AZD-8529 mesylate

Base Information

• Chemical Name: AZD-8529 mesylate
• CAS No.: 1314217-69-0
• Molecular Formula: CH₄O₃S*C₂₄H₂₄F₃N₅O₃
• Molecular Weight: 583.588
• UNII: 29K1DH0MV7
• Mol file: 1314217-69-0.mol

Synonyms:AZD-8529 mesylate;1314217-69-0;AZD-8529 (mesylate);29K1DH0MV7;methanesulfonic acid;7-methyl-5-[3-(piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[[4-(trifluoromethoxy)phenyl]methyl]-3H-isoindol-1-one;1H-Isoindol-1-one, 2,3-dihydro-7-methyl-5-(3-(1-piperazinylmethyl)-1,2,4-oxadiazol-5-yl)-2-((4-(trifluoromethoxy)phenyl)methyl)-, methanesulfonate (1:1);7-Methyl-5-(3-(piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl)-2-(4-(trifluoromethoxy)benzyl)isoindolin-1-one methanesulfonate;UNII-29K1DH0MV7;SCHEMBL2585975;EX-A7769A;HRHCPVNKPOTCGB-UHFFFAOYSA-N;AKOS040732510;HY-107457A;AC-36778;MS-30450;CS-0028526;A937414

Chemical Property of AZD-8529 mesylate

Chemical Property:

• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 583.17123929
• Heavy Atom Count: 40
• Complexity: 822

Purity/Quality:

95% ^*data from raw suppliers

AZD-8529mesylate >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC2=C1C(=O)N(C2)CC3=CC=C(C=C3)OC(F)(F)F)C4=NC(=NO4)CN5CCNCC5.CS(=O)(=O)O

Technology Process of AZD-8529 mesylate

There total 21 articles about AZD-8529 mesylate 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: 88.0%

tert-butyl 4-[(5-{7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-5-yl}-1,2,4-oxadiazol-3-yl)methyl]piperazine-1-carboxylate (927210-23-9) + methanesulfonic acid (75-75-2,98527-29-8) → 7-methyl-5-[(3-piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one methanesulphonate (1314217-69-0)

Guidance literature:

With water; In butan-1-ol; at 85 ℃;

Reference yield:

4-bromo-2,6-dimethylbenzoic acid (74346-19-3) → 7-methyl-5-[(3-piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one methanesulphonate (1314217-69-0)

Guidance literature:

Multi-step reaction with 10 steps

1: dibenzoyl peroxide; N-Bromosuccinimide / chlorobenzene / 70 °C

2: sodium tetrahydroborate / N,N-dimethyl acetamide

3: trimethylaluminum / 2-methyltetrahydrofuran / 40 °C / Inert atmosphere

4: triethylamine / 2-methyltetrahydrofuran / 5 °C

5: sodium tert-pentoxide / 2-methyltetrahydrofuran / 5 °C

6: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere

7: potassium hydroxide; water / methanol / Heating

8: thionyl chloride / toluene / Heating

9: potassium carbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; 2-methyltetrahydrofuran / Heating

10: water / butan-1-ol / 85 °C

With sodium tetrahydroborate; N-Bromosuccinimide; thionyl chloride; tetrabutyl ammonium fluoride; water; trimethylaluminum; sodium tert-pentoxide; potassium carbonate; triethylamine; potassium hydroxide; dibenzoyl peroxide; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; chlorobenzene; toluene; butan-1-ol;

Reference yield:

C9H8Br2O2 → 7-methyl-5-[(3-piperazin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-1-one methanesulphonate (1314217-69-0)

Guidance literature:

Multi-step reaction with 9 steps

1: sodium tetrahydroborate / N,N-dimethyl acetamide

2: trimethylaluminum / 2-methyltetrahydrofuran / 40 °C / Inert atmosphere

3: triethylamine / 2-methyltetrahydrofuran / 5 °C

4: sodium tert-pentoxide / 2-methyltetrahydrofuran / 5 °C

5: 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere

6: potassium hydroxide; water / methanol / Heating

7: thionyl chloride / toluene / Heating

8: potassium carbonate; tetrabutyl ammonium fluoride / tetrahydrofuran; 2-methyltetrahydrofuran / Heating

9: water / butan-1-ol / 85 °C

With sodium tetrahydroborate; thionyl chloride; tetrabutyl ammonium fluoride; water; trimethylaluminum; sodium tert-pentoxide; potassium carbonate; triethylamine; potassium hydroxide; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene; butan-1-ol;

upstream raw materials:

tert-butyl 4-[(5-{7-methyl-1-oxo-2-[4-(trifluoromethoxy)benzyl]-2,3-dihydro-1H-isoindol-5-yl}-1,2,4-oxadiazol-3-yl)methyl]piperazine-1-carboxylate

methanesulfonic acid

4-bromo-2,6-dimethylbenzoic acid

5-bromo-2-iodo-1,3-dimethyl-benzene