12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide

Base Information

• Chemical Name: 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide
• CAS No.: 1388895-26-8
• Molecular Formula: C₂₄H₃₀N₆OS
• Molecular Weight: 450.608

Synonyms:12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide

Chemical Property of 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide

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Technology Process of 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide

There total 4 articles about 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1⁽¹²⁾,2⁽⁶⁾,8,10-tetraene-3-carboxamide 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: 2.0%

3-Aminomethylpyridine (3731-52-0) + 4-(((1S,4S)-4-(dimethylamino)cyclohexyl)amino)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine-5-carboxylic acid (1388896-46-5) → 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1(12),2(6),8,10-tetraene-3-carboxamide (1388895-26-8)

Guidance literature:

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

Reference yield:

C12H11ClN2O2S (1019014-42-6) → 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1(12),2(6),8,10-tetraene-3-carboxamide (1388895-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 55 °C

2.1: sodium hydroxide / methanol / 5 h / 50 °C

2.2: pH 3

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

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

Reference yield:

(1r,4r)-1-N,1-N-dimethylcyclohexane-1,4-diamine dihydrochloride (1031289-75-4) → 12-[[4-(dimethylamino)cyclohexyl]amino]-N-(pyridin-3-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1(12),2(6),8,10-tetraene-3-carboxamide (1388895-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 55 °C

2.1: sodium hydroxide / methanol / 5 h / 50 °C

2.2: pH 3

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

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

upstream raw materials:

3-Aminomethylpyridine

4-(((1S,4S)-4-(dimethylamino)cyclohexyl)amino)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine-5-carboxylic acid

C₁₂H₁₁ClN₂O₂S

(1r,4r)-1-N,1-N-dimethylcyclohexane-1,4-diamine dihydrochloride

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