ASP-2215

Base Information

• Chemical Name: ASP-2215
• CAS No.: 1254053-43-4
• Molecular Formula: C29H44N8O3
• Molecular Weight: 552.72
• Mol file: 1254053-43-4.mol

Synonyms:ASP-2215;Gilteritinib;2-Pyrazinecarboxamide, 6-ethyl-3-[[3-methoxy-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl]amino]-5-[(tetrahydro-2H-pyran-4-yl)amino]-;6-Ethyl-3-[[3-methoxy-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl]amino]-5-[(tetrahydro-2H-pyran-4-yl)amino]-2-pyrazinecarboxamide;6-ethyl-3-((3-methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)phenyl)amino)-5-((tetrahydro-2H-pyran-4-yl)amino)pyrazine-2-carboxamide;Gilteritinib (ASP2215);6-Ethyl-3-((3-methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)phenyl)-amino)-5-((tetrahydr

Chemical Property of ASP-2215

Chemical Property:

• Boiling Point: 696.9±55.0 °C(Predicted)
• PKA: 14.39±0.50(Predicted)
• PSA: 121.11000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 3.48430
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (25 mg/ml)

Purity/Quality:

99% ^*data from raw suppliers

Gilteritinib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Gilteritinib is an inhibitor of FMS-related tyrosine kinase 3 (FLT3; IC50 = 5 nM for the wild-type enzyme). It inhibits mutant forms of FLT3, including FLT3 with the internal tandem duplication mutation (FLT3-ITD), FLT3-ITD expressing the F691L mutation, and FLT3 with various tyrosine kinase domain mutations (FLT3-TKD; IC50s =1.4-1.8, 12.2, and 0.7-2 nM, respectively). Gilteritinib also inhibits Axl and c-Kit with IC50 values of 41 and 102 nM, respectively. It decreases the viability of blast cells isolated from patients with relapsed acute myeloid leukemia (AML) in a concentration-dependent manner. Formulations containing gilteritinib have been used in the treatment of AML.
• Uses: Gilteritinib is an AXL inhibitor in cancer.

Technology Process of ASP-2215

There total 4 articles about ASP-2215 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: 85.0%

C29H42N8O2 → 6-ethyl-3-({3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(tetrahydro-2H-pyran-4-ylamino)pyrazine-2-carboxamide (1254053-43-4)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In ethanol; dimethyl sulfoxide; at 20 ℃; for 3h;

Reference yield:

C12H15BrN4O → 6-ethyl-3-({3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(tetrahydro-2H-pyran-4-ylamino)pyrazine-2-carboxamide (1254053-43-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 90 °C

2: sodium hydroxide; dihydrogen peroxide / dimethyl sulfoxide; ethanol / 3 h / 20 °C

With dihydrogen peroxide; palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In 1,4-dioxane; ethanol; dimethyl sulfoxide;

Reference yield:

3-bromo-5-chloro-6-ethylpyrazine-2-carbonitrile (2043020-03-5) → 6-ethyl-3-({3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}amino)-5-(tetrahydro-2H-pyran-4-ylamino)pyrazine-2-carboxamide (1254053-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: palladium diacetate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 90 °C

3: sodium hydroxide; dihydrogen peroxide / dimethyl sulfoxide; ethanol / 3 h / 20 °C

With dihydrogen peroxide; palladium diacetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

3-bromo-5-chloro-6-ethylpyrazine-2-carbonitrile

tetrahydro-2H-pyran-4-ylamine monohydrochloride

Refernces