trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

Base Information

Chemical Name:trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol
CAS No.:1552301-36-6
Molecular Formula:C₁₉H₂₄N₄O
Molecular Weight:324.426
Hs Code.:

Synonyms:trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

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Chemical Property of trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

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Technology Process of trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

There total 5 articles about trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol 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: 70.0%

: 1552301-22-0
trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-5-((trimethylsilyl)ethynyl)pyrimidin-4-ylamino)cyclohexanol

: 1552301-36-6
trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 0.75h;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 5600-21-5
2-amino-6-methyl-4-chloropyrimidine

: 1552301-36-6
trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: N-iodo-succinimide / water / 20 °C

2: toluene-4-sulfonic acid / toluene / 6 h / Dean-Stark; Reflux

3: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

4: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 70 °C / Inert atmosphere

5: potassium carbonate / methanol / 0.75 h / 20 °C

With 1-methyl-pyrrolidin-2-one; N-iodo-succinimide; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; water; toluene;
DOI:10.1016/j.bmcl.2013.12.112

Reference yield:

: 897030-99-8
4-chloro-5-iodo-6-methyl-pyrimidin-2-ylamine

: 1552301-36-6
trans-4-(2-(2,5-dimethyl-1H-pyrrol-1-yl)-5-ethynyl-6-methylpyrimidin-4-ylamino)cyclohexanol

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / toluene / 6 h / Dean-Stark; Reflux

2: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 24 h / 160 °C / Sealed tube

3: bis(triphenylphosphine)palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 70 °C / Inert atmosphere

4: potassium carbonate / methanol / 0.75 h / 20 °C

With 1-methyl-pyrrolidin-2-one; copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; toluene;
DOI:10.1016/j.bmcl.2013.12.112