:

: 6793-92-6
p-benzyloxyphenylbromide

: 1338327-31-3
(R)-4-amino-6-(2'-chloro-4'-(methylthiomethyl)biphenyl-4-yl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: caesium carbonate / palladium diacetate; XPhos / toluene / 10 h / 120 °C / Microwave irradiation; Sealed tube

2: triethylamine / tetrahydrofuran / 16.17 h / 0 - 20 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane / 0.75 h / 20 °C

4: potassium carbonate / acetonitrile / 66 h / 80 - 85 °C / Microwave irradiation; Sealed tube

5: ammonia / 1,4-dioxane / 48 h / 55 °C

6: hydrogen / palladium(II) hydroxide / methanol / 1 h / 18 - 25 °C / 760.05 Torr

7: potassium carbonate / tetrahydrofuran / 3 h / 18 - 25 °C

8: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water; methanol / 0.67 h / 110 °C / Microwave irradiation; Sealed tube; Inert atmosphere

With hydrogenchloride; potassium phosphate; ammonia; hydrogen; potassium carbonate; caesium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; palladium(II) hydroxide; XPhos; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; toluene; acetonitrile; 8: Suzuki Coupling;