2-(3-chlorophenyl)-N-methyl-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]acetamide

Base Information

• Chemical Name: 2-(3-chlorophenyl)-N-methyl-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]acetamide
• CAS No.: 1388891-24-4
• Molecular Formula: C₂₄H₂₇ClN₄OS
• Molecular Weight: 455.024

Synonyms:2-(3-chlorophenyl)-N-methyl-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]acetamide

Chemical Property of 2-(3-chlorophenyl)-N-methyl-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]acetamide

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Technology Process of 2-(3-chlorophenyl)-N-methyl-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]acetamide

There total 4 articles about 2-(3-chlorophenyl)-N-methyl-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]acetamide 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: 3.0%

3-chlorophenylacetic acid (1878-65-5) + trans-N1-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N4-methylcyclohexane-1,4-diamine (1388890-16-1) → 2-(3-chlorophenyl)-N-methyl-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]acetamide (1388891-24-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

trans-1,4-cyclohexyldiamine (2615-25-0) → 2-(3-chlorophenyl)-N-methyl-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]acetamide (1388891-24-4)

Guidance literature:

Multi-step reaction with 4 steps

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

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

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

4: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

With lithium aluminium tetrahydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 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) → 2-(3-chlorophenyl)-N-methyl-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]acetamide (1388891-24-4)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

With lithium aluminium tetrahydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

3-chlorophenylacetic acid

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

Downstream raw materials:

1-N-[2-(3-chlorophenyl)ethyl]-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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