1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

Base Information

• Chemical Name: 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine
• CAS No.: 1388891-18-6
• Molecular Formula: C₂₂H₂₆FN₅S
• Molecular Weight: 411.546

Synonyms:1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

Chemical Property of 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

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Technology Process of 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine

There total 4 articles about 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]cyclohexane-1,4-diamine 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: 45.0%

3-fluoropyridine-2-carbaldehyde (31224-43-8) + trans-N1-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N4-methylcyclohexane-1,4-diamine (1388890-16-1) → 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-18-6)

Guidance literature:

3-fluoropyridine-2-carbaldehyde; trans-N₁-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N₄-methylcyclohexane-1,4-diamine; With acetic acid; In DCE; at 20 ℃; for 4h;

With sodium tris(acetoxy)borohydride; at 20 ℃; for 20h;

Reference yield:

trans-1,4-cyclohexyldiamine (2615-25-0) → 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-18-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / N,N-dimethyl-formamide / 20 °C

2.1: triethylamine / N,N-dimethyl-formamide / 0 - 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Reflux

4.1: acetic acid / DCE / 4 h / 20 °C

4.2: 20 h / 20 °C

With lithium aluminium tetrahydride; acetic acid; triethylamine; In tetrahydrofuran; DCE; N,N-dimethyl-formamide;

Reference yield:

tert-butyl N-[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]carbamate (1388893-33-1) → 1-N-[(3-fluoropyridin-2-yl)methyI]-1-N-methyl-4-N-[7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]cyclohexane-1,4-diamine (1388891-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Reflux

2.1: acetic acid / DCE / 4 h / 20 °C

2.2: 20 h / 20 °C

With lithium aluminium tetrahydride; acetic acid; In tetrahydrofuran; DCE;

upstream raw materials:

3-fluoropyridine-2-carbaldehyde

trans-N₁-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N₄-methylcyclohexane-1,4-diamine

4-chloro-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine

trans-1,4-cyclohexyldiamine

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