(1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine

Base Information

• Chemical Name: (1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine
• CAS No.: 1388893-63-7
• Molecular Formula: C₂₂H₃₃N₅S
• Molecular Weight: 399.604

Synonyms:(1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine

Chemical Property of (1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine

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Technology Process of (1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine

There total 7 articles about (1r,4r)-N₁,N₁-dimethyl-N₄-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-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: 20.0%

pyrrolidine (123-75-1) + C18H25ClN4S (1388893-58-0) → (1r,4r)-N1,N1-dimethyl-N4-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine (1388893-63-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 5h;

Reference yield:

C12H11ClN2O2S (1019014-42-6) → (1r,4r)-N1,N1-dimethyl-N4-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine (1388893-63-7)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2.2: 2 h

3.1: thionyl chloride / 20 °C

4.1: potassium carbonate / acetonitrile / 5 h / 80 °C

With lithium aluminium tetrahydride; thionyl chloride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

C20H28N4O2S (1388893-56-8) → (1r,4r)-N1,N1-dimethyl-N4-(5-(pyrrolidin-1-ylmethyl)-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-yl)cyclohexane-1,4-diamine (1388893-63-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

1.2: 2 h

2.1: thionyl chloride / 20 °C

3.1: potassium carbonate / acetonitrile / 5 h / 80 °C

With lithium aluminium tetrahydride; thionyl chloride; potassium carbonate; In tetrahydrofuran; acetonitrile;

upstream raw materials:

pyrrolidine

C₁₈H₂₅ClN₄S

2-ethoxycarbonyl-1-cyclopentanone

ethyl 12-hydroxy-7-thia-9,11-diazatricyclo[6.4.0.0(2,6)]dodeca-1⁽⁸⁾,2⁽⁶⁾,9,11-tetraene-3-carboxylate

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