N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine

Base Information

• Chemical Name: N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine
• CAS No.: 1454585-06-8
• Molecular Formula: C₂₃H₁₉F₃N₈O
• Molecular Weight: 480.452
• Mol file: 1454585-06-8.mol

Synonyms:N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine

Chemical Property of N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine

Chemical Property:

• Boiling Point: 818.7±75.0 °C(Predicted)
• PKA: 8.76±0.30(Predicted)
• Density: 1.62±0.1 g/cm3(Predicted)

Purity/Quality:

99%, ^*data from raw suppliers

SR-3029 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: SR-3029 is a potent and selective CK1δ and CK1ε inhibitor (IC50 values are 44 and 260 nM, respectively). Exhibits selectivity for CK1δ and CK1ε over a panel of other kinases. Inhibits proliferation of melanoma and breast cancer cell lines in vitro. Also inhibits growth of breast tumor xenografts in mice.

Technology Process of N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine

There total 8 articles about N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-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: 52.0%

morpholine (110-91-8,99108-56-2) + 2,6-dichloro-9-(3-fluorophenyl)-9H-purine (1446513-80-9) + (4,5-difluoro-3H-benzo[d]imidazol-2-yl)methanamine hydrochloride (1446513-83-2) → N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine (1454585-06-8)

Guidance literature:

2,6-dichloro-9-(3-fluorophenyl)-9H-purine; (4,5-difluoro-3H-benzo[d]imidazol-2-yl)methanamine hydrochloride; With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 130 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

morpholine; In propan-1-ol; at 100 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.05.075

Reference yield:

morpholine (110-91-8,99108-56-2) + 2-chloro-N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-9H-purin-6-amine (1454585-22-8) → N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine (1454585-06-8)

Guidance literature:

at 100 ℃; for 1h; Sealed tube;

Reference yield:

2,6 dichloropurine (5451-40-1) → N-((4,5-difluoro-1H-benzo[d]imidazol-2-yl)methyl)-9-(3-fluorophenyl)-2-morpholino-9H-purin-6-amine (1454585-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper diacetate; triethylamine / dichloromethane / 48 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.5 h / 130 °C / Microwave irradiation; Inert atmosphere

2.2: 1 h / 100 °C / Microwave irradiation; Inert atmosphere

With copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; isopropyl alcohol;

DOI:10.1016/j.bmcl.2013.05.075

upstream raw materials:

2,6 dichloropurine

3-fluorophenylboronic acid

morpholine

2,6-dichloro-9-(3-fluorophenyl)-9H-purine

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