5-(Aminomethyl)-2-fluorobenzonitrile

Base Information

• Chemical Name: 5-(Aminomethyl)-2-fluorobenzonitrile
• CAS No.: 368426-86-2
• Molecular Formula: C8H7FN2
• Molecular Weight: 150.155
• Hs Code.: 2926907090
• European Community (EC) Number: 689-091-1
• DSSTox Substance ID: DTXSID40595147
• Wikidata: Q72439522
• Mol file: 368426-86-2.mol

Synonyms:5-(AMINOMETHYL)-2-FLUOROBENZONITRILE;368426-86-2;5-Aminomethyl-2-fluorobenzonitrile;5-Aminomethyl-2-fluoro-benzonitrile;C8H7FN2;BENZONITRILE, 5-(AMINOMETHYL)-2-FLUORO-;SCHEMBL51299;DTXSID40595147;VRSKZZIXPDVEFN-UHFFFAOYSA-N;MFCD09908197;3-CYANO-4-FLUOROBENZYL AMINE;AKOS015855159;SB76399;AS-82679;DB-031142;A6339;CS-0102030;C90792;25-BIS(CHLOROMETHYL)-1-METHOXY-4-(2-

Chemical Property of 5-(Aminomethyl)-2-fluorobenzonitrile

Chemical Property:

• Vapor Pressure: 0.00987mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 264.2 °C at 760 mmHg
• PKA: 8.51±0.10(Predicted)
• Flash Point: 113.6 °C
• PSA: 49.81000
• Density: 1.2 g/cm³
• LogP: 1.85638
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 150.05932639
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Aminomethyl-2-fluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CN)C#N)F
• Uses: 5-Aminomethyl-2-fluorobenzonitrile is used in the synthesis thrombin inhibitors containing P3-heterocycles with P1-bicyclic arginine surrogates.

Technology Process of 5-(Aminomethyl)-2-fluorobenzonitrile

There total 4 articles about 5-(Aminomethyl)-2-fluorobenzonitrile 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: 85.0%

5-(azidomethyl)-2-fluorobenzonitrile (368426-85-1) → 5-(aminomethyl)-2-fluorobenzonitrile (368426-86-2)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/S0960-894X(02)00585-1

Reference yield:

5-bromomethyl-2-fluorobenzonitrile (180302-35-6) → 5-(aminomethyl)-2-fluorobenzonitrile (368426-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaN₃ / dimethylformamide / 20 °C

2: 85 percent / Ph₃P; H₂₀ / tetrahydrofuran / 0 - 20 °C

With sodium azide; water; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00585-1

Reference yield:

2-fluoro-5-methylbenzonitrile (64113-84-4) → 5-(aminomethyl)-2-fluorobenzonitrile (368426-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 59 percent / NBS; AIBN / CCl₄ / Heating

2: 100 percent / NaN₃ / dimethylformamide / 20 °C

3: 85 percent / Ph₃P; H₂₀ / tetrahydrofuran / 0 - 20 °C

With N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); water; triphenylphosphine; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00585-1

upstream raw materials:

5-(azidomethyl)-2-fluorobenzonitrile

2-fluoro-5-methylbenzonitrile

5-bromomethyl-2-fluorobenzonitrile

3-bromo-4-fluorotoluene

Downstream raw materials:

(3-cyano-4-fluoro-benzyl)-carbamic acid tert-butyl ester

(3-amino-1H-indazol-5-ylmethyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "HIV Integrase Inhibitors". Page/Page column 52-53. . Retrieved 2009/10/17.