4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile

Base Information

• Chemical Name: 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile
• CAS No.: 156250-37-2
• Molecular Formula: C₂₆H₂₅N₅O₂
• Molecular Weight: 439.517

Synonyms:4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile

Chemical Property of 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile

Chemical Property:

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Technology Process of 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile

There total 9 articles about 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile 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: 62.0%

2-butyl-3-<(2'-cyano-4-biphenylyl)methyl>-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridine-5-acetic acid (156221-93-1) → 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile (156250-37-2)

Guidance literature:

With 4-methyl-morpholine; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00037a014

Reference yield:

2-chloropyridine-3,4-diamine (39217-08-8) → 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile (156250-37-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / tetrahydrofuran / Ambient temperature

2: 1.) potassium t-butoxide, 2.) 18percent HCl / 1.) NMP, 5 h, 2.) 105 deg C, 40 h

3: 1.) potassium tert-butoxide / 1.) DMF, RT, 2.) DMF, RT

4: 91 percent / 10percent aq. sodium hydroxide / methanol; tetrahydrofuran / Ambient temperature

5: 62 percent / 1-hydroxybenzotriazole (HOBt), N-methylmorpholine (NMM), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), NH₃ / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; potassium tert-butylate; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00037a014

Reference yield:

pentanoic anhydride (2082-59-9) → 4'-<<2-butyl-5-(carbamoylmethyl)-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridin-3-yl>methyl>biphenyl-2-carbonitrile (156250-37-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / tetrahydrofuran / Ambient temperature

2: 1.) potassium t-butoxide, 2.) 18percent HCl / 1.) NMP, 5 h, 2.) 105 deg C, 40 h

3: 1.) potassium tert-butoxide / 1.) DMF, RT, 2.) DMF, RT

4: 91 percent / 10percent aq. sodium hydroxide / methanol; tetrahydrofuran / Ambient temperature

5: 62 percent / 1-hydroxybenzotriazole (HOBt), N-methylmorpholine (NMM), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), NH₃ / dimethylformamide / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; potassium tert-butylate; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00037a014

upstream raw materials:

2-butyl-3-<(2'-cyano-4-biphenylyl)methyl>-4,5-dihydro-4-oxo-3H-imidazo<4,5-c>pyridine-5-acetic acid

2-chloropyridine-3,4-diamine

pentanoic anhydride

2-butyl-4-chloro-3H-imidazo<4,5-c>pyridine

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