(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

Base Information

Chemical Name:(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide
CAS No.:1309042-20-3
Molecular Formula:C₂₂H₁₉N₅O₅
Molecular Weight:433.423
Hs Code.:

Synonyms:(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

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Chemical Property of (L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

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Technology Process of (L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

There total 6 articles about (L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-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: 85.0%

: 119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0
(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol

: 124340-85-8
2-(pyridin-2-yl)-1H-benzo[d]imidazole-4-carboxylic acid

: 1309042-20-3
(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

Guidance literature:: 2-(pyridin-2-yl)-1H-benzo[d]imidazole-4-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 12h;
DOI:10.1016/j.bmc.2011.03.007

Reference yield:

: 641-70-3
3-nitrophthalic acid anhydride

: 1309042-20-3
(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonia; water / 0 °C

2.1: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C

3.1: hydrazine hydrate; sodium hydroxide / methanol / Reflux

4.1: N,N-dimethyl-formamide / 120 h / 80 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C

5.2: 12 h / 0 - 25 °C

With sodium hypochlorite; ammonia; water; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide; 2.1: Hofmann rearrangement;
DOI:10.1016/j.bmc.2011.03.007

Reference yield:

: 603-11-2
3-nitrophthalic acid

: 1309042-20-3
(L)-2-(pyridin-2-yl)-N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)-1H-benzimidazole-4-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetic anhydride / Reflux

2.1: ammonia; water / 0 °C

3.1: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C

4.1: hydrazine hydrate; sodium hydroxide / methanol / Reflux

5.1: N,N-dimethyl-formamide / 120 h / 80 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 1 h / 0 °C

6.2: 12 h / 0 - 25 °C

With sodium hypochlorite; ammonia; water; acetic anhydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; N,N-dimethyl-formamide; 3.1: Hofmann rearrangement;
DOI:10.1016/j.bmc.2011.03.007