4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride

Base Information

• Chemical Name: 4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride
• CAS No.: 1196531-36-8
• Molecular Formula: C13H17ClN2O2
• Molecular Weight: 268.743
• Mol file: 1196531-36-8.mol

Synonyms:4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride

Chemical Property of 4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride

Chemical Property:

• PSA: 54.28000
• LogP: 2.82848

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride

There total 2 articles about 4-methoxy-3-(piperidin-4-yloxy)benzonitrilehydrochloride 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: 94.0%

tert-butyl 4-(5-cyano-2-methoxy-phenoxy)piperidine-1-carboxylate (1196531-33-5) → 4-methoxy-3-(4-piperidyloxy)benzonitrile hydrochloride (1196531-36-8)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 40 - 60 ℃; for 3h;

Reference yield:

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate (141699-59-4) → 4-methoxy-3-(4-piperidyloxy)benzonitrile hydrochloride (1196531-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / water / 60 - 100 °C / Inert atmosphere; Industrial scale

1.2: 97 - 103 °C / Inert atmosphere; Industrial scale

2.1: hydrogenchloride / isopropyl alcohol / 75 - 85 °C / Inert atmosphere; Industrial scale

With hydrogenchloride; potassium carbonate; In water; isopropyl alcohol;

DOI:10.1021/acs.oprd.6b00412

Reference yield: 94.0%

chloroacetylmethylamide (96-30-0) + 4-methoxy-3-(4-piperidyloxy)benzonitrile hydrochloride (1196531-36-8) → 2-(4-(5-cyano-2-methoxyphenoxy)piperidin-1-yl)-N-methylacetamide (1196531-35-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 3h; Reflux;

upstream raw materials:

tert-butyl 4-(5-cyano-2-methoxy-phenoxy)piperidine-1-carboxylate

1-(tert-butoxycarbonyl)piperidin-4-yl methanesulfonate

Downstream raw materials:

2-(4-(5-cyano-2-methoxyphenoxy)piperidin-1-yl)-N-methylacetamide

Sapitinib

2-[4-(5-cyano-2-methoxy-4-nitro-phenoxy)-1-piperidyl]-N-methylacetamide

2-[4-(4-amino-5-cyano-2-methoxy-phenoxy)-1-piperidyl]-N-methylacetamide

Refernces

• 1、 -. "PROCESS 738". Page/Page column 17-19. . Retrieved 2010/11/05.