5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione
CAS No.:1400590-85-3
Molecular Formula:C₂₅H₂₅N₅O₄
Molecular Weight:459.505
Hs Code.:

Synonyms:5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

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Chemical Property of 5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

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Technology Process of 5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

There total 6 articles about 5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione 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: 65.0%

: 1400590-84-2
2-{3-[2-(3-azidoprop-1-ynyl)phenyl]prop-2-ynyloxy}tetrahydropyran

: 198827-85-9
N-1-propargylthymine

: 1400590-85-3
5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

Guidance literature:: With copper(ll) sulfate pentahydrate; sodium ascorbate; In water; tert-butyl alcohol; at 20 ℃; for 10h; Inert atmosphere;
DOI:10.1016/j.tet.2012.07.093

Reference yield:

: 176384-81-9
3-{2-[3-(tetrahydropyran-2-yloxy)-prop-1-ynyl]phenyl}prop-2-yn-1-ol

: 1400590-85-3
5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

3: copper(ll) sulfate pentahydrate; sodium ascorbate / water; tert-butyl alcohol / 10 h / 20 °C / Inert atmosphere

With sodium azide; copper(ll) sulfate pentahydrate; sodium ascorbate; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/j.tet.2012.07.093

Reference yield:

: 915237-87-5
tetrahydro-2-[[3-(2-bromophenyl)-2-propyn-1-yl]oxy]-2H-pyran

: 1400590-85-3
5-methyl-1-[1-(3-{2-[3-(tetrahydropyran-2-yloxy)prop-1-ynyl]phenyl}prop-2-ynyl)-1H-[1,2,3]triazol-4-ylmethyl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-butylamine / 14 h / 80 - 85 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

3: sodium azide / N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

4: copper(ll) sulfate pentahydrate; sodium ascorbate / water; tert-butyl alcohol / 10 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; copper(ll) sulfate pentahydrate; sodium ascorbate; N-butylamine; triethylamine; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.tet.2012.07.093