N-(2H-1,3-benzodioxol-5-ylmethyl)cyclohexanamine

Base Information

• Chemical Name: N-(2H-1,3-benzodioxol-5-ylmethyl)cyclohexanamine
• CAS No.: 227017-79-0
• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31
• Mol file: 227017-79-0.mol

Synonyms:N-(1,3-benzodioxol-5-ylmethyl)cyclohexanamine

Chemical Property of N-(2H-1,3-benzodioxol-5-ylmethyl)cyclohexanamine

Chemical Property:

• Boiling Point: 351.8±11.0 °C(Predicted)
• PKA: 9.59±0.20(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2H-1,3-benzodioxol-5-ylmethyl)cyclohexanamine

There total 2 articles about N-(2H-1,3-benzodioxol-5-ylmethyl)cyclohexanamine 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%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → N-(1,3-benzodioxol-5-ylmethyl)cyclohexanamine (227017-79-0)

Guidance literature:

1,3-benzodioxol-5-ylmethyl amine; cyclohexanone; In dichloromethane; at 25 ℃; for 1.5h; Molecular sieve; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 17 ℃; for 25h; Molecular sieve; Inert atmosphere;

DOI:10.1039/c2ob00034b

Reference yield: 59.0%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + cyclohexylamine (108-91-8,157973-60-9) → N-(1,3-benzodioxol-5-ylmethyl)cyclohexanamine (227017-79-0)

Guidance literature:

With {[(PCy₃)(CO)RuH]₄(μ-O)(μ-OH)₂}; 4-tert-Butylcatechol; In chlorobenzene; at 130 ℃; for 16h; chemoselective reaction; Glovebox; Schlenk technique; Sealed tube;

DOI:10.1021/acs.joc.8b00649

Reference yield: 84.0%

2,4-dichloro-5-bromopyrimidine (36082-50-5) + N-(1,3-benzodioxol-5-ylmethyl)cyclohexanamine (227017-79-0) → C18H19BrClN3O2 (1392426-82-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 80 ℃; Inert atmosphere;

DOI:10.1039/c2ob00034b

upstream raw materials:

1,3-benzodioxol-5-ylmethyl amine

cyclohexanone

cyclohexylamine

Downstream raw materials:

N-(1,3-benzodioxol-5-ylmethyl)-6-bromo-N-cyclohexyl-pyridin-2-amine

6-[(1,3-benzodioxol-5-ylmethyl)(cyclohexyl)amino]pyridine-2-carbonitrile

N-(1,3-benzodioxol-5-ylmethyl)-4-chloro-N-cyclohexyl-1,3,5-triazin-2-amine

N-(1,3-benzodioxol-5-ylmethyl)-2-chloro-N-cyclohexyl-5-methyl-pyrimidin-4-amine

Refernces

• 1、 Ehmke, Veronika,Quinsaat, Jose Enrico Q.,Rivera-Fuentes, Pablo,Heindl, Cornelia,Freymond, Céline,Rottmann, Matthias,Brun, Reto,Schirmeister, Tanja,Diederich, Fran?ois. "Tuning and predicting biological affinity: Aryl nitriles as cysteine protease inhibitors". supporting information; experimental part. p. 5764 - 5768. Retrieved 2012/08/28.