4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

Base Information

Chemical Name:4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine
CAS No.:1436405-34-3
Molecular Formula:C₁₉H₁₄ClN₃O₂
Molecular Weight:351.792
Hs Code.:

Synonyms:4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

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Chemical Property of 4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

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Technology Process of 4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

There total 9 articles about 4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine 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: 56.0%

: 1436405-33-2
4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-iodo-6-methylpyrimidine

: 1066-54-2
trimethylsilylacetylene

: 1436405-34-3
4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

Guidance literature:: 4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-iodo-6-methylpyrimidine; trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

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

: 1436405-34-3
4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 60 °C

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

5.2: 0.5 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dihydrogen peroxide; iodine; potassium carbonate; potassium iodide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; diethylene glycol dimethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.03.053

Reference yield:

: 83410-15-5
4-chloro-5-iodo-6-methyl-pyrimidine

: 1436405-34-3
4-(3-chloro-4-(pyridin-2-ylmethoxy)phenoxy)-5-ethynyl-6-methylpyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 2 h / 60 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 2 h / 50 °C / Inert atmosphere

2.2: 0.5 h / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2013.03.053