1-(3-(Trifluoromethyl)phenyl)cyclopropanamine

Base Information

• Chemical Name: 1-(3-(Trifluoromethyl)phenyl)cyclopropanamine
• CAS No.: 503417-34-3
• Molecular Formula: C10H10F3N
• Molecular Weight: 201.1883096
• DSSTox Substance ID: DTXSID30655567
• Wikidata: Q82569752
• Mol file: 503417-34-3.mol

Synonyms:503417-34-3;1-(3-(TRIFLUOROMETHYL)PHENYL)CYCLOPROPANAMINE;1-[3-(trifluoromethyl)phenyl]cyclopropan-1-amine;CYCLOPROPANAMINE, 1-[3-(TRIFLUOROMETHYL)PHENYL]-;1-[3-(trifluoromethyl)phenyl]cyclopropanamine;1-(3-TRIFLUOROMETHYL-PHENYL)-CYCLOPROPYLAMINE;1-[3-(Trifluoromethyl)phenyl]-cyclopropanamine;MFCD07374480;SCHEMBL1420518;DTXSID30655567;DDCYKBUZSOJYES-UHFFFAOYSA-N;AKOS009321614;AB39569;SY186456;1-(3-trifluoromethylphenyl)cyclopropylamine;FT-0690936;EN300-66844;N11021;1-[3-(trifluoromethyl)phenyl]-1-cyclopropanamine;A828078;A1-36806

Chemical Property of 1-(3-(Trifluoromethyl)phenyl)cyclopropanamine

Chemical Property:

• Vapor Pressure: 0.31mmHg at 25°C
• Boiling Point: 201.3°C at 760 mmHg
• Flash Point: 82.9°C
• PSA: 26.02000
• Density: 1.281g/cm³
• LogP: 3.35350
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 201.07653381
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

1-[3-(Trifluoromethyl)phenyl]cyclopropan-1-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C2=CC(=CC=C2)C(F)(F)F)N

Technology Process of 1-(3-(Trifluoromethyl)phenyl)cyclopropanamine

There total 4 articles about 1-(3-(Trifluoromethyl)phenyl)cyclopropanamine 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%

3-trifluoromethylbenzonitrile (368-77-4) + diethylzinc (557-20-0) → 1-(3-(trifluoromethyl)phenyl)-cyclopropan-1-amine (503417-34-3)

Guidance literature:

With methyltriisopropoxytitanium(IV); lithium isopropoxide; lithium iodide; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1021/ol034021k

Reference yield: 63.0%

3-trifluoromethylbenzonitrile (368-77-4) + ethylmagnesium bromide (925-90-6) → 1-(3-(trifluoromethyl)phenyl)-cyclopropan-1-amine (503417-34-3)

Guidance literature:

3-trifluoromethylbenzonitrile; ethylmagnesium bromide; With titanium(IV) isopropylate; In diethyl ether; at -70 - 20 ℃; for 1h;

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.0c02022

Reference yield: 30.0%

→ 1-(3-(trifluoromethyl)phenyl)-cyclopropan-1-amine (503417-34-3)

Guidance literature:

With titanium(IV)isopropoxide; In diethyl ether; at -78 - 20 ℃; for 4.16667h;

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 24h;

upstream raw materials:

3-trifluoromethylbenzonitrile

diethylzinc

1-(3-(trifluoromethyl)phenyl)cyclopropane-1-amine hydrochloride

ethylmagnesium bromide

Downstream raw materials:

N-[(1S,2R)-1-benzyl-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide hydrochloride

N-[(1S,2R)-1-benzyl-2-hydroxy-3-({1-[3-(trifluoromethyl)phenyl]cyclopropyl}amino)propyl]-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxamide

Refernces

• 1、 -. "NOVEL POTASSIUM CHANNEL INHIBITORS". Page/Page column 55; 62. . Retrieved 2020/10/20.
• 2、 -. "1,2,3,4-TETRAHYDROPYRROLO[1,2-A]PYRAZINE-6-CARBOXAMIDE AND 2,3,4,5-TETRAHYDROPYRROLO[1,2-a][1,4]-DIAZEPINE-7-CARBOXAMIDE DERIVATIVES, PREPARATION AND THERAPEUTIC USE THEREOF". Page/Page column 13. . Retrieved 2010/08/08.