N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

Base Information

Chemical Name:N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide
CAS No.:1366404-68-3
Molecular Formula:C₂₀H₂₁FN₄O
Molecular Weight:352.411
Hs Code.:

Synonyms:N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

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Chemical Property of N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

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Technology Process of N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

There total 4 articles about N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide 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: 49.0%

: 1365879-47-5
N-[(2-bromopyridin-4-yl)methyl]-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

: 768-35-4
3-fluorophenylboronic acid

: 1366404-68-3
N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; N,N-dimethyl-formamide; at 150 ℃; for 0.166667h; Alkaline conditions; Microwave irradiation;
DOI:10.1248/cpb.c16-00610

Reference yield:

: 118289-17-1
2-bromopyridine-4-carboxaldehyde

: 1366404-68-3
N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tris(acetoxy)borohydride / chloroform; acetone / 0.75 h / 20 °C

2: 1-hydroxy-1H-benzotriazol hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 0.17 h / 150 °C / Alkaline conditions; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-hydroxy-1H-benzotriazol hydrate; sodium tris(acetoxy)borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; chloroform; N,N-dimethyl-formamide; acetone; acetonitrile; 3: |Suzuki Coupling;
DOI:10.1248/cpb.c16-00610

Reference yield:

: 1289386-60-2
N-[(2-bromopyridin-4-yl)methyl]propan-2-amine

: 1366404-68-3
N-{[2-(3-fluorophenyl)pyridin-4-yl]methyl}-1-methyl-N-(propan-2-yl)-1H-imidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1-hydroxy-1H-benzotriazol hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 0.17 h / 150 °C / Alkaline conditions; Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-hydroxy-1H-benzotriazol hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; N,N-dimethyl-formamide; acetonitrile; 2: |Suzuki Coupling;
DOI:10.1248/cpb.c16-00610