trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one

Base Information

• Chemical Name: trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one
• CAS No.: 1388893-50-2
• Molecular Formula: C₂₁H₂₈N₄O₂S
• Molecular Weight: 400.545

Synonyms:trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one

Chemical Property of trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one

Chemical Property:

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Technology Process of trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one

There total 7 articles about trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-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:

chloroacetic acid pyrrolidide (20266-00-6) + trans-4-[(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)oxy]cyclohexanamine (1388890-58-1) → trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one (1388893-50-2) + trans-2-[[2-oxo-2-(pyrrolidin-1-yl)ethyI](4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]-1-(pyrrolidin-1-yl)ethan-1-one (1388893-51-3)

Guidance literature:

With potassium iodide; In ethanol; at 90 ℃; for 8h;

Reference yield:

trans-4-hydroxycyclohexylamine (27489-62-9) → trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one (1388893-50-2) + trans-2-[[2-oxo-2-(pyrrolidin-1-yl)ethyI](4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]-1-(pyrrolidin-1-yl)ethan-1-one (1388893-51-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethanol / 48 h / Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Reflux

2.2: 0.5 h / 20 °C

3.1: hydrazine hydrate / ethanol / 20 °C / Reflux

4.1: potassium iodide / ethanol / 8 h / 90 °C

With sodium hydride; hydrazine hydrate; potassium iodide; In tetrahydrofuran; ethanol; mineral oil;

Reference yield:

trans-tert-butyl 4-hydroxycyclohexylcarbamate (111300-06-2) → trans-1-(pyrrolidin-1-yl)-2-[(4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]ethan-1-one (1388893-50-2) + trans-2-[[2-oxo-2-(pyrrolidin-1-yl)ethyI](4-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)amino]-1-(pyrrolidin-1-yl)ethan-1-one (1388893-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / dichloromethane / 0 - 20 °C

2.2: pH 8 - 9

3.1: potassium iodide / ethanol / 8 h / 90 °C

With hydrogenchloride; sodium hydride; potassium iodide; In tetrahydrofuran; ethanol; dichloromethane; mineral oil;

upstream raw materials:

trans-4-hydroxycyclohexylamine

trans-tert-butyl 4-hydroxycyclohexylcarbamate

chloroacetic acid pyrrolidide

trans-4-[(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)oxy]cyclohexanamine

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