1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

Base Information

• Chemical Name: 1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane
• CAS No.: 86215-43-2
• Molecular Formula: C12H11ClF3N
• Molecular Weight: 261.674
• ChEMBL ID: CHEMBL1191829
• DSSTox Substance ID: DTXSID10507979
• Mol file: 86215-43-2.mol

Synonyms:1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane;86215-43-2;SCHEMBL5024703;CHEMBL1191829;DTXSID10507979;WDFKHQBXXRJHEC-UHFFFAOYSA-N

Chemical Property of 1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 261.0532115
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C1(CNC2)C3=CC(=C(C=C3)Cl)C(F)(F)F

Technology Process of 1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane

There total 6 articles about 1-[4-Chloro-3-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane 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: 73.0%

1-(4-Chlor-3-trifluormethyl-phenyl)-1,2-cyclopropan-dicarboximid (66504-66-3) → 1-(4-Chloro-α,α,α-trifluoro-m-tolyl)-3-azabicyclo[3.1.0]hexane (86215-43-2)

Guidance literature:

With borane; In tetrahydrofuran; at 100 ℃; for 1h;

DOI:10.1021/jm00137a002

Reference yield:

methyl 2-(4-chloro-3-(trifluoromethyl)phenyl)acetate (66504-62-9) → 1-(4-Chloro-α,α,α-trifluoro-m-tolyl)-3-azabicyclo[3.1.0]hexane (86215-43-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / NBS, 48percent aq. HBr / CCl₄ / Heating

2: 66 percent / NaOMe / diethyl ether / 24 h / Ambient temperature

3: 33 percent / KOH / ethanol; H₂O / 6 h / Heating

4: 43 percent / urea / xylene / Heating

5: 73 percent / BH₃ / tetrahydrofuran / 1 h / 100 °C

With potassium hydroxide; N-Bromosuccinimide; borane; hydrogen bromide; sodium methylate; urea; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; water; xylene;

DOI:10.1021/jm00137a002

Reference yield:

Bromo-(4-chloro-3-trifluoromethyl-phenyl)-acetic acid methyl ester (66504-63-0) → 1-(4-Chloro-α,α,α-trifluoro-m-tolyl)-3-azabicyclo[3.1.0]hexane (86215-43-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / NaOMe / diethyl ether / 24 h / Ambient temperature

2: 33 percent / KOH / ethanol; H₂O / 6 h / Heating

3: 43 percent / urea / xylene / Heating

4: 73 percent / BH₃ / tetrahydrofuran / 1 h / 100 °C

With potassium hydroxide; borane; sodium methylate; urea; In tetrahydrofuran; diethyl ether; ethanol; water; xylene;

DOI:10.1021/jm00137a002

upstream raw materials:

1-(4-Chlor-3-trifluormethyl-phenyl)-1,2-cyclopropan-dicarboximid

methyl 2-(4-chloro-3-(trifluoromethyl)phenyl)acetate

Bromo-(4-chloro-3-trifluoromethyl-phenyl)-acetic acid methyl ester

(1R,2S)-1-(4-Chloro-3-trifluoromethyl-phenyl)-cyclopropane-1,2-dicarboxylic acid