4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate

Base Information

• Chemical Name: 4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate
• CAS No.: 957054-50-1
• Molecular Formula: 2CH₄O₃S*C₂₃H₂₇N₇O₃S₂
• Molecular Weight: 705.858
• DSSTox Substance ID: DTXSID30701255
• Mol file: 957054-50-1.mol

Synonyms:957054-50-1;DTXSID30701255;4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate

Chemical Property of 4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate

Chemical Property:

• PSA: 209.75000
• LogP: 3.41220
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 5
• Exact Mass: 608.14197022
• Heavy Atom Count: 40
• Complexity: 911

Purity/Quality:

99% ^*data from raw suppliers

2-(1H-INDAZOL-4-YL)-6-[[4-(METHYLSULFONYL)-1-PIPERAZINYL]METHYL]-4-(4-MORPHOLINYL)THIENO[3,2-D]PYRIMIDINE METHANESULFONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)N1CCN(CC1)CC2=CC3=C(S2)C(=NC(=N3)C4=C5C=NNC5=CC=C4)N6CCOCC6.CS(=O)(=O)[O-]

Technology Process of 4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate

There total 11 articles about 4-[2-(1H-indazol-4-yl)-6-[(4-methylsulfonylpiperazin-1-yl)methyl]thieno[3,2-d]pyrimidin-4-yl]morpholine;methanesulfonate 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: 90.0%

methanesulfonic acid (75-75-2,98527-29-8) + 4-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-2-(2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-4-yl)thieno[3,2-d]pyrimidin-4-yl)morpholine (1146955-36-3) → 4-(2-(1H-indazol-4-yl)-6-((4-(methylsulfonyl)-piperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-4-yl)-morpholine bis-methanesulfonate (957054-50-1)

Guidance literature:

In methanol; water; at 5 - 60 ℃; for 7h; Large scale;

DOI:10.1021/op3002992

Reference yield:

methanesulfonic acid (75-75-2,98527-29-8) + pictilisib (957054-30-7) → 4-(2-(1H-indazol-4-yl)-6-((4-(methylsulfonyl)-piperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-4-yl)-morpholine bis-methanesulfonate (957054-50-1)

Guidance literature:

In methanol; dichloromethane; at 20 ℃; for 3h;

Reference yield:

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 4-(2-(1H-indazol-4-yl)-6-((4-(methylsulfonyl)-piperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-4-yl)-morpholine bis-methanesulfonate (957054-50-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 190 °C / Inert atmosphere

2.1: trichlorophosphate; N,N-dimethyl-aniline / acetonitrile / 26 h / 20 - 85 °C / Inert atmosphere; Large scale

3.1: water; methanol / 1 h / 0 - 20 °C / Inert atmosphere; Large scale

4.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.2: -10 °C / Inert atmosphere

4.3: 0.5 h / -20 - 10 °C / Inert atmosphere

5.1: nickel(II) nitrate hexahydrate; triphenylphosphine; potassium phosphate / water; acetonitrile / 28 h / 60 °C / Inert atmosphere; Large scale

6.1: water; methanol / 7 h / 5 - 60 °C / Large scale

With potassium phosphate; nickel(II) nitrate hexahydrate; isopropylmagnesium chloride; N,N-dimethyl-aniline; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; methanol; water; acetonitrile; 5.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/op3002992

upstream raw materials:

methanesulfonic acid

pictilisib

4-bromoindazole

4-(2-chloro-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[3,2-d]-pyrimidin-4-yl)morpholine

Refernces

• 1、 -. "Pharmaceutical compounds". Page/Page column 10. . Retrieved 2008/06/13.