N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

Base Information

Chemical Name:N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide
CAS No.:1436405-29-6
Molecular Formula:C₃₂H₃₁ClFN₅O₂
Molecular Weight:572.082
Hs Code.:

Synonyms:N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

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Chemical Property of N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

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Technology Process of N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

There total 8 articles about N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide 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: 46.0%

: 1436405-24-1
N-(3-bromophenyl)-4-(dimethylamino)but-2-enamide

: 1436405-28-5
N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-methyl-5-vinylpyrimidin-4-amine

: 1436405-29-6
N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium acetate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 591-19-5
m-Bromoaniline

: 1436405-29-6
N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1.5 h / 0 - 30 °C / Inert atmosphere

1.2: 4 h / 0 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium acetate / 1-methyl-pyrrolidin-2-one / 3 h / 110 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; oxalyl dichloride; sodium acetate; N,N-dimethyl-formamide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 2.1: |Heck Reaction;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 56-04-2
6-methyl-2-thiouracil

: 1436405-29-6
N-(3-(-2-(4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-methylpyrimidin-5-yl)vinyl)phenyl)-4-(dimethylamino)but-2-enamide

Guidance literature:: Multi-step reaction with 6 steps

1: dihydrogen peroxide / water / 2 h / 70 - 90 °C

2: sodium hydroxide; iodine / water / 3 h / Reflux

3: trichlorophosphate / diethylene glycol dimethyl ether / 2 h / 90 °C

4: methanesulfonic acid / ethanol / 2 h / 70 °C

5: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / toluene / 4 h / 110 °C / Inert atmosphere

6: bis-triphenylphosphine-palladium(II) chloride; sodium acetate / 1-methyl-pyrrolidin-2-one / 3 h / 110 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; methanesulfonic acid; dihydrogen peroxide; iodine; sodium acetate; sodium hydroxide; trichlorophosphate; In 1-methyl-pyrrolidin-2-one; ethanol; diethylene glycol dimethyl ether; water; toluene; 5: |Stille Cross Coupling / 6: |Heck Reaction;
DOI:10.1016/j.bmc.2013.03.053