2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile

Base Information

• Chemical Name: 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile
• CAS No.: 222978-26-9
• Molecular Formula: C12H10FN3O
• Molecular Weight: 231.229
• DSSTox Substance ID: DTXSID80594871
• Nikkaji Number: J1.593.480H
• Mol file: 222978-26-9.mol

Synonyms:222978-26-9;2-fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile;2-Fluoro-4-[hydroxy(1-methyl-1H-imidazol-5-yl)methyl]benzonitrile;SCHEMBL5094163;DTXSID80594871;BZNJXCYKMJUEKY-UHFFFAOYSA-N;2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile

Chemical Property of 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 231.08079011
• Heavy Atom Count: 17
• Complexity: 316

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC=C1C(C2=CC(=C(C=C2)C#N)F)O

Technology Process of 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile

There total 14 articles about 2-Fluoro-4-(hydroxy(1-methyl-1h-imidazol-5-yl)methyl)benzonitrile 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: 91.0%

acetic acid (4-cyano-3-fluorophenyl)(3-methyl-3H-imidazol-4-yl)methyl ester (222978-25-8) → 2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (222978-26-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jm020587n

Reference yield: 68.0%

4-cyano-3-fluorobenzaldehyde (101048-76-4) + 5-lithio-1-methyl-2-(triethylsilyl)-1H-imidazole (186495-34-1) → 2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (222978-26-9)

Guidance literature:

In tetrahydrofuran; at -78 - 20 ℃; for 2h;

DOI:10.1021/jm020587n

Reference yield:

phenylmagnesium bromide (100-58-3) + 4-cyano-3-fluorobenzaldehyde (101048-76-4) + 5-iodo-1N-methyl imidazole (71759-88-1) → 2-Fluoro-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile (222978-26-9)

Guidance literature:

In diethyl ether; dichloromethane; ethyl acetate;

upstream raw materials:

1-methyl-1H-imidazole

4-cyano-3-fluorobenzaldehyde

5-lithio-1-methyl-2-(triethylsilyl)-1H-imidazole

acetic acid (4-cyano-3-fluorophenyl)(3-methyl-3H-imidazol-4-yl)methyl ester

Downstream raw materials:

2-fluoro-4-(1-methyl-1H-imidazole-5-carbonyl)benzonitrile

2-[3-(3-ethyl-1-methyl-2-oxo-azepan-3-yl)-phenoxy]-4-[hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]-benzonitrile

2-fluoro-4-[amino-(1-methyl-1H-imidazol-5-yl)methyl]benzonitrile

1-(S)-N-[1-(4-cyano-3-fluorophenyl)-1-(3-methyl-3H-imidazol-4-yl)ethyl]-2-methyl-[S(R)]-propanesulfinamide