AC-262536

Base Information

• Chemical Name: AC-262536
• CAS No.: 870888-46-3
• Molecular Formula: C18H18N2O
• Molecular Weight: 278.354
• Mol file: 870888-46-3.mol

Synonyms:AC-262536;

Chemical Property of AC-262536

Chemical Property:

• Melting Point: 158-162°C
• Boiling Point: 526.0±45.0 °C(Predicted)
• PKA: 14.73±0.20(Predicted)
• PSA: 47.26000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 3.26858
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-[(3-endo)-3-Hydroxy-8-azabicyclo[3.2.1]oct-8-yl]naphthalene-1-carbonitrile analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: AC-262536 is a hydrocarbon organic matter and can be used as pharmaceutical intermediates.

Technology Process of AC-262536

There total 3 articles about AC-262536 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: 92.0%

4-fluoronaphthalene-1-carbonitrile (13916-99-9) + nortropine (538-09-0) → 4-(3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile (870888-46-3)

Guidance literature:

With pyridine; at 220 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1021/jm901149c

Reference yield:

(1R,3S,5S)-8-chloro-8-azabicyclo[3.2.1]octan-3-ol + 1-Cyanonaphthalene (86-53-3) → 4-(3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile (870888-46-3) + C18H18N2O

Guidance literature:

With perchloric acid; tris(2,2'-bipyridyl)ruthenium dichloride; at 20 ℃; for 1h; regioselective reaction; Irradiation;

DOI:10.1038/s41557-019-0254-5

Reference yield:

nortropine (538-09-0) → 4-(3-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile (870888-46-3) + C18H18N2O

Guidance literature:

Multi-step reaction with 2 steps

1: N-chloro-succinimide / 0.5 h / 20 °C

2: tris(2,2'-bipyridyl)ruthenium dichloride; perchloric acid / 1 h / 20 °C / Irradiation

With N-chloro-succinimide; perchloric acid; tris(2,2'-bipyridyl)ruthenium dichloride;

DOI:10.1038/s41557-019-0254-5

upstream raw materials:

4-fluoronaphthalene-1-carbonitrile

nortropine

1-Cyanonaphthalene

Downstream raw materials:

4-(endo-3-methoxy-8-azabicyclo[3.2.1]oct-8-yl)naphthalene-1-carbonitrile

8-(4-cyanonaphthalen-1-yl)-3-exo-8-azabicyclo[3.2.1]octan-3-yl 4-nitrobenzoate

Refernces

• 1、 Schlienger, Nathalie,Lund, Birgitte W.,Pawlas, Jan,Badalassi, Fabrizio,Bertozzi, Fabio,Lewinsky, Rasmus,Fejzic, Alma,Thygesen, Mikkel B.,Tabatabaei, Ali,Bradley, Stefania Risso,Gardell, Luis R.,Piu, Fabrice,Olsson, Roger. "Synthesis, structure-activity relationships, and characterization of novel nonsteroidal and selective androgen receptor modulators". supporting information; experimental part. p. 7186 - 7191. Retrieved 2010/07/04.