AZD-1390

Base Information

• Chemical Name: AZD-1390
• CAS No.: 2089288-03-7
• Molecular Formula: C₂₇H₃₂FN₅O₂
• Molecular Weight: 477.582
• Mol file: 2089288-03-7.mol

Synonyms:

Chemical Property of AZD-1390

Chemical Property:

• Boiling Point: 617.4±55.0 °C(Predicted)
• PKA: 9.22±0.10(Predicted)
• Density: 1.224±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

AZD1390 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: AZD 1390 is a potent, highly selective, orally bioavailable, brain-penetrant ATM inhibitor.

Technology Process of AZD-1390

There total 10 articles about AZD-1390 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: 74.9%

8-bromo-7-fluoro-1-isopropyl-3-methyl-imidazo[4,5-c]quinolin-2-one + 2-(3-(piperidin-1-yl)propoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 7-fluoro-1-isopropyl-3-methyl-8-[6-[3-(1-piperidyl)propoxy]-3-pyridyl]imidazo-[4,5-c]quinolin-2-one (2089288-03-7)

Guidance literature:

8-bromo-7-fluoro-1-isopropyl-3-methyl-imidazo[4,5-c]quinolin-2-one; 2-(3-(piperidin-1-yl)propoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine; With potassium carbonate; In tetrahydrofuran; water; under 101.26 Torr; Inert atmosphere; Large scale;

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In tetrahydrofuran; at 63 - 64 ℃; for 2h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Large scale;

Reference yield: 56.1%

3-piperidinopropan-1-ol (104-58-5) + 7-fluoro-8-(6-fluoro-3-pyridyl)-1-isopropyl-3-methyl-imidazo[4,5-c]quinolin-2-one → 7-fluoro-1-isopropyl-3-methyl-8-[6-[3-(1-piperidyl)propoxy]-3-pyridyl]imidazo-[4,5-c]quinolin-2-one (2089288-03-7)

Guidance literature:

3-piperidinopropan-1-ol; With sodium hydride; In tetrahydrofuran; at 50 ℃; for 0.666667h; Inert atmosphere;

7-fluoro-8-(6-fluoro-3-pyridyl)-1-isopropyl-3-methyl-imidazo[4,5-c]quinolin-2-one; In tetrahydrofuran; at 50 ℃; for 6h; Inert atmosphere;

Reference yield:

8-bromo-7-fluoro-1-isopropyl-3H-imidazo[4,5-c]quinolin-2-one → 7-fluoro-1-isopropyl-3-methyl-8-[6-[3-(1-piperidyl)propoxy]-3-pyridyl]imidazo-[4,5-c]quinolin-2-one (2089288-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 17 h / 17 - 30 °C / Inert atmosphere

2.1: potassium carbonate / tetrahydrofuran; water / 101.26 Torr / Inert atmosphere; Large scale

2.2: 2 h / 63 - 64 °C / Inert atmosphere; Large scale

With tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

ethyl 6-bromo-4-chloro-7-fluoroquinoline-3-carboxylate

3-piperidinopropan-1-ol