3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Base Information

• Chemical Name: 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• CAS No.: 330792-73-9
• Molecular Formula: C₁₆H₂₄IN₇
• Molecular Weight: 441.318
• Mol file: 330792-73-9.mol

Synonyms:3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Chemical Property of 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

There total 5 articles about 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 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: 61.6%

1-methyl-piperazine (109-01-3) + 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexan-1-one (330792-72-8) → 3-iodo-1-((trans)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330792-74-0) + 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330792-73-9)

Guidance literature:

1-methyl-piperazine; 4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexan-1-one; With acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 1h; Molecular sieve;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 16h;

Reference yield:

4-Aminopyrazolo<3,4-d>pyrimidin (2380-63-4) → 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330792-73-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NIS / dimethylformamide / 50 °C

2: Ph₃P; DEAD / tetrahydrofuran

3: 50 percent / 5 N aq. HCl / acetone

4: Na(OAc)3BH; AcOH / 1,2-dichloro-ethane

With hydrogenchloride; N-iodo-succinimide; sodium tris(acetoxy)borohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; 2: Mitsunobu coupling;

DOI:10.1016/S0960-894X(02)00196-8

Reference yield:

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8) → 3-iodo-1-((cis)-4-(4-methylpiperazin-1-yl)cyclohexyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (330792-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Ph₃P; DEAD / tetrahydrofuran

2: 50 percent / 5 N aq. HCl / acetone

3: Na(OAc)3BH; AcOH / 1,2-dichloro-ethane

With hydrogenchloride; sodium tris(acetoxy)borohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,2-dichloro-ethane; acetone; 1: Mitsunobu coupling;

DOI:10.1016/S0960-894X(02)00196-8

upstream raw materials:

1-methyl-piperazine

4-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)cyclohexan-1-one

4-Aminopyrazolo<3,4-d>pyrimidin

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine

Downstream raw materials:

C₂₉H₃₃N₉O

C₃₀H₃₂N₁₀O

C₃₁H₃₅N₉O₃

Cis-N₂-(4-{4-amino-1-[4-(4-methylpiperazino)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}phenyl)-7-chloro-1,3-benzoxazol-2-amine