3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide

Base Information

• Chemical Name: 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide
• CAS No.: 1388891-07-3
• Molecular Formula: C₁₉H₂₇N₅OS
• Molecular Weight: 373.522

Synonyms:3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide

Chemical Property of 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide

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Technology Process of 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide

There total 6 articles about 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide 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: 11.0%

3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanoic acid (1388891-03-9) → 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide (1388891-07-3)

Guidance literature:

With ammonium chloride; 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) → 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide (1388891-07-3)

Guidance literature:

Multi-step reaction with 6 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: methanol / Reflux

5.1: sodium hydroxide; water / methanol / 50 °C

5.2: pH 1 - 2

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

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

Reference yield:

trans-N1-(6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)-N4-methylcyclohexane-1,4-diamine (1388890-16-1) → 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1(8),2(6),9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanamide (1388891-07-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / Reflux

2.1: sodium hydroxide; water / methanol / 50 °C

2.2: pH 1 - 2

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

With water; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

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

trans-1,4-cyclohexyldiamine

3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanoic acid

methyl 3-[methyl[4-([7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraen-12-yl]amino)cyclohexyl]amino]propanoate

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