Ralimetinib

Base Information

• Chemical Name: Ralimetinib
• CAS No.: 862505-00-8
• Molecular Formula: C24H29FN6
• Molecular Weight: 420.533
• UNII: 73I34XW4HD
• ChEMBL ID: CHEMBL2364626
• DSSTox Substance ID: DTXSID00235456
• Metabolomics Workbench ID: 152885
• NCI Thesaurus Code: C143046
• Pharos Ligand ID: GPH9DWTCDA7D
• Wikidata: Q27088512
• Wikipedia: Ralimetinib
• Mol file: 862505-00-8.mol

Synonyms:3-(2,2-Dimethylpropyl)-5-(4-(4-fluorophenyl)-2-(2-methyl-2-propanyl)-1H-imidazol-5-yl)-3H-imidazo(4,5-b)pyridin-2-amine;3H-Imidazo(4,5-b)pyridin-2-amine, 5-(2-(1,1-dimethylethyl)-4-(4-fluorophenyl)-1H-imidazol-5-yl)-3-(2,2-dimethylpropyl)-;LY2228820;LY2228820 dimesylate;ralimetinib

Chemical Property of Ralimetinib

Chemical Property:

• PSA: 86.14000
• Density: 1.23
• LogP: 5.48340
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 420.24377311
• Heavy Atom Count: 31
• Complexity: 608

Purity/Quality:

99%+, ^*data from raw suppliers

7-(2-tert-Butyl-4-(4-fluorophenyl)-1H-imidazol-5-yl)-3-neopentyl-3H-imidazo[4,5-b]pyridin-2-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)CN1C2=C(C=CC(=N2)C3=C(N=C(N3)C(C)(C)C)C4=CC=C(C=C4)F)N=C1N
• Recent ClinicalTrials: A Study of Prexasertib (LY2606368) in Combination With Ralimetinib in Participants With Advanced or Metastatic Cancer

Technology Process of Ralimetinib

There total 2 articles about Ralimetinib 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: 74.0%

{6-[2-tert-butyl-5-(4-fluoro-phenyl)-3H-imidazol-4-yl]-3-nitro-pyridin-2-yl}-(2,2-dimethyl-propyl)-amine (862507-55-9) + bromocyane (506-68-3) → 5-[2-tert-butyl-5-(4-fluoro-phenyl)-1H-imidazol-4-yl]-3-(2,2-dimethyl-propyl)-3H-imidazo[4,5-b]pyridin-2-ylamine (862505-00-8)

Guidance literature:

{6-[2-tert-butyl-5-(4-fluoro-phenyl)-3H-imidazol-4-yl]-3-nitro-pyridin-2-yl}-(2,2-dimethyl-propyl)-amine; With hydrogen; palladium 10% on activated carbon; In ethanol;

bromocyane; In ethanol; water; at 20 ℃;

With sodium hydrogencarbonate; In ethanol; water; Product distribution / selectivity; Saturated solution;

Reference yield: 58.0%

1-[2-amino-3-(2,2-dimethylpropyl)imidazo[4,5-b]pyridin-5-yl]-2-(4-fluorophenyl)ethane-1,2-dione (862507-91-3) + pivalaldehyde (630-19-3) → 5-[2-tert-butyl-5-(4-fluoro-phenyl)-1H-imidazol-4-yl]-3-(2,2-dimethyl-propyl)-3H-imidazo[4,5-b]pyridin-2-ylamine (862505-00-8)

Guidance literature:

1-[2-amino-3-(2,2-dimethylpropyl)imidazo[4,5-b]pyridin-5-yl]-2-(4-fluorophenyl)ethane-1,2-dione; pivalaldehyde; With ammonium acetate; acetic acid; In methanol; for 20h; Heating / reflux;

With sodium hydrogencarbonate; In water; ethyl acetate; Product distribution / selectivity; Saturated solution;

Reference yield: 93.0%

5-[2-tert-butyl-5-(4-fluoro-phenyl)-1H-imidazol-4-yl]-3-(2,2-dimethyl-propyl)-3H-imidazo[4,5-b]pyridin-2-ylamine (862505-00-8) → 5-[2-tert-butyl-5-(4-fluoro-phenyl)-1H-imidazol-4-yl]-3-(2,2-dimethyl-propyl)-3H-imidazo[4,5-b]pyridin-2-ylamine dihydrochloride

Guidance literature:

With hydrogenchloride; In water; acetone;

upstream raw materials:

1-[2-amino-3-(2,2-dimethylpropyl)imidazo[4,5-b]pyridin-5-yl]-2-(4-fluorophenyl)ethane-1,2-dione

pivalaldehyde

{6-[2-tert-butyl-5-(4-fluoro-phenyl)-3H-imidazol-4-yl]-3-nitro-pyridin-2-yl}-(2,2-dimethyl-propyl)-amine

bromocyane