AZD-0156

Base Information

• Chemical Name: AZD-0156
• CAS No.: 1821428-35-6
• Molecular Formula: C26H31N5O3
• Molecular Weight: 461.56
• Hs Code.: 2934999090
• Mol file: 1821428-35-6.mol

Synonyms:AZD-0156

Chemical Property of AZD-0156

Chemical Property:

• Boiling Point: 628.3±55.0 °C(Predicted)
• PKA: 9.27±0.28(Predicted)
• PSA: 74.41000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 3.63220
• Solubility.: ≥23.1 mg/mL in DMSO with gentle warming; insoluble in H2O; ≥5.49 mg/mL in EtOH

Purity/Quality:

99%+, ^*data from raw suppliers

AZD-0156 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of AZD-0156

There total 23 articles about AZD-0156 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: 82.0%

3-Dimethylamino-1-propanol (3179-63-3) + 8-(6-fluoropyridin-3-yl)-3-methyl-1-(oxan-4-yl)imidazo[5,4-c]quinolin-2-one → AZD0156 (1821428-35-6)

Guidance literature:

3-Dimethylamino-1-propanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 10 - 20 ℃; for 1.33333h; Inert atmosphere;

8-(6-fluoropyridin-3-yl)-3-methyl-1-(oxan-4-yl)imidazo[5,4-c]quinolin-2-one; In N,N-dimethyl-formamide; mineral oil; at 10 - 20 ℃; for 6.73333h; Inert atmosphere;

Reference yield:

N,N-dimethyl-3-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl]oxy}propane-1-amine (918643-56-8) + 8-bromo-3-methyl-1-(oxan-4-yl)imidazo[5,4-c]quinolin-2-one → AZD0156 (1821428-35-6)

Guidance literature:

With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium carbonate; In ethanol; water; at 77 - 80 ℃; for 0.5h; Solvent; Temperature;

Reference yield:

8-bromo-1-(oxan-4-yl)-3H-imidazo[4,5-c]quinolin-2-one → AZD0156 (1821428-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; tetrabutylammomium bromide / water; dichloromethane / 16 h / 20 °C

2: chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium carbonate / water; ethanol / 0.5 h / 77 - 80 °C

With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); tetrabutylammomium bromide; potassium carbonate; sodium hydroxide; In ethanol; dichloromethane; water;

upstream raw materials:

6-bromo-4-chloroquinoline-3-carboxylic acid ethyl ester

4-aminotetrahydropyran

ethyl 6-bromo-1-[(4-methoxyphenyl)methyl]-4-oxoquinoline-3-carboxylate

2-bromo-5-fluorobenzoyl chloride

Refernces

• 1、 -. "IMIDAZO[4,5-C]QUINOLIN-2-ONE COMPOUNDS AND THEIR USE IN TREATING CANCER". . . Retrieved 2015/11/27.